This is a cross-post from my Substack “Little Drops of Happiness” — go there to get the full post with all the pictures, and subscribe there to get notified about new posts by email.

It’s been about 7 months since my last post and life has picked up a new faster cadence. This change sits at the confluence of waning grief, renewed enthusiasm for being out in the world, memories of the pandemic starting to fade, my startup gaining traction, and transformation of key relationships. Hello, hi there, it’s me!

After nearly 20 years and ~500 posts I find myself craving some kind of narrative arc on my blog. I re-read it and remember my life but when enough time passes, it can be difficult to tie things together. I’m an old school blogger, mixing in my personal life we other musings and I like to have a single place where the big life stuff is noted because otherwise I have to look across a lot of different social media accounts. Now that I’m down to just Twitter (still refuse to call it X) and Insta it’s a lot easier because Twitter = text and Insta = pics.

So in order to unblock myself to write smaller posts about more recent events, and keep this in some semblance of chronological order, here are some highlights of life since I last opined on the glorious summertime in the Rocky Mountains.

September ‘23

Nashville for the first time! Exploring with Jonathan and Regan, and driving to Gatlinburg to celebrate another friend’s wedding in the Great Smoky Mountains.

Highlights: an emo sing-along in country bar, snacks from Buc-ee’s, and a day at Dollywood . I loved traveling with the whole Groupthink crew for this one!

Back in Colorado, we headed up into the Rockies to see the fall leaves, grill burgers, ride the UTV, and sit around the bonfire. We were up early for a hike among the Aspens turning orange in Arapaho National Park, and went out on a friend’s boat for its final run of the season.

October ‘23

Montana to see friends for the last of the warm weather! Two hikes, including my first time up “The M” at Bridger Canyon — a 850 ft climb in just over a mile.

Kevin and I had a blast celebrating Jonathan and Regan’s wedding in Las Vegas!

November

The Christmas lights went up at our house before the first snow!

Nuggets basketball season started — and of course I cheered for the Warriors with my gold nails, which ChatGPT designed and my tail tech made real!

First snow, up at Red Rocks with Dagny for my final dry-ish hike of the year.

December

Achieved an angel investing milestone: $1 million of my own money deployed in companies and funds since I started doing deals on my own in 2012.

Hood River for Christmas! The first celebration without Angela was sad at times, but I also found comfort in seeing how resilient kids are. We stayed at Skamania Lodge on the Columbia River Gorge, and wow the Pacific Northwest is pretty.

January ‘24

Stepping into the new year, my cofounder and I made a switch in roles and I moved from CTO to CEO of Groupthink. This decision deserves a much longer post. I spent a lot of time in Arizona working on our roadmap and transition.

Frugality has been on my mind with more international travel and big plans for home improvements on the horizon, and one area I knew we could do better was our monthly food spend. Two people really don’t need to spend $3,000/month between groceries and eating out — even when food is my major hobby.

To save money and improve nutrition, I upped my meal planning and prep game, with daily mis en place in the late afternoon and much more attractive container game for leftovers. I’m re-visiting my whole view on leftovers, and trying to get more green on the plate and experiment with plant-based and vegan recipes.

February ‘24

Hawaii for my annual trip with my parents! My Dad was waiting on a knee surgery (successfully completed with no complications last Friday) so we had a very laid back time in Kauai, and I stayed behind for a few days after everyone else left to write and think and work on my CEO transition in peace.

March ‘24

Celebrated the elopement of friends with a fancy, and I loved my new dress!

Then it was off to San Francisco to hack on an Apple Vision Pro app prototype and catch up with old friends! A packed social scheduled meant reunion meals and drinks at old favorites like Cotogna, Local Kitchen, Burma Love, As Quoted, Coqueta, Shotwell’s, Plow, Senor Sisig, Zuni Cafe and Saison and new spots like Early to Rise, Dalida, Pacific Cocktail Haven, and Copra.

Even “casual” food feels a bit more special. There is a lot of pride in the food culture here, and it shows. In the land of move fast and break things, his perspective on craft, quality, and excellence is refreshing.

Breaking bread, telling the long versions of stories with lots of eye contact, holding space for the anxiety of big news (a birth! a death! an engagement! a divorce! a loss! a breakthrough!) and never quite being the right temperature but dealing with it because you’re just so happy to be here.

The same parts of San Francisco that were gross and dangerous when I moved there in 2009 are still like that. The locals avoid 6th Street (drugs) and Union Square (tourists). It smells like eucalyptus and sounds like parrots in the morning.

Onward!

Summer is winding down, kids are going back to school, and we’ve reached the point of the year where I don’t have to use central AC. I love summer but it has been HOT, and I’m ready to for the short window of “autumn” that usually turns to frosty mornings after just a few weeks here in Colorado. As I type this in a sundress on the patio, under the dappled late afternoon light of my redbud tree, this feels like a good time for savoring the daylight, bare feet, and lack of layers. 

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On the Road

After leaving Telluride last week, Kevin and I decided on a whim to drive a few hours West to drive the Lamborghini in the canyons there. She just hit 15K miles!

Last year on a roadtrip to Utah we randomly discovered Gateway Canyons Resort(and its part of the Amex fine hotels + resorts program!) and it’s the most incredible middle-of-nowhere adventure travel stay. It was created by John Hendricks, the founder of Discovery Channel, and sits at the confluence of 5 different canyons so the views are mind blowing. And just like last time, we had the place almost entirely to ourselves.

Sometimes I feel like travel is just a constant search for new places to sit and read, and the patio of our suite (thanks for the upgrade Noble House!) didn’t disappoint. Despite being one of perhaps 4 couples on the property, the food program was just as spectacular as last time.

Over the holiday weekend we drove 2 hours West from Denver to the Continental Divide to visit our friends in Granby and hike their land, which backs up against the Granby Ranch Ski Resort. It was pretty cool to discover I could actually do the hike in decent time. I was still winded and sweaty, but lugging 50 fewer pounds felt great and I was able to pass on the offer to ride in the UTV. We brought Emo and Taco along, and I even got to break in a new pair of hiking boots!

We made it back down to the house just in time for an afternoon thunderstorm to let loose with hail, wind, and some huge lighting bolts across the valley. Meanwhile, we were cozy inside with our reward: seasonal beers and bowls full of sliced Palisade peaches and pluots topped with freshly made whipped cream.

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Around the House

It feels strange to be thinking about my winterization checklist when its still hitting 90 degrees most days, but here we are. Right now it’s all about the gardens, including building the fence and making plans to grade the lot next door and harvesting my raised beds. 

Based on lessons learned, I’m making plans for the switch back to hydroponics (let me know if you’d like the Google Doc describing my setup!) for the colder months and I think that’s going to be my main source of lettuce and herbs going forward. It’s just too hot outside. I’m also planning to grow cutting flowers so I can have some fresh color and sparkle indoors during the darkest months.

