Posts by Johnny Sandquist
Tiffany Tocco on Career Pivots and the Real Cost of a Credit Card Mistake
Tiffany Tocco was on her way to law school. She’d finished her MBA, had a scholarship lined up, and a plan that made sense on paper. Then the tax code changed. Her scholarship got reclassified as a taxable gift, and suddenly the math that made law school possible didn’t work anymore. So she went a…
Read MoreCareer Reinvention, Early Amazon Days, and Snowboarding
Eric Franklin’s résumé doesn’t start with finance. It starts at Amazon in 1998, when the company sold books and music and was a couple months out from launching DVDs. Somewhere between that job, a homegrown investment club, and a snowboard sales gig that ended in bankruptcy, Franklin built the instincts that now drive Prospero Wealth,…
Read MoreFinancial Literacy, Greenlight, and Teaching Kids What College Never Will
Scroll down to watch the full video interview. Some financial advisors end up in this industry by accident. Domenick D’Andrea isn’t one of them. He interviewed with 14 firms out of college, chose the most holistic one on purpose, and has built a 31-year career without a single day of second-guessing that decision. That kind…
Read MoreHow to Create an Offer Ladder
Most advisor websites have two speeds. Either they offer you passive content that doesn’t ask for anything, or they want you to schedule a meeting (preferably, right now). The vast majority of advisory firms, from newbies to firms with over $1 billion in assets, publish blogs and send emails and post on LinkedIn—and wrap it…
Read MoreHow Financial Advisors Build a Marketing Plan That Actually Works
Most financial advisors aren’t doing too little marketing. If anything, they’re doing too much. A LinkedIn post here, a newsletter there, a request for Google reviews that sat in the drafts for six months before it got sent. The problem isn’t the work. It’s that it’s all tactics without a strategy. Without a clear model…
Read MoreLarry Sprung on Purpose-Driven Advice
At the 2026 Fearless Investing Summit, Torie Happe and grabbed Larry Sprung for a conversation that kept circling back to one idea: the advisors who are going to stay relevant in the age of AI are the ones whose clients actually feel something when they interact with the firm. Larry has built that kind of…
Read MoreThe $1 Allowance That Still Matters: Justin Boatman on Kids, Risk Numbers, and the AI Shift at Nitrogen
Justin Boatman stepped off the Fearless Investing Summit keynote stage and into a Money Chronicles interview with about two minutes to spare. That’s the kind of person he is. Also known as “J-Boat” to his friends, the Chief Product Officer at Nitrogen and one of the people who helped build Riskalyze from the ground up…
Read MoreFinancial Advice Has a Psychology Problem
At the 2026 Fearless Investing Summit, Torie Happe and I recorded a live episode of Money Chronicles with Joy Lere, co-founder of Shaping Wealth and a licensed clinical psychologist. That combination alone says something about where this industry is headed (and it’s very positive). Wealth management talks constantly about optimization, scale, efficiency, and tools that…
Read MoreAI, Vibe Coding, and the Real Risk Facing Advisors
At the 2026 Fearless Investing Summit, Torie Happe and I sat down with Dan Zitting, CEO of Nitrogen, for a live recording of Money Chronicles. The conversation went quickly to a question that is all-important right now: what does AI-enabled software actually mean for advisors on the ground? Can someone realistically pull up Claude on…
Read MoreHumans Are Living a Video Game Ending (We Just Don’t Know Which One)
There’s a comforting narrative dominating the discussion around AI in wealth management right now. Have you seen people repeating these phrases at industry conferences and on LinkedIn? “AI won’t replace you.” “It’s just a tool.” “Robo-advisors didn’t kill us. AI is no different.” (Schwab’s CEO just said that!) For most people building software today—including your…
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