Tyler Sawyer

Hey everyone — I’m Tyler. I live in Iowa with my wife and kids and work as an actuary. Most of what I post will be about insurance, risk management, and occasional (bad) dad jokes. No wild hobbies to speak of — a lot of my life is spent time with family, church, exam prep, and the gym. The anon veil has been lifted 👋 It’s been great connecting with some of you IRL already, and figured having a real profile would help make more connections

@cantshutupsam I hear @absurdistphil has some pretty direct connections

Can someone at Corgi hire me? I want a big fancy title and I’m young enough to be overqualified for the job I want to help launch AI-driven workers compensation for underwater welders. I think there is serious potential to undercut the market here I’m being 100% serious

@TripleNetTyler He definitely wrote you down as a “warm lead”

Went on a bachelor party a couple months ago with a bunch of guys I barely knew Today I got a cold call from a guy who was on the trip He opened with: “We met on Tim’s bachelor party…” Then launched into a pitch for financial advising I politely declined Then he asked if I’d introduce him to anyone else from the bachelor party that I was close with I had to say no three separate times Respect the hustle… But using a bachelor party as a prospecting list is an all time brutal move

@GrowthStockDad Preach it brother

Do better, dads. I went to my seven-year-old's regional baseball tournament this weekend. Four games in 24 hours. Men in their 30's and 40's rockin' beer guts, sunflower seeds, and living their glory days coaching little kids. They thought they were playing themselves... for the Dodgers. I couldn't even stand the parents on my son's team. Some were pacing back-and-forth like it was the World Series. I heard F-bombs mumbled under their breath, watched grown men spit, and listened to parents argue balls & strikes with a 15-year-old umpire getting paid $30/game. What are we doing here, guys? After the game, I saw a father scream at his son in the parking lot (he didn't think anyone was around) for not playing well, and watched another stressed dad light a cigarette before hopping in and speeding off with his son. Made me sad to be honest. Takeaways: Take care of your bodies Treat your children w/ respect Treat other peoples' children w/ respect Don't stress out over a 7-year-old's baseball game Parents with older children; it gets worse from here, right? How do we fix this? Everybody gotta $VOO and chill

@glbaumann Those few weeks where they had the “outbreak” were nice, but short-lived

If I’m spending $5.2B on Driscoll’s berries each year for my kids, who of you is spending the other $1.8B?

@randomrecruiter How you stay treating work after having kids. Ironically, chill dog vibes = better work and more $ generated

How life starts to feel when you stop taking work so seriously

@PatrickHeizer The takeaway here is to marry someone who doesn’t really care about cars (We recently ditched our ‘04 Vibe)

A non-negligible percentage of our net worth is because I didn't have to buy a car until I was 33. Simply just drove my high school car. And when we lived in LA, I took the bus to UCLA, forgoing gas, wear and tear, and parking passes. So much of our wealth goes into cars.

@neuralunlock Given my ratio of LI messages to poker night invites, I’m clearly not top talent

On recruiting top talent: S-tier: Poker / game nights A-tier: Warm intros / mutuals B-tier: Cold outreach w/ personalized message F-tier: LinkedIn post

@ChrisTwiggsPM I remember @BiggerPockets “targeting 2%-2.5% but being okay with some deals at 1.5%” about 10 years ago haha

Remember the 1% rule? Those were fun times

@matthewqueen84 Not rocket science to “disrupt” a segment when you price below the true cost of risk (+expense/profit) and have access to capital

CEO: "We're disrupting insurance." His loss ratio: "Yeah, that's one way to describe it."

@pricefoulger Mid-season form. Legit.

A few turns on a short vacay

Rolex = negative signal IMO A lot of people who can sell ideas, but don’t know (or can’t give good answers) on technical details when you peel back the layers. Not all, obviously. But I would never buy one personally based on the people I have interacted with who are really into them

If you don't want to get screwed in your investing, I would recommend never investing in anything run by a man who wears a two-tone Rolex.

@DadInvest How do you end up on the list? Time in spent in office below a certain threshold?