Lesson learned (again!) to start my seedlings earlier than I think I should so they can be bigger and heartier before transplanting outside. Hopefully I’ll harvest a small number of peppers from these plants before the first frost, or maybe keep them going in my atrium, but its nowhere near what they could have been.

Inner Life

Body

As my health transformation continues, I’m coming to terms with the logistical impact of dropping several dress sizes and I’ve been rotating my clothes, trying stuff on, and gave away 13 BAGS of stuff that just doesn’t fit anymore. I’m also on a mission to start running 5 miles every morning in under 60 minutes, but right now I am only testing that distance 1-2x per week and my current PR is 73:01. Combine that with neighbor Pilates and barre classes plus weight lifting in our home gym, and I’m pretty sure I’ll be unloading a lot more clothes come spring!

Another huge win is the reduction of my tinnitus as a result of better posture, thanks to Pilates, and the resolution of my cross bite thanks to Invisalign. The ringing in my left ear isn’t completely gone, but falling asleep is a lot easier. This week I’m getting masseter muscle Botox to relax my jaw and allow the muscle to reduce, which should help with my clenching and restore some symmetry, too.

Mind

My break from social media continues, and I took my Twitter account private right after my previous post because I was just feeling raw from the grief and could not deal with random interactions there anymore. Honestly, I’m grieving Twitter too — it was a huge part of my social life and career success, but now I’ve followed too many random weird accounts and I am actively purging daily. Ugh! I think going private was more than I needed to do, but I didn’t really notice a meaningful change in impressions on my posts so I’m going to leave it like that.

I’ve been reflecting a bit on what I’m looking for out of sharing my life online, and after blogging for so long (20 years!) I have to admit just keeping up the habit ranks somewhere on the list. I’m not sure how often I’ll be blogging, but I’m enjoying it for now so I’m going to see if a weekly cadence could work for me. After getting some kind emails in response to last week’s update, including encouragement to keep writing and sharing pictures and slice-of-life updates, I see another benefit in just being able to stay connected to wonderful people I’ve met over the years who are scattered to all corners of the Earth. Hello out there!

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P.S. My SUV Blue Betty was “the mule” for the trip, and while she’s no supercar we did manage to get some great glamour shots. She’s going up on Turo for the winter. Email me or drop a note in the comments if you’ll be heading to Colorado and want to rent her!

Hello from Telluride, Colorado — possibly one of the most beautiful places on Earth. August is my favorite month! I’m here with my cofounder Jonathan to celebrate 2 years of our startup (8/18) and my husband Kevin to celebrate 16 years of marriage (8/25). They’re off driving the Lamborghini on the Million Dollar Highway this morning as I write this.

It’s been an exciting, tumultuous, fascinating almost-year since my last post. I’ve managed to lose 50 pounds through intermittent fasting (30 since my last post!), pivot our startup and launch something new, make a major iteration on my urban garden, embark on meaningful new personal relationships, and take several awesome trips.

Sitting here on a quiet mountain morning watching hummingbirds feed as the mist clears, I find myself caught between gratitude and heartache. I’m reflecting on how far I’ve come and how much better I know myself and what I want, while also grieving unfulfilled hopes and needs and wants. Welcome to the human race.

Beyond the highlight reel, I’m sitting with heavier emotions that seem incongruous with the sunny days that mark the best time of year to live in the Mountain West. These days I exist in a state of defrag at the intersection of creative breakthroughs, ineffable truths, hard decisions, and tragic losses. 

A Hard Decision

My cofounder and I took a long walk yesterday, discussing the need for storylines to give comfort and meaning and coherence to our lives, versus his more moment-to-moment way of being. Even though I know its not how life works, I still find myself fantasizing about some point where there is a sparkling coherent arc to the story of my unfolding. In a way, its a death fantasy when you consider that we really won’t know how the story turns out until it’s all over. Meanwhile, my soul is continuously shaped by everything I experience, create, find, and lose. 

Kevin and I made the hard decision not to continue the process of having kids. As I work through adjusting to this decision, the task ahead of me includes a re-writing of stories I have creating around “my Family” and “my Place”. This journey is highlighting the inner tension I have felt my whole life between security and adventure, stability and progress, tradition and creativity.

When I zoom out, I’m relieved to find that I still feel deeply connected to humanity, reassured in knowing each of us is navigating the unique constellations of our inner lives. As I retire the well-worn image of a version of future me I’d become attached to, I wonder: How many times do I have to forget and remember that I don’t have to stick to any scripts, including the ones I wrote for myself?

A Tragic Loss

While I face my mortality through the lens of legacy and procreation, I’m also grieving the loss of my sister-in-law Angela, who passed away at age 50. 

Angela’s death comes just ~2.5 years after the loss of my sister-in-law Jill, age 49. Both deaths were sudden, unexpected, and came far too soon. My sister Meg also suffered a scary near-death experience in a fluke accident earlier this summer, so I’m feeling the sense of fragility and mortality of relationships with my loved ones more than ever.

There are were so many wonderful things about Angela, so I’ll share just one from her obituary that made me laugh:

“When Angela was 12 she decided she wanted to meet George Lucas, the director and producer of Star Wars. Without the help of a computer or the internet, Angela was able to track down the phone number of his personal secretary and convince her to give her the address of his office. She would later find out the secretary had no idea she was 12 when they spoke, believing Angela to be an adult. After writing him a letter and making a cassette tape with a reimagined audio version of Star Wars, performed by herself and her younger siblings and with her mother providing piano accompaniment, she sent them off with high hopes. She was disappointed when all she got for her trouble was a free membership to the George Lucas fan club and an autographed picture of him with the Star Wars cast. Despite her disappointment and slight disgust with not getting to meet him, Angela kept the picture on her dresser until she moved away from home.” 

I woke up in Tuesday with real tears finally, the first big cry even though the funeral was weeks ago. I cried in bed, in the shower, on the bathroom floor, while hugging a dog, and at random moments of beauty on the drive to Telluride. I’m not new to grief, but it doesn’t seem to be something that hurts less just because I’ve done it again and again. I don’t want to be numb, and I don’t know what it would mean to be “good at it” but I don’t care. So instead I just feel everything.

For me, this means staying present in my body and riding the waves of big emotions as I honor not only this loss but all the other losses that ask to be re-processed. Memories that come back so vividly, intrusively, and refuse to let me just go on with my day until they’ve been acknowledged. Pangs of future loss I experience like a memory each time I interact with a loved one. A cruel avenoir.

My heart aches most for those who are left behind as they struggle to make meaning from this tragedy and continue living. Angela is survived by 3 kids and her husband, her Mom, and her close-knit community in a town of less than 500.

