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Welcome to Episode 1 of the Legacy Advisors Podcast, where hosts Kris Jones and Ed Button Jr. kick off the series with a raw, honest, and often hilarious conversation about what it really means to build a legacy through business. Kris and Ed share their personal stories, from taking a family fuel business from 2M to 130M gallons, to selling Pepperjam to eBay. They unpack the pivotal moments, the bad hires, the failed deals, and the big wins that shaped who they are. More than business advice, this episode is about impact, legacy, and the grind behind real success. Expect unfiltered takes on: • Why “if you build it, they will come” is a lie • What every founder needs to know about financials • How to scale without losing your soul • Why ideas are overrated and action is everything 🧠 Timestamps: Got it — thanks for flagging that. With the actual runtime just over 40 minutes and the intro ending at 00:32, here’s a fully revised and timestamped breakdown for Episode 1 of the Legacy Advisors Podcast: ⸻ 🕒 YouTube Timestamps – Episode 1: Why Legacy Matters 00:00 – Welcome to the Legacy Advisors Podcast Meet your hosts Kris Jones and Ed Button Jr. 00:32 – What Does ‘Legacy’ Actually Mean? Kris and Ed reflect on personal definitions of legacy: family, freedom, financial impact. 03:10 – Why the Podcast Is More Than M&A This isn’t just for sellers — it’s the full entrepreneurial life cycle. 04:40 – Ed’s Legacy: Four Generations of Grit How Ed’s family business became Button Holdings and scaled from 2M to 140M gallons. 07:28 – Building a Name That Transcends Industries Why legacy is more than success — it’s about reputation and values. 08:20 – Kris’s Story: From Pepper Jam to Private Equity How Kris went from law school dropout to tech entrepreneur to investor. 11:05 – What to Expect from the Show Format breakdown: real talk, founder stories, exits, failures, and life after the sale. 12:00 – The Pepper Jam Origin Story How a gourmet food project turned into a digital marketing powerhouse (and got acquired by eBay). 15:45 – Why Button Holdings Was Born Ed explains the holding company strategy and its role in diversification. 18:15 – The Power of Roll-Up Strategy How acquiring instead of growing organically unlocked 10X scale for Button Energy. 21:15 – Kris’s Pivotal Moment: The Deal That Didn’t Close A failed M&A offer that taught him the financial game and changed his career. 24:50 – Hiring Executives: The Hardest Part Ed opens up about the pain of hiring wrong — and the gold of hiring right. 27:00 – Scaling vs. Growing Kris breaks down the difference and why bloat can be a strategic advantage if managed. 30:15 – Capital Strategy: Bootstrapping to Expansion How Ed evolved from “no outside capital ever” to building a smarter capital stack. 33:00 – Scaling Myths Debunked “If you build it, they will come” — Kris calls BS and explains why. 36:10 – Why Cash Management Is Everything The 85/15 rule, burn rate mistakes, and how to avoid financial wipeout during growth. 38:30 – Revenue ≠ Profit Ed drops wisdom on gross margins, cash flow discipline, and P&L blind spots. 40:05 – Final Reflections & What’s Next From startup scars to private equity plays — this is just the beginning. ⸻ Let me know if you want this plugged into a full YouTube description or social promo set — happy to roll that up next. Listen or watch this episode on your favorite platform at legacyadvisors.io/podcast.