Office manager wrote me an email tonight “hey you popped up on the remote work report this month, what gives?” Why do you care where client service is done? I was doing emails in a hotel while my kids were begging me to go to the pool, so sure I’d love to have this conversation where that is also a problem for the company.

@TheDrugMoney Best purchase of the last ~3 years. 5+ miles a day and literally forget I’m doing it.

Walking pads are less than $200 and make it easy to catch up on your steps without having to endure the brutal humidity of Florida.

@KarstResearch Convinced that most of these incorrect statements stem from not knowing basic accounting m.youtube.com/shorts/_c_y_gf…

People will, despite having access to publicly available reported financials, say things about public companies that are hopelessly incorrect. Being able to read is apparently an advantage, being able to do math is apparently a superpower. Bare minimum gives you a leg up.

This is why I don’t think I could raise. The possibility of torching other people’s money would keep me up every night even if things are going well. It seems like to do it at scale, you have to either lose that fear or become a total psychopath. Clearly the second if you’re spending like this while it’s going on.

December 6th, 2025, Scott Evertt took his wife to Paris. Everything looked great. Expensive hotels. Nice treats to fill their bellies. A shopping spree so your eye candy won’t leave you for a more “willing” man. It’s also when interest rates were eating hard into the fund. Distributions, gone. Occupancy plummeting. Cap rates soaring. In the last photo his wife, a real money hog, snapped a photo of Scott working. You can see the stress in his eyes. How do I tell investors it’s all gone? Will my wife still like me? Is it over? In the distance Scott hears the most annoying sound “baby snap this photo of me for Instagram”. 346 photos later, and rates even higher, cap rates skyrocketing, she finds the perfect image.

I followed Dave to get out of debt in my early 20s, so a bit biased here. However, I’m fairly confident my NW would be substantially lower without having stumbled onto him. It’s not just the debt…it’s the spending and budgeting habits. The reason the simplistic plan “works” is it gets you to change behavior, which for many remains even after out of debt. It’s a real life and mindset shift for many. I (and many others) immediately see the investment advice for what it was. However, I don’t think I would have started saving 15% of income at age ~21 without being on the plan. So I disagree with him on investment stuff, but still recommend him to many because I still believe they’ll end up better than they would otherwise. Frankly the investment stuff, for low NW people in particular, is splitting hairs at the outset

The asymptotic state of wealth under Dave Ramsey’s framework is zero. You probably won’t stay negative, because the advice is effective at getting people out of debt and back to zero. But once you’re above zero, high withdrawal rates, optimistic return assumptions, and disregard for sequence-of-returns risk can pull you right back toward the default state. Life is finite, so maybe the math won’t catch up in time. But that’s a gamble, rather than a robust financial plan. YOLO!

@mrjoebert @shawngorham Hard working dudes that know how to hustle.

In my early 20s I worked with a guy who got deported and was back to work like a month later after crossing the border on foot and making his way back to FL. I'll never forget it, because the entire bottoms of both his feet had blistered off and he went to work the day he got back with no skin on the bottom of his feet. Unfortunately, he started selling crystal meth to our boss not long after he got back and helped ruin everything for all of us.

If you own a trades business and you employ Mexicans, I hope you had the foresight to cancel all your jobs tomorrow, cause they aint showing up I dont make the rules

@WagieCapital Feel bad for some of the companies with a truly solid product bc all of the vendor pitches are starting to sound the same

Starting to get inbound LinkedIn messages from founders of AI slop companies trying to shill their product What stage?

@andruyeung You can also tell a lot about someone by where their first move is. Auto 6-8’s, or actually understanding the board and how the game is likely to progress. In monopoly, catan, and life, cooperative trade is the long-term winner

Catan is the most accurate personality trait ever invented. You can learn a lot about someone in one game of Catan. e.g. - The hoarder who stockpiles resources and never trades is the person IRL who splits every check. - The revenge player who spends the entire game trying to get back at someone for robbing them has a massive chip on their shoulder and holds grudges. - The kingmaker who never wins but is the loudest person at the table is the planner of the friend group. - The quiet person who says nothing, barely trades, and wins out of nowhere is the most dangerous person in any room.