Living and loving is such a risk. The temptation to close my heart and keep myself small and safe is there, and I find myself in my darkest moments repeating “stay open, stay open” like a mantra. 

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The next morning
this loon, speckled
and iridescent and with a plan
to fly home
to some hidden lake,
was dead on the shore.
I tell you this
to break your heart,
by which I mean only
that it break open and never close again
to the rest of the world.

Mary Oliver “Lead”

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Living My Ineffable Truth

There are many important parts of my life that I don’t write about online, even when I want to shout “this is so great omg!” or “holy shit that hurt!” from the mountaintop. I have a private daily hand written journal practice for that.

Unfortunately, I’ve come to see how my blog and social media accounts have fostered  parasocial interactions and memetic desire.

To foster greater creativity and do less harm, I’ve stopped using Facebook and most other social media, taken my Instagram private, and deleted all my old posts on Twitter. As I get more of my needs for attention, validation, and connection met by my close relationships in the offline world I find the privacy and peace refreshing.

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P.S. They say death makes us want to have more sex, food, and all that. Maybe that explains why I had so much fun at Brown Dog Pizza!

I’m absolutely thrilled to have a garden of my own, and to get to dig around in the dirt for as long as I want without anyone telling me to come inside. Some kids become adults and buy all the candy they wish they’d had growing up, but for me it’s all about getting to refine my house (as workshop instead of museum) and land.

I’m so passionate about this project, that I cut my New York visit a day short when I read the rain had stopped in Denver. I scrambled for a last minute flight change that had me racing to LaGuardia in rush hour traffic, and flew back at night to enjoy a completely unscheduled day when I would have been traveling. It was so worth it!

The soil of my raised beds was prepped in March with some hand tilling of bone meal and fertilizer to refresh the minerals, but it was still too hard and cold to work with. I came back worried I didn’t have the tools to deal with so much compacted soil to find the worms had been hard at work, and I was able to turn over the top 12 inches using a hand trowel and spade.

These beautiful redwood planter boxes were built by friends of ours in 2019, shortly after we moved in. Across 9 boxes they offer about 80 cubic feet of growing space, and are bottomless for drainage. After a few years in the elements, they were looking dingy and warped where water had been standing, so I got an orbital sander (possibly the best thing I bought this year!) and cleaned them up and treated them with linseed oil.

Before:

After:

In late February I started seedlings, but something went wrong (I think they were a bit too neglected) because they’re still quite small.

I’ve rolled them outside to harden, but in the meantime I decided that to avoid last year’s problems (too small a harvest for how much work it was) and dropped by Home Depot for some slightly more mature plants to get things started.

I’m thrilled to see my garlic ramps appear for the 3 varieties I put in before the first frost, and they’ll be ready to harvest in the fall:

My strawberries are also coming back, and I’ve loosened up the dirt so their creepers can take hold. I’ve also added 2 cucumber plants to the mix, so this doesn’t look like much but it’s going to be a total mess of vines come August.

I still have a punch list of tasks left, like setting up dripper hoses and laying down mulch to protect the soil from the hottest baking sun of summer. I have more pots to fill with the seedlings, marigolds to line the beds and protect against pests, and of course the endless cleanup, weeding, pruning and confessions of my deepest secrets (plants are great listeners) and greatest desires (and they don’t judge). But things are underway!

I’m deliciously sore, sunburned, stinky, with dirt under my nails. I feel so alive.

Last week, Kevin and I participated in our first ever car rally with Mike Ward Automotive for their annual autumn leaves driving event in the Rockies. I feel so fortunate to join this awesome community. We enjoyed some awe-inspiring drives with stops in mountain towns including Berthoud Pass, Independence Pass, Steamboat Springs, Aspen, and Vail.

There’s a lot going on in the world, and I’m closely managing my information diet these days to strike a balance between being informed vs. being overwhelmed.

In the 30 minutes I allow myself to read the news each day, I’m following events in Ukraine/Russia, Florida, climate change, and local crime in Colorado with deep concern and compassion for human suffering. It’s really painful to read the news, and I’m starting to think more tactically about what I can do to get involved. I’ve said “I’m not political” outwardly for a long time, but I think that’s changing soon.

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Investing Thoughts

On the other hand, I’m following the mid-term elections and unwinding of a decade of money creation in the US with morbid curiosity.

Inflation

I figure since we have no choice but to live through this part of the cycle, I better learn something from it, and to better understand our last dramatic inflationary period I started reading Michael Darby’s The International Transmission of Inflation (1984) last night. We’ve come a long way from hand-building models on Mark II and Mark III computers.

I’m grateful we were able to refinance our house when rates were at their lowest, and I’m looking at our other debt exposure to make sure we’re being smart. Kevin and I got married right before the 07/08 collapse, and we’ve been reflecting on what we learned from some of the top-of-market decisions we made last time. My hope is that we can make only new mistakes. The main topic of conversation is around how much more (if any) risk to take, how to collateralize it, and whether to pause development on the land we bought next door to our house since financing for construction loans has gotten very expensive and fixed rate options are basically not a thing at all right now.

Private Companies & Funds

At least in the face of all this volatility, we’ve continued to invest in startups and funds, and achieved our goal of deploying ~5% of our net worth this year.

Me: “Are you investing?”

Him: “If we had a fund I would. I’m super illiquid rn”

Me: “just deployed remainder of my fun money for the year, so I’m in the same boat”

So what investments closed out my dry powder for the year?

This week I put up my first capital call into the latest Heavybit fund (developer tools), and invested $100K in the Series A of a space tech transportation company (join my syndicate to see the deal details and participate in the SPV I’m leading). This is my first syndicate on AngelList, and wrangling investors has provided an education in LP communication that reminds me of the Mattermark party-round days. Kicking it off als led to some inbound interest about me raising a fund.

Although I’ve raised millions on AngelList for my startups, I haven’t been very actively on the platform as an investor. Now that I’m dipping my toe in, I can see there are benefits to having regular deals happening so investors get more and more familiar with what I’m into. So far, I’ve learned that running one-off SPVs is often time-consuming because it requires continuous cultivation of LP relationships an investor brand. I’m not ready to pull the trigger on this fund business quite yet, but I’ve got a few potential partners in mind and I’m definitely factoring this into my thought process as I start to rough draft my 2023 goals.

Public Companies

It’s probably time to circle back to these, but it’s been nice to have a break from tracking the market on a daily basis. I continue to hold my long concentrated positions in Twilio and GitLab, and I believe Twilio in particularly seems massively oversold (-78% in the past 12 months) while GitLab remains significantly below its IPO price. I’m looking forward to getting myself back into a position cash-flow wise where I can be a buyer in this market, but right now I am in look but don’t touch with these two and a handful of other names including Cloudflare, Palantir, Crowdstrike, Snowflake, and Porsche (why not?).

