
Husband/Dad, 4X Founder, just trying to be a good person every day | CEO @BoomPopHQ • COO @JoinAtomic
San Francisco, CA
Joined May 2009
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Working hypothesis: intensity of a place is directly tied to how early you can do Barry’s.
SF and NYC start at 5am. Just saying :)
We came home from Spain and renamed our group chat.
In Basque country they have something called a cuadrilla. It's the friend group you grow up with, and it's for life. You show up to each other's weddings. After work you don't go home and disappear, you go meet your cuadrilla. Skipping it is socially weird. Some groups even chip into a shared bank account every year just to fund their time together.
I couldn't stop thinking about it, because the research agrees. Harvard has been studying adult development since 1938, and the biggest predictor of a long, healthy, happy life is close relationships you keep over time.
We use isolation as a punishment. It's what we do to people in prison. And yet so many of us pick it by default on a Friday night.
So we stole the idea. A couple of the families we traveled with had been struggling socially at home, wondering if they even belonged here. Now our group chat is called Cuadrilla and there's one rule: if you're free on the weekend, you're at someone's house. No planning, no RSVP.
It has changed how all of us feel about where we live.
Who's your cuadrilla?
"People rarely say, on their deathbed, 'Gee, I wish I'd been more of an ass.'"
@work_matters, plus 5 more of my favorite lines from year one of Don't Be a Jerk ❤️
Happy Thursday. On today's show:
- @mignano (USV)
- @rebeccakaden (USV)
- @nathanbenaich (Air Street Capital)
- @ml_angelopoulos (Arena)
- @M_Sindicich (Navan)
- @healeycypher (Navan)
- @moritz_stephan (Hone)
See you on the stream.
Mathpocalypse, Cryptopocalpyse, ARRpocalypse, Housingpocalypse xitter.cf/i/broadcasts/1qJDzWpLd…
About a year ago I started a podcast to prove something to myself.
As I was coming up in my career, I always wished there was more proof that being a good person actually works. More stories of people who got ahead by being kind. So I went out and collected them myself.
40 guests later, the answer keeps coming back the same: people are good. The jerks just get way more airtime.
For our 1-year anniversary, I pulled my favorite moments from year one of Don't Be a Jerk:
- @work_matters (who literally wrote The No A**hole Rule) on how you can win in business and still lose as a human being
- 11-year-old Sam Schwartz on the difference between being nice and being kind
- Bing Chen on the screamers he worked with at Google, and why the moment you yell is the moment you lose
- @ilananankin's answer to every CEO who says they don't have time for kindness
- Emiliana Simon-Thomas on why the science doesn't back the "it's me or them" mindset
And sooo many more, you’re definitely going to wanna check out this special episode of DBAJ.
Thank you to every guest who sat down with me and to everyone who listened this year. Year 2 starts now
Full episode of DBAJ is live everywhere you get your podcasts!!!
Check out the best highlights of Year 1 on DBAJ
Spotify: podcasts.apple.com/us/podcas…
Apple: open.spotify.com/episode/5CM…
YouTube: youtu.be/dyUz1vllel0
Two kinds of people work for you. I think about this constantly.
The mercenary is here for the money. Coin operated. Clear about it. I'm not mad at that, and a company needs some of them.
The missionary is here because the thing you're building really means something to them.
Leaders make the mistake of thinking the difference shows up in the work itself. It usually doesn't. Both of them pack the box, pull the shot, ship the feature. Day to day, you'd struggle to tell them apart.
The difference shows up in the hard week. In whether they're still here in 18 months. In what happens when you can't pay market and you have to ask for something you haven't earned yet.
Which means the lever isn't finding more missionaries. It's whether the work you're offering is something a person could reasonably be missionary about.
That's your job, not theirs.
If you can't finish the sentence "we exist to" without reaching for a revenue number, don't be surprised when everyone shows up mercenary.
Second-chance hiring of formerly incarcerated folks is naturally tough but ultimately so worth it according to Keba Konte (and the data!).
Here's a founder who's done it for 12 years, in his own words, including the part where it got hard.
