Principled AI builder. Product + marketing + startups. Founder of SalesSmyth, editor of Working Theory, 4x CEO, Fightin' Texas Aggie, Young Life supporter.

Colorado Springs, CO
Joined April 2008
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.
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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.
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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.
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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.
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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.
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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.
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Proud of the team @WealthSmyth. This is what it looks like when AI meets real-world distribution for independent agents. #WealthSmyth #Insurtech #LifeInsurance
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How to Use WealthSmyth.AI in Less Than 2 Minutes youtu.be/23_2p0VXMwQ?si=p8Pu… via @YouTube
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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. news.wealthsmyth.ai/92002-th… #InsurTech #Fintech #AIinInsurance #LifeInsurance #Annuities #InsuranceInnovation
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.👇 news.wealthsmyth.ai/92002-th… #InsurTech #Fintech #ArtificialIntelligence #AIinInsurance #LifeInsurance #FutureOfWork
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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
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Early mornings with @wealthsmyth product team are some of my favorite times of day. #wealthsmyth #AI #lifeinsurance #independentagents
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Sam Henry retweeted
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
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This image will be forever seared in the minds of Americans. #Trump #Shooter #POTUS
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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 news.sky.com/story/shots-fir…
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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
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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
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Amazing Grace played on the bagpipes at Spanish Bay. #nostalgia #golf #scotland #scottish #pebblebeach
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Pebble Beach - specifically Spanish Bay - is one of my favorites spots on this investor tour for @WealthSmyth #PebbleBeach #golf
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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
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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!
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