It’s a great time to read deeply and learn, but I’m not ready to transact or go back to building any kind of tracking portfolio.

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Around Town in Denver

I went to my first two NFL games in Colorado, where we watched Broncos fans boo the home team… so that was interesting. It was an ugly win both games, but we got there! I’m a long way from being converted to a Broncos fan from my loyal Seahawks fandom, but it was fun to explore Mile High Stadium and I even managed to bruise my hand and lose my voice in my enthusiasm.

The real highlight was getting to hang out with former Mattermark team member Karlie (3rd from right) who recently relocated to Denver from Chicago. One of the many things I love about having lived more years is how wonderful people fro one chapter of life drift back to me again in another, through the natural course of events. I’ve got my O.G. cat loving space pants SoulCycle buddy back!

Eating Well

We’ve been enjoying the bounty of the season in our local Denver restaurants, especially fresh peaches and late season corn.

If you’re headed through Denver anytime soon, here are a few spots I recommend:

• Brunch: Bacon Social House in Sunnyside, Le Bilboquet in Cherry Creek North, Root Down in Highland, and of course Snooze (multiple locations)
• Chill Dinner: Lucina Eatery in Park Hill, The Greenwich in RiNo, Benzina in Park Hill and The Fifth String in Highland
• Fancy Dinner: The Wolf’s Tailor in Sunnyside, Restaurant Olivia in Wash(ington) Park, Bistro Barbes in Park Hill, and Beckon in RiNo

I’m pretty thrilled to see that people are reading my tweets and eating at these awesome spots!

Kevin “KMac” Damaso @project_kmac

Dinner @ Bistro Barbès in Denver Thanks to @DanielleMorrill for the recommendation, Chef John is a gem of a human

1:58 AM ? Sep 29, 20226Likes1Retweet

All these places are amazing and you should try them. But as I write this I can see I need to branch out to different neighborhoods more often, and I’m ready to up my brunch game in particular. I’m fairly adventurous, but it’s easy to get into a pattern. If you have Denver restaurant recommendations, please add them in the comments!

I also asked for recommendations for our upcoming trip to Seattle, and I want to eat everywhere mentioned in the replies.

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What I’m Reading

My Goodreads is as meticulously up-to-date as ever, and I hope you’ll join more than 700 people who follow me there for interesting updates in your books feed!

Theme: Social Status & Class

• The Protestant Establishment: Aristocracy & Caste in America by E. Digby Baltzell (1964)
• Status: Why Is It Everywhere? Why Does It Matter? by Cecilia L. Ridgeway (2019)
• Wanting: The Power of Mimetic Desire in Everyday Life by Luke Burgis (2021) who also has an excellent Substack publication
• The Status Game: On Social Position and How We Use It by Will Storr (2021)
• Virtue Signaling: Essays on Darwinian Politics and Free Speech by Geoffrey Miller (2019)

Theme: Parenting

• Good Inside: A Guide to Becoming the Parent You Want to Be by Dr. Becky Kennedy (2022)
• The Blank Slate: The Modern Denial of Human Nature by Steven Pinker (2003)
• What We Owe the Future by William MacAskill (2022)

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Intermittent Fasting Update

Week 5 is done! This week I logged a new PR for hours in the fat burning “zone” (between hour 16 and 24 of a fast). It feels like I’m getting the hang of this. My biggest challenge is definitely dealing with the moodiness inspired by my physical feelings of hunger in the final hours of each fast.

My goal is to achieve ~16 hours per week in this zone and sustain that, which can happen simply by sticking to a simple 18:6 schedule (18 hours fasting, followed by a 6 hour feeding window) with a couple extra fasting hours tacked on when I feel like its going well and I can stand to wait a little longer.

I haven’t yet ventured beyond a 24 hour fast yet, but now that I have the all-clear from my doctor and some guidelines around where the limits are (refuel with healthy nutrient rich foods, don’t pass out, drink a LOT of water and pee nearly clear throughout) I’m hoping to experiment with ketosis soon to get some other health benefits besides weight loss. Fortunately, I did a blood panel in August and all my biomarkers are looking good, so I can focus on making this change while I’m otherwise healthy.

In addition to intermittent fasting, I’ve enrolled in a 12-week weight management course with Forward Health and got a referral for CBT (Cognitive Behavioral Therapy) with a specialist focused specifically on this area. I am hopeful that I can make changes that are long-lasting (so that I won’t ever need to buy a new wardrobe of clothes again!), maintain good mental health along the way, and stay of the “obese” clinical category from now on (only ~5 pounds to go!) to reduce my exposure to the health risks associated with obesity.

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Go Broncos!

What a lovely break I’ve enjoyed from writing for the eyes of others. Thank you for the space. This morning I’m enjoying a break from the heat wave we’ve been having here in Denver, with temperatures down in the mid 50s. The dogs love it, and so do I!

Investing

My most active investment, my own startup Firstparty, celebrated the milestone of getting its first paying customer over the summer and we are still working on getting to product/market fit. It’s been nearly a decade since I was hands on with this phase of startup building, and it is a humbling journey and test of patience to be sure.

On the private company side, I’m working with a couple long-time startup founder friends on a frontier tech deal that we will be syndicating through an SPV on AngelList. To maintain confidentiality for the company I won’t be sharing details via this newsletter, but if you’d like to sign up to be notified when there is more information available you can join my LP network on AngelList.

Not much happened for me in the public markets over the summer, and I’m still long on my concentrated positions in Twilio and GitLab. I’m burned out my my “learning portfolio” approach to researching companies, and need to come up with something new that I find more engaging.

Leadership Coaching

I took about 6 weeks off, and I’m feeling refreshed. After a lot of reflection, I’ve realized that I was chronically underestimating how much emotional work I do as background processing (outside of session time) when I have active client engagements. To improve my recovery and boundaries, I’ve raised my rates and I’m coaching from mid-September to early December, and then taking another break. I don’t currently have open slots available, but you can reach out to me at danielle@morrillcoaching.com if you would like to get those email updates.

Travel

We did a lot of US travel by car this summer including our first visit to Amangiri in Utah and road-trips to Aspen, Glenwood Springs, and Gateway. We got back to California for the first time since early pandemic days, with a week in Napa around July 4th and a week in Monterey for Car Week.

We also made it up to Washington State (where we’re both from) to see family in Snohomish and Kingston, and attend a beautiful wedding in Friday Harbor.

We’ll probably have 5-6 more 90+ degree days here in Denver before we head into what is usually a fairly short but very beautiful Autumn, so I’m looking forward to several days of mountain town exploring and fall leaves peeping drives.

