Sam Henry

Dad, husband, CEO @ WealthSmyth, investor. Current 📕s : Principles | Naked Economics | CEO Excellence | Radical Candor

[Sam Henry @samhenry]

The press should absolutely scrutinize the president on any war action like Iran, but I've gotta tell ya, as someone who vividly remembers the day of the Sep 11 attacks, I MUCH prefer a system that CAN and WILL act to prevent attacks on American soil.

[Sam Henry @samhenry]

I've stopped reading my own email. Now Emily triages it twice a day — labels, archives anything stale, texts me if something's actually on fire. I mass-deleted 400 emails from a month ago and nothing bad happened. The bar for "urgent" was always a lie.

[Sam Henry @samhenry]

I didn't hire a chief of staff. I built one.

Emily runs my email, calendar, and delegates to a team of AI agents — research, content, ops. She's not a chatbot. She's infrastructure.

Three brands. One person. A fleet of agents doing the work that used to require a dozen people.

[Sam Henry @samhenry]

AI lets you build faster than you can understand what you built. That's not a flex — it's a liability. Best trick I've found: ask the LLM to explain the plan back to you like you're a smart friend, not a machine. 30 seconds of context now vs hours of confusion later.

[Sam Henry @samhenry]

Today alone:

• Anthropic raised $30B at $380B valuation
• OpenAI shipped a 1,000 token/sec coding model
• Google upgraded Gemini's reasoning engine

The AI infrastructure arms race just became the most capital-intensive competition in business history.

But here's what nobody's saying: the winners aren't the model companies. The winners are the small teams who learn to use these tools before their competitors do.

The leverage has never been cheaper.

[Sam Henry @samhenry]

Someone improved the coding performance of 15 different LLMs in one afternoon.

They didn't fine-tune. Didn't switch models. Didn't spend a dollar.

They changed the harness - the system around the model.

This is the most important lesson in AI right now: the orchestration matters more than the intelligence.

Same lesson I learned in 25 years of sales: it was never the CRM. It was always the process.

[Sam Henry @samhenry]

Proud of the team @WealthSmyth. This is what it looks like when AI meets real-world distribution for independent agents. #WealthSmyth #Insurtech #LifeInsurance

[WealthSmyth AI @WealthSmyth]

How to Use https://t.co/kBNaRIpzry in Less Than 2 Minutes https://t.co/x0VuEpQACn via @YouTube

[WealthSmyth AI @WealthSmyth]

How to Use https://t.co/kBNaRIpzry in Less Than 2 Minutes https://t.co/x0VuEpQACn via @YouTube

[Sam Henry @samhenry]

Just shared some thoughts over at @ITLupdates

What does it really mean for AI to pass the Turing Test in life insurance sales? It's not just about sounding human—it’s about earning trust.

https://t.co/uoRAG9EcyR

#InsurTech #Fintech #AIinInsurance #LifeInsurance #Annuities #InsuranceInnovation

[WealthSmyth AI @WealthSmyth]

Can AI earn trust like a top producer? In his latest for @ITLupdates, our CEO Sam Henry explores whether AI can really pass the Turing Test in life insurance sales.
Spoiler: It’s not about replacing agents—it’s about elevating them.👇

https://t.co/DbL2t9TihQ

#InsurTech #Fintech #ArtificialIntelligence #AIinInsurance #LifeInsurance #FutureOfWork

[Sam Henry @samhenry]

As the father of four very different and very amazing young adult kids representing both sides of the political spectrum, I am grateful that we have a safe place to ask big questions and debate the issues. And when its over, we can hug each other and pull together because family is what's important.

#election2024 #electionday2024 #Election2024live

[Sam Henry @samhenry]

Early mornings with @wealthsmyth product team are some of my favorite times of day.

#wealthsmyth #AI #lifeinsurance #independentagents

[Ray Dalio @RayDalio]

You have a responsibility to be reasonable and considerate when you are advocating for your point of view and should never let your "lower-level you" gain control, even if the other person loses his or her temper. Their bad behavior doesn't justify yours.

#principleoftheday

[Sam Henry @samhenry]

This image will be forever seared in the minds of Americans.

#Trump #Shooter #POTUS

[Sam Henry @samhenry]

Let’s just hope Former President Trump is OK and let’s hope they catch the idiot who did this. Regardless of your political point of view, this is not the way.

#shooter #Trump #POTUS #OurPresident

https://t.co/gxDkbwROod

[Sam Henry @samhenry]

I love the mobility of my Lifetime Fitness (@lifetimefitness) membership. When I travel, I almost always have gym access. Really has helped me with consistency.

#75hard

[Sam Henry @samhenry]

What a great group of people at the BVA investors event tonight. San Franciscans always amaze me with their ideas and willingness to take on the world. Rare brilliance. (And the SF Yacht Club wasn’t too shabby either).

#SiliconValley
#SanFrancisco
#StartupFunding
#Venture

[Sam Henry @samhenry]

Amazing Grace played on the bagpipes at Spanish Bay.

#nostalgia
#golf
#scotland
#scottish
#pebblebeach

[Sam Henry @samhenry]

Pebble Beach - specifically Spanish Bay - is one of my favorites spots on this investor tour for @WealthSmyth

#PebbleBeach
#golf

[Sam Henry @samhenry]

Some of you know that Wendi and I are avid road-trippers. This summer, we’re working / playing in 10 cities as part of the WealthSmyth launch. Come visit!

@wendihenry
@Airstream_Inc
@AirstreamTweets

[Sam Henry @samhenry]

This week we’re in San Jose for an investors road show fundraising for WealthSmyth! Just launched our MVP and signed our 10th early adopter team!

Follow @WealthSmyth for the latest!