Save this one for the next time someone tells you “it's too risky.”
This coffeeshop founder built his hiring pipeline from formerly incarcerated folks… and it’s made all the difference.
Keba Konte started @redbaycoffee in a garden shed behind his Oakland garage with a Whirley Pop popcorn popper and YouTube videos. He was in his late forties and already had two full careers behind him, photojournalist and exhibited fine artist.
When it came time to staff the thing, he didn't post and pray. He went out to re-entry programs and recruited returning citizens on purpose.
What he found: they worked 2x as hard because they were grateful for the shot. Then he said the part most founders leave out. It was not all without challenge. Trust issues were real. He leaned on counselors from those same programs to work through them.
So I brought him a study. A million applicants, 11 large firms, 2018. Same performance as everyone else. 13% LOWER turnover.
The "risky" hire was the one who stayed.
Here's what we get into on the latest DBAJ episode:
• Why he refused to build a coffee company that would speed up gentrification in his own city
• The hiring problem nobody warns you about: what you do when your industry never trained the people you want to hire
• Where he went looking instead (chocolate, wine, kitchens, bartenders)
• Why Red Bay is trending 15% better on retention than the average for coffee and hospitality
• What he'd put on a billboard for a billion people. I did not see it coming.
Keba is one of the most thoughtful builders I've had in this chair. Loved every minute of this one.
New episode of Don't Be a Jerk with Keba Konte is live now, everywhere you get your podcasts!!! ❤️🔥
Full episode is live everywhere!
Spotify: open.spotify.com/episode/1lN…
Apple:podcasts.apple.com/us/podcas…
YouTube: youtu.be/8ekrCW62R-Q
Years ago I parked at 3rd and Howard and left my briefcase on the back seat.
Work laptop. Storage drives. A stack of cash. All GONE.
I (naturally) was so angry and resentful at the person who did this. I spent a week not sleeping. Actually furious. Running revenge scenarios in my head at 2am like that was going to accomplish something.
But here’s what finally got me a night of sleep… the moment I thought about what has to be happening in someone's life for that to be their Tuesday morning. I felt truly bad for them.
And then I fell asleep.
I told that story to Emiliana Simon-Thomas from @UCBerkeley's @GreaterGoodSC and she gave me two things I didn't have.
First: it's fine that it took a week or longer. Anger is the correct response to being wronged. It's supposed to be short and sharp, and it's supposed to end. The damage comes from letting it run for months.
Second, and this one I'm going to carry for a long time: "They might have got my computer. They might have got my cash. But they're not the winner."
Holding a grudge is keeping the stress because some part of you thinks it's fueling something!!! News flash for everyone: it isn't.
Forgiveness means you stop walking around the world flinching at anything that reminds you of the person that wronged you.
What's one thing you’ve learned to let go of?
"Holding a grudge is like drinking poison and thinking it's going to hurt the other person."
Emiliana Simon-Thomas from @UCBerkeley's @GreaterGoodSC, on how to let go of grudges.
Live on the latest episode of Don’t Be a Jerk ❤️
Healey Cypher retweeted
BoomPop is officially joining Navan 🎉
Three years ago we built BoomPop because planning work events was way harder than it needed to be. 250,000+ guests later, that conviction hasn’t changed.
Navan had plenty of options. They chose BoomPop because we have a rare team that pours soul into everything we do.
That’s why we’re proud to say the crew you know isn’t going anywhere, we just got a bigger room.
Merging meetings, events, and travel isn’t only a clever product decision—it’s the obvious next chapter that allows us to deliver even more moments that stick with you.
We’re not finished, we’re just getting started.
Stay tuned → link in bio
#BoomPop #Navan #NavanEvents #MeetingsAndEvents #corporateevents
She finally ran the numbers on whether kind leaders win.
3500 CEOs. Sorted by whether they share credit in good quarters and take the blame in bad ones. The prosocial ones ran companies with better financial performance, lower executive turnover, and less accounting misconduct.