Health

I continue to be less of a try-hard when it comes to my goals for the year. In fact, I’m pretty sure I’m on pace to miss all of them except for the health ones. I’ve gotten into intermittent fasting and I’m averaging ~2 lbs. a week of weight loss. If I could end this year back at what I weighed right before the pandemic began, that would be amazing. As to the rest, I’m just focused on making little bits of progress every day. We found out Kevin’s vasectomy reversal didn’t work, so we’re still deciding what our next moves are there and getting more curious about both surrogacy and adoption (reading list to come in a future update).

Around the House

Day-to-day life has been pretty sweet since I last wrote to you in May, with lots of growing, cooking, and eating of my garden vegetables. I’m thinking we probably have 2-3 more weeks of growing season and then it will be time to harvest and preserve whatever we haven’t already eaten. I’m planning to make a lot of salsa.

We now have preliminary designs for the pool house, and received our permit to remove the house that is currently on the land. Demo begins on Tuesday!

Life Improvement Moves

• Sold my learning portfolio so I could stop checking Robinhood
• Set up Sanebox to digest my emails for processing 3x per week
• Removed all apps from my phone’s home screen and made it grayscale
• Hired a personal assistant to help me with life chores I procrastinate on
• Bought an Eightsleep mattress cover to improve my sleep quality (if use my link you’ll get $200 off if you buy a mattress or mattress cover)
• Started intermittent fasting with the Zero app
• Signed up for a primary care provider through Forward
• Set up Jumbo Security to archive my tweets and monitor for password leaks

Ah, Fall. I can almost smell the fresh pencil shavings (do kids even use No 2 pencils anymore?) and after this final heat wave passes in Denver, I’m looking forward to cozy sweaters and mountain drives to see the changing autumn colors.

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A quick note on communicate channels: I’ve stopped using Facebook and Instagram. If you are one of the people I unfriended, please know it’s not personal. After trying some half-measures, it was the only effective way to stop wasting so much time perusing and performing. You can still find me through this newsletter and on Twitter.

Sometimes y’all get too damn serious… let’s play!

We spent the past week and a half in Bozeman, Montana supporting dear friends as they make a major life move to buy a homestead there. You can see Emo and Taco loved it!

Checking in on 2022 Goals

I added a couple new coaching clients while on the trip and have achieved my 2022 goal of billing $10K/month for that business. Rather than fast forwarding to set a 2023 goal, I’ve decided to stop striving around growing Morrill Coaching LLC for a bit and just settle into these new client relationships.

My focus now is on:

• Baby making (quite fun!)
• Product/Market fit for Firstparty (quite challenging!)
• Baseline health (10K steps, 8+ hours of sleep, eating plants)

It’s funny, now that we can conceive I’m feeling a lot less urgency about it. Anyone else have that experience?

I turned 37 a few weeks ago, and I’d be lying if I said I felt the tick of a biological clock. I don’t feel it. I just feel really peaceful in my marriage and home life, and if we add a baby to the mix I know it will be an awesome adventure. And if we don’t, that’s okay too. I will just have to get more dogs.

In terms of other people’s timelines, Kevin just turned 44, and I think he is a little more aware of what it will mean to be an “old Dad” since he had one. He’s fit and healthy as a horse now, but the fact is he will be in his mid-60s by the time our kids graduate high school. There are also my parents, who are in their mid-60s now and hopefully will live for a long long time to come. They just want more grandkids, and who can blame them? Our kids will already be the youngest among 5 other cousins ranging age 14 to 2, and unless my little sister decides to have more I am probably going to be the last one in this generation having kiddos.

Kevin and I are celebrating 15 years of marriage in August, and I feel peaceful.

Nesting Much?

I am excited to share that we bought the house next door to ours in Denver!

We’re working with the original architect and builder of our house (which was constructed in 2005) to turn the lot into a pool, patio, garden, and guest house. I find it calming having our home as our central shared project during all this chaotic market noise, and it makes it easy to be long on all our other investments. I feel fortunate that we found a diversification move that is so life enriching.

Kevin has agreed to take the lead on project management, and I’m sure you’ll see some house updates (and I’m sure some dark humor about budgets and plans and all that) in the coming months. For now, we’re in the queue with the city of Denver for permits and demolition is the next step. I’m thinking about how we can take some brick from the original house and set it aside to build the pizza oven or something else, as small nod to the past.

Market What How Now?

Emotionally, I’m barely noticing the shock waves from the financial markets. Maybe it’s because I never internalized the massive run up of the past few years as real gains? I just updated my “CFO of the household” spreadsheet, and it was pretty wild to plug in a number ~75% lower than in late December for my stock holdings account balance.

As most of you already know, I have two heavily concentrated positions in Twilio and GitLab that come from my time working for these two companies. I’ve come to realize that the way I hold startup stock in my mind is different, and perhaps something that others would benefit from knowing about. I look at it as rainy day upside, not as compensation and not as “real” money until I sell. Even though it is liquid post-IPO I still look at is as an option, and in the case of Twilio where proceeds are QSBS qualified I am even more circumspect. As those who are Super Following me on Twitter know, I’ve been buying more of both.

Here’s the latest result of my learning portfolio as of Friday’s close:

Kevin and I drove back to Denver from a visit with friends in Bozeman, Montana on Wednesday and during that 700 mile trek we had to time talk over things a bit re: the market. “I’m thinking through what’s the truly worst case scenario for us,” I told him, “To really be in trouble, we’d have to be fundamentally wrong about software and what it can do for the world.” Obviously there are some other geopolitical SHTF scenarios that are also worst case, but that’s on the downside. On the upside, my theory is that power law value creation in the future will come primarily from psychological goods rather than physical goods (bits vs. atoms).

I see no evidence this is fundamentally breaking. If anything, we are still in the early innings. For those who want to increase their own conviction, I highly recommend reading Future Shock and Revolutionary Wealth by Alvin Toffler

I also “initiated research” (sounds so official doesn’t it?) on a number of companies, which means I bought 1 share and I am planning to read a lot more about them, write up an exec summary, and decide if I want to build a bigger position in the coming months/years:

Thinking Like a Gardener

I’ve been cultivating seedlings since March, and yesterday I started planting them. Of course, I managed to dump a whole tray of marigolds onto the ground and exclaimed reflexively “No, my babies!”

Most of them were fine, and I got them in the ground. Plants are surprisingly resilient, even when they’re tiny. However, this morning I went out to survey how the peppers I put in did overnight, and its clear there are several that have shriveled up and are not going to make it. Experienced gardeners know transplanting is traumatic, and we product more seedlings than we need because we’ll be removing dead plants and subbing in new ones until everything takes.

I feel the sunk cost of the months of cultivating when tossing the tiny plant remains into the compost with a silent Marie Kondo style “thank you”.

I do worry whether there are people suffering in silence, because despite all the bravado to “fail fast” its still quite taboo to be open about losses and failures. When things go badly, the message among the startup and crypto set seems to be caveat emptor. Toughen up kid. I had to take a significant break from Twitter with the most recent crypto swirl, as there is too much grave dancing for my taste.

This weekend, I encourage you all to think about how you can spread the message of long-term thinking, cultivation, and agency. As my friend, investor, and investing partner Chip Hazard shares — thinking like a gardener is called for.

Read the full Twitter thread here.

Chip Hazard @chazard

Having chatted about this with a lot of founders this week, a final somewhat obvious point. Focus on what you can control: team, customers, products, spending, investors, etc and not on what you can’t control. In other words, less doom scrolling and more gardening!

Chip Hazard @chazard

Some thoughts while gardening this weekend and seeing this grim chart and stats. I was a venture investor across both major corrections, which were quite different. ???? https://t.co/rbzVV3kaY56:37 PM ? May 13, 20225Likes1Retweet

What I’m Reading Lately

• Virtue Hoarder: The Case Against the Professional Management Class by Catherine Liu
• The Ruthless Elimination of Hurry by John Ortberg
• The Arc by Tory Henwood Hoen
• Complexity: The Emerging Science at the Edge of Order and Chaos by M. Mitchell Waldrop
• Independent People by Halldor Laxness
• Start Where You Are by Pema Chodron
• The Ruthless Elimination of Hurry by John Mark Comer
• Work Clean by Dan Charnas
• The Burnout Society by Byung-Chul Han

I’ve been on a tear with reading, thanks to an incredible deluge of high quality recommendations from my Twitter followers. To get a taste of that they provided in response to my prompts, check out these threads…

Elle Morrill ???? ? @DanielleMorrill

What is the most transformative and/or useful book on being a good Christian? aside from the Bible of course5:22 PM ? May 14, 202221Likes2Retweets

Elle Morrill ???? ? @DanielleMorrill

What is the best book you’ve ever read concerning dignity?5:16 PM ? May 14, 202213Likes1Retweet

As always, I’d love to hear your recommendations on these prompts and anything else you think would tickle my noggin’

Have a great week everyone!

Wow, another year in the books! I came into December ready to be done with “school” (Hudson) and feeling pretty spent after a year full of endings and beginnings, including riotously intense periods of effort and intentional idling and reclaiming of time. I’ve established boundaries and simplified my work down to ~20 hours per week, and I’m loving the time freedom.

In 2021 I continued to stretch my working identity beyond startups founder and employee, dipping my toe deeper into public service with a Governor-appointed board position and also making a move toward professional coaching as an ongoing vocation.

I also made the transition back to startup founder after a 4 year break that saw me take a year of sabbatical, lead an internal startup (which was spun out and backed by GV), and join the senior management team of a multi-billion dollar startup with a lot more experience and perspective than last time around (Twilio). During that time, I had my first opportunity to report to a professional CMO and got an up close and personal look at the largest Sales & Marketing machine I’ve had the opportunity to contribute to so far.

For this new startup, I have identified my sweet spot as reporting to the CEO, instead of being one. I’ve grown a lot as a leader through all my experiences, and I’m so excited to bring this next iteration of myself as founder to Firstparty alongside Jonathan. For my next act, I’m going to stretch into the CTO role for the first time.

I could not have completed these milestones without the love, help and support of my husband, my friends, my boss, my colleagues, my investing partners, my learning group, and my community both online and IRL.

I’ve also had the privilege of retaining a wonderful supporting staff (housekeeper, gardener, personal assistant) and a suite of software solutions (Calendly, Reclaim.ai, Zoom, Linear, Sanebox, Audible) who make the day-to-day of living and working a-sync and fully remote across two businesses possible. Thank you!

2021 Milestones

• Turned 36
• 4 years living in Denver
• Started my startup CEO coaching business
• Joined the board of Colorado Statewide Internet Portal Authority (SIPA)
• Wrapped up my time at Gitlab shortly before the IPO
• Started a new developer tools startup with a long-time friend, where I am cofounder and CTO
• Completed the Hudson Coach Certification program
• Kevin and I got our first super car!
• Finished reading 107 books

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2021 Lamborghini Huracán EVO Spyder in Blu Cepheus

2022 Forecast

• Get pregnant (I’ve changed my tune about having kids)
• Spend more time with my nephews and nieces and extended family
• House remodel Part 1
• Run the coaching business (Objective: reach $100K annual revenue)
• Run the startup (Objective: Product Market Fit)
• Finish reading 200 books (I have 352 in “Currently Reading”)
• Start NO new businesses in 2022
  

On Having Kids

TL;DR We’re going to attempt to make some little humans to nurture and love. Their existence will bring more meaning, joy, play, adventure, novelty, and entropy into our lives. I can’t wait!

In June 2019 I wrote a post about my decision to be child-free, and now just over 2 years later, after a second dog and during an ongoing global pandemic, I changed my mind. As usual, the process was a combination of effort and good fortune. Here’s a brief rundown:

I got a lot closer to my husband during the pandemic, after 10+ years of hectic startup life. Looking back its wild to remember that I returned from my honeymoon in 2007 and dove straight into my first startup job. Even after a year of sabbatical in 2018, only the pandemic really slowed me down enough to let myself invest deeply in our the long term vision for our relationship and life together. I love you Kevin.

Working at GitLab radically changed my understand of what work/life integration could look like, and modeled for me a different vision of my professional future. It inspired me with a real-life example of the kind of workplace I will create for others as a business owner. Fundamentally the emphasis is on results delivered, not hours worked.

I got a lot more dialed into what brings meaning and joy to my life. Turns out, its more than startups! I’m finding though my work as a coach and public servant that I derive a great deal of meaning and enjoyment from bringing my passion for leadership and talent development to new contexts. I’m much more comfortable with interdependence, ambiguity, and patience for waiting at the “middle places” in life.

I accepted my own finite lifetime as a real thing, and started living accordingly. Accepting this fact enabled me recognize that the choice to have kids or not is a one-way door decision, and could potentially be a source of deep regret for me in the future. I used to think I would regret having kids, because I saw it as trading off my ambitions and time. Now that my ambitions have been (and continue to be) realized, and I have a system for managing my time and boundaries, I’ve effectively mitigated those downside risks. I’ve also accepted that living a life with no regrets is simply not possible, and set that perfectionism aside.

I made a life-changing amount of money, and I’m going to use it make parenting easier wherever possible. This is an incredible privilege, and I plan to deploy it against whatever barriers we come up against.

I’m sure I left something out, and it really feels like this short post hardly begins to express the thought and care that has gone into changing our minds. Ultimately, this is a deeply personal choice, which I expect will completely change my life and rock my world, in ways that I can read about but are clearly something one has to experience first-hand to really understand. I look forward to being humbled, greatly.