Emiliana Simon-Thomas was on the Berkeley panel that presented it. She's the Science Director of @UCBerkeley's @GreaterGoodSC, she co-teaches a happiness course with 850,000+ registrations, and she has spent 20 years proving that you can be a kind, generous person and still succeed in the world (in fact, it helps!).
So I asked her the cheeky version: can you fake it on an earnings call?
Her answer is one of the best part of the episode, and it has nothing to do with earnings calls.
Here's what we get into:
• The paradox of power, and the one habit that protects you from it
• Why happy employees show up in customer loyalty and closed deals, not just engagement surveys
• What a grudge is doing to your nervous system while you hold it
• The 7-day experiment that moved people's well-being in 169 countries
• Why she'd spend a billboard on a cost comparison
I learned so much in this conversation and could have talked with Emiliana for 3+ hopurs. I hope you enjoy this as much as I did.
New episode of DBAJ with Emiliana Simon-Thomas is live now, everywhere you get your podcasts!!!
Full episode is live everywhere!
Spotify: open.spotify.com/episode/1lh…
Apple: podcasts.apple.com/us/podcas…
YouTube: youtu.be/N8fuL_4SbnQ
The worst meetings have no intention, no goals, no agenda, and as a result, everyone leaves feeling like “wait what was that meeting even for???”
So over the years, I’ve learned a simple trick for myself. The best meeting habit I have takes one sentence at the top:
Before anything that matters, I write out:
“If this meeting is successful, it will go like THIS [insert what success looks like]. Here's the intention. Here's the conclusion we reach. Here are the follow-ups.”
Then sometimes I open the meeting by saying it out loud. "If this goes well, we'll have made a decision about X that looks like Y."
Two things happen after this. It gets clear to me what I'm actually trying to get out of the room. Half the time, writing it down tells me the meeting shouldn't exist.
And it gets clear to everyone else. They stop guessing at what you want. They stop performing. They stop protecting positions nobody was attacking.
I've been looking for the downside for a while and I can't find one! Worst case you spend 30 seconds stating the obvious.
The truth is that this is MORE about saving everyone else’s time.
Say what a good outcome looks like. Then have the meeting.
Most of your day already happened without you deciding anything about it.
10 seconds of naming what you want changes that.
New solo episode of DBAJ is live. youtu.be/4SFX_0e6aFQ
What do you do with your life on just a regular Tuesday? I believe that’s the question we all need to be “optimizing” for.
Here’s how mine used to go:
The drive in to work. The first meeting. The 10 minutes after I walk through my own front door. I decided exactly NOTHING about how any of it would go. It went however it went, with no intention.
But then, I learned about an old eastern practice called “Segment Intending” that fixed this for me. It takes about 10 seconds. You break the day into small pieces, and before each one you say what you want out of it.
I do it daily now. I also do it weekly and grade myself against it. Early on my board was mostly red and orange. Most of it comes back green now.
New episode of Don't Be a Jerk (just me!) talking about all things willpower:
- The 10-second practice I run before meetings, drives, and walking in my own door
- Why I treat willpower as a muscle rather than a personality trait
- The one sentence to open a meeting with so nobody loses an hour
- How I segment and grade my weeks, and what the scorecard taught me
- What setting an intention before seeing my wife did for our 14-year marriage
Try it this week and tell me how it went. I actually want to hear it. ❤️🔥
New episode is live everywhere!
Spotify: open.spotify.com/episode/4KX…
Apple: podcasts.apple.com/us/podcas…
YouTube: youtu.be/4SFX_0e6aFQ
Healey Cypher retweeted
Didn't think this week could get any crazier. Then @BoomPopHQ acquisition by @Navan (3rd fastest-growing SaaS on @Nasdaq rn) dropped today.
Congrats to @BlakeHudelson and @healeycypher for many years of grinding to get here. It was awesome to partner with you guys via Knight Vision.
Blake reached out to me because BoomPop needed CMO energy.
We ran their marketing growth engine alongside their sales engine in Q1 and Q2 2026, getting them ready for whatever big chapter came next. Incredible to be a partner in this team's story; can't wait to watch what they do at @Navan next! 🚀

