It’s the day before Thanksgiving, which is traditionally when I start to work on my annual reflection and goal setting process. New Year’s Eve is my favorite holiday, because it is on of the few that encourages introspection completely devoid of religion or other dogma. We make it meaningful in our own personal ways, and for me the punctuation gives a much needed sense of time passing to a life that rarely unfolds linearly.

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Over the years, I’ve refined my annual process while also letting it take up more time of the year. This let’s me do my tasks at a more lazy and luxurious pace. I also take a lot of time off this time of year, which is fairly easy with Thanksgiving and Christmas going on. I think I have perhaps 9 or 10 more business days I need to attend to in 2020.

In line with the Thanksgiving holiday, my process begins by taking inventory of the year. Overall, my purpose is to become a more complex Human being through experiences, choices, and actions that I take in response to my environment and to my goals.

Thematically, 2020 definitely shifted my decisions about where to focus. I had expected it to be a year of deepening friendships and making new ones in Denver, joining a club or two to take up some sports I loved as a kid but rarely do anymore (Swimming, tennis, horseback riding), joining a local choir, trying more new restaurants in the burgeoning food scene. Sadly, many of those things became difficult to do in March with the pandemic, but instead I filled my life with other adventures like cooking, meditation, and of course epic road trips all over the United States.

As my friend Jonathan assessed when we were talking about my guilt around feeling like I’d had a pretty good 2020 all in all, despite the pandemic, “you’re good at making yourself happy” and I agree. Sometimes I think it took being very unhappy for awhile after I sold my company to really figure this out, but actually I think I knew how to make myself happy when I was a kid… I just needed to remember how.

To take inventory, I find it helpful to flip back through my calendar, journal, camera roll, GoodReads, and fitness tracking on my phone and build a chronological list of the year. I like to include anything I know I had strong feelings about, positive or negative.

January

• Started my A Ticker A Day stocks newsletter
• Lot’s of Seahawks football on TV
• Taco was spayed, and had a rough recovery that kind of scared me
• Photographed the orchids at Denver Botanic Gardens with Kevin
• My friend Michelle came to visit from San Francisco, and we went to Steamboat Springs so I could learn to ski for the first time ever!
• Got serious about prepping for a potential lockdown, thanks to my friends (and investment in) ThePrepared.com
• Finished 7 books

February

• 9 days in Hawaii with my parents
• Helicopter tour of Oahu
• Tour of Kahumana organic farm and dinner there
• Deep sea fishing we caught a 60 pound ahi tuna (and I was sea sick — rare for me — because we were out in a storm most of the time)
• Outdoor massage and stargazing session with an astronomer
• More snow!
• Hosted game night at home with friends
• Las Vegas with friends for a birthday celebration
• Experienced the amazing hammam spa at the Cosmopolitan!
• Finally saw the Beatles Love show and it lived up to the hype
• 1 year anniversary working at GitLab
• Started transitioning leadership of Meltano (internal startup)
• Finished 6 books

March

• March 5th – first 2 Covid-19 cases are reported in Colorado
• Last manicure/pedicure before lockdown
• Last dinner out before lockdown, at Barolo Grill — we were sitting at the bar when everyone heard about Tom Hanks getting sick, and it all became truly real that this was happening
• March 16th — Lockdown begins in Colorado
• Started a 6 month tour of duty as interim Senior Director of Corporate Marketing at GitLab, while its leader was on parental leave
• Started reporting to a CMO for the first time in my career
• More snow!
• First “Zoom Shabbat”
• Kickoff for CovidLine Colorado volunteer engineering project to get free and anonymous telemedicine and Covid-19 testing to Coloradans during the initial surge (which was anticipated to peak April 14th)
• More snow!
• Finished 3 books

April

• Frantically working to get CovidLine launched, but we do with radio interviews and locals news and a lot of government red tape
• First “Zoom double date”
• More snow!
• My birthday, still in lockdown
• F-16s fly over Denver and the Front Range in honor of first responders
• First “Zoom happy hour”
• Massive burrito prep cooking adventure (and blog post)
• April 27th — Lockdown ends, “Safer at Home” order remains (Masks, distancing, reduced office space capacity, no indoor dining etc.)
• Finished 4 books

May

• Recurring extended family Sunday Zoom calls begin (20-30 people)
• First “Birthday Party Zoom”
• First “Zoom brunch”
• Kevin’s birthday
• Celebrated 1 full year of Taco in our lives!
• Formation of my 2nd team at work, Growth Marketing (which would become my permanent team after the interim role ended) — I’m leading the largest indirect org size (~50) I’ve had since peak Mattermark (~70) and enjoying it
• First “Zoom poker night”
• Dyed my hair hot pink (again)
• Built my raised beds and started planting the summer crop (tomatoes, peppers, herbs, lettuce, blueberries, strawberries, chard, squash)
• Watched the SpaceX launch live
• First time scheduling a Peloton ride at the same time as a friend
• Finished 3 books
• Hit a new high month for average daily steps: 11,609

June

• More planting!
• Kicked off our internal Minorities in Tech mentorship at work
• First “Zoom wine tasting”
• Led my first virtual offsite with my Corporate Marketing team
• First outdoor restaurant meal in the time of Covid, at The Wolf’s Tailor
• First BYO outdoor socially distanced dinner at someone else’s house
• Received a sourdough starter!
• Kicked off planning for our Enterprise site about.gitlab.com/enterprise
• Finished 10 books

July

• Our friend Max came to visit from San Francisco
• New water heater installed!
• Celebrate our 1st full year in our house
• Trip to Grand Lake, CO to stay at Anya and Andy’s cabin in RMNP (which very sadly burned down in the East Troublesome Fire)
• First time seeing a moose in the wild
• Kevin did his first astrophotography with the lens I got him for Xmas
• First haircut all year!
• Led my first virtual team building day for my Growth Marketing team
• Finished 3 books

August

• 2 week road trip to Jackson Hole, WY and Ennis, MO to spend time with my parents (who met us in the middle from the Seattle, WA area)
• First time fly fishing — and I caught some fish!
• First time in Grand Teton and Yellowstone National Park
• Wildfires start getting really bad in Colorado
• Started transitioning out of my interim leadership role
• First virtual YC Alumni Demo Day
• Celebrated our 13th wedding anniversary with a long weekend in Vail and an awesome hike in White River National with our new boots
• Harvesting the garden begins
• Finished 4 books

September

• Camped with our friends John and Carlotta near Nederland, CO
• Slept in a camper van for the first time!
• Sept 6th — Harvest goes intense, as it is expected to freeze, and we have to hit the road to California in a few days
• Sept 9th — First snow of the season! (It’s still technically Summer)
• Taught the Mattermark case study at Harvard Business School (via Zoom) for the last time
• Packed up the dogs and started driving West
• Saw our friends Sarah and Patrick for dinner in Salt Lake City, UT
• Stayed the night in Truckee, and sang a socially distanced rendition of ”Sweet Caroline” with a bunch of strangers at the Ritz Carlton
• Arrived in California amidst the wildfire smoke, and stayed in Sonoma for 2 weeks in the most amazing quarantine pod house with many dear friends. It was great to see Samiur, Tess, Andy, Kate, Carrie, Fawaz, Joseph, Brett, Lindsey, Jes, Max,. We cooked, swam, and there was even a piñata.
• Got to meet our dear friends newest baby, and see their new home
• Went to The French Laundry for the first time!
• Massive pastry hauls from Bouchon and Model Bakery
• Wine tastings at Quintessa and VJB
• Got a rooftop cargo box for the car
• Decided to combine this road trip with another we had planned to Arizona, instead of going home, and headed South to Pasadena
• Arrived at our beautiful Joshua Tree, CA Airbnb for 10 days
• Met up with Colorado friends Tyler and Kat for a hike to an oasis at 29 Palms, and got to reconnect after many months apart
• Finished 3 books
• Hit a new high for average monthly active calories per day: 939 cal

October

• The most gorgeous super moon I’ve ever seen
• Friends Jonathan and Regan drove from Scottsdale to stay with us in Joshua Tree. Much cooking, cigars, and relaxing ensued
• Hot tubbing in the middle of the desert at sunset
• Drove to Scottsdale with Jonathan and Regan, and checked into an Airbnb for an entire month with a fenced yard and a pool
• Led my first virtual offsite for my Growth Marketing team
• Oona pizza oven delivered! SO MANY PIZZAS
• Seahawks are back on TV
• Saw D’Laina and her niece for dinner at Fellow Osteria
• The Local Donut, Cafe Monarch, and FnB
• Andy and Kate arrived in Scottsdale from San Francisco to complete our quarantine pod, and there were many puppy butt wiggles of joy
• We took a couple days away from the house (a staycation from our vacation LOL) to stay at the Four Seasons at Troon with the dogs, and we got in an awesome hike to the top of Pinnacle Peak.
• Finished 4 books

November

• 5 days in a beautiful New Mexico Airbnb with Andy and Kate (in self-imposed lockdown) playing board games and trying to ignore the election news coverage
• Biden wins the election!
• Drove home to Colorado with Andy and Kate to settle into our quarantine pod household as the Covid-19 numbers aren’t looking good and we are only awaiting federal aid to do another lockdown
• Happy to be back after 10 weeks on the road!
• Finished 1 books (so far)…
• On pace for a new high month for average daily steps: 13,003

I’ve been re-reading financial independence classic “Your Money or Your Life” and it struck me that the exercise where you calculate you “effective hourly wage” after including all work-related expenses (commute, clothes, etc.) is probably one that many people could benefit from doing during this pandemic. I say this because many people during COVID-19, who have been fortunate enough to keep their jobs, have been forced into remote work situations. As a result they’re not commuting each day, eating lunch out of the house, dressing up in work appropriate attire, or doing many of the other things that would normally be required.

In order to do this analysis I’ve created some assumptions about the person and the life changes they are seeing:

• Lives in California, at tax rate of 30% of gross salary
• Makes $100K annual salary, before taxes
• Spouse does not work
• Works 40 hours per week
• Has 2 weeks of paid vacation and 2 weeks of sick days
• Used to commute 45 minutes each way, 5 days a week (6.5 hours total)
• Commuted by car with $400/month payment, using 1 $50 tank of gas per week
• Paid $100/month for car insurance
• Spent $15/day for lunch + $5/day afternoon coffee at the corner deli/cafe
• Spent $300/week for after school care for 2 kids from 3 – 6pm
• Spends $2K/year for work-related clothes and any dry cleaning
• Spends $50 each week on after work food/drinks with colleagues 

Calculating the Effective Hourly Rate

The simple math to calculate our hourly pay says we take $100K and divide it by 48 working weeks, and then divide that by 40 hours per week = $52.08/hour

This simple math is misleading, because it doesn’t take into account all the unpaid time and unreimbursed expenses that are involved in the lifestyle of a commuting worker. To create a more accurate picture, we can calculate as follows:

$100K salary – 30% Taxes ($30K) – Yearly Expenses ($14.4K afterschool care + $4.8K car payment + $2.4K gas + $4.8K on food + $1.2K car insurance +$2K clothes / dry cleaning + $2.4K after work food/drink) = $38K effective annual income

Now divide this by 1,920 working hours (48 weeks at 40 hours per week) = $19.79/hour

And we still haven’t added in the 312 unpaid hours spent on commuting, bringing us to $42.8K divided by (1,920 working hours +312 commuting hours) = $17.03/hour effective hourly rate

This is how the math works out, and why someone who has finally broken through to making that elusive status symbol of “six figures” can still be struggling to get by with less than $20/hour of effective real hourly wages after taxes and work-related expenses. 

Given the general recommendation to spend 30-50% of gross salary on housing, this person might feel spending $30K – $50K on rent/mortgage ($2,500 – $4,200 per month) makes sense, especially for a family of 4 needing a 3 bedroom place within a 45 minute drive to the office. At the low end of housing cost, this leaves ~$1,000/month to cover all discretionary spending (food, Internet, cell phones, healthcare,home and car repairs, etc) and on the high end the family is now spending more than they make simply to put a roof over their heads. It is likely that the spouse, if there is one, will have to take on at least part time work to make this situation sustainable.

How the Numbers Change for Remote Workers

Now let’s look at the effective hourly wage for the remote worker who does not commute or own a car, needs no after school care for the kids, does not by specialized clothes for the office costuming, and saves $10/day by needing just $5 for their lunch meal and afternoon coffee at home. They are also reimbursed by the company for their high speed Internet service, and their calculation looks like this:

$100K salary – 30% Taxes ($30K) – Yearly Expenses ($1.2K on food) + Reimbursements ($1.2K high speed Internet) = $70K effective annual income

They also do not commute, so we don’t have to add in those extra hours spent on the road. $70K divided by (40 hours x 48 weeks) = $36.46/hour effective hourly rate

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Wow. From $17.03/hour to $36.46/hour. The switch to working remote has more than doubled this person’s effective hourly rate. 

Obviously your mileage may vary, and you might include or exclude different variables for your own calculation, but it is clear the move to remote work confers major benefits on workers. 

This post doesn’t even begin to dive into the benefits to companies, like not having to lease commercial real estate and manage physical spaces, but that is widely covered elsewhere. If you’re considering making remote work a permanent part of your life, possibly combined with a move to a lower cost of living place with more favorable tax rates, this is something to keep in mind.