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He’s been name-dropped in half our episodes, blamed for none of the chaos, and praised more than Josh’s spreadsheets. In Episode 95, we finally introduce Brandon St-Pierre — the man who left a stable job to join our startup circus and somehow made it run smoother. 🙃

From dealing with Midwest tenants and overpriced tree trimmers to managing VAs (both human and AI 🤖), Brandon is the glue holding our property management together. Oh, and he once fell in love on a mission trip in Mexico. Yeah, this one’s got everything.

🔥 Key Topics :

• 🏈 Sports Fights & Church League Lore: Brandon’s “passion” on and off the field
• 🛠️ From Auto Industry to Tenant Triage: How customer service translates to property chaos
• 🌲 Tree Trimming Trauma: Why the Midwest Mafia is real (and expensive)
• 💻 Communication Woes: The Investing RN crew vs. the Tetris of misalignment
• 💡 VA Hacks & AI Assistants: Brandon’s twin VA + ChatGPT + Gemini dream team
• 🇲🇽 Mission Trips & Marriage Plots: How a Mexico mission trip turned into a family legacy
• 🏡 FHA House Hacking Dreams: Could Brandon be Midwest-bound? (just needs that F-150)
• 💬 The Real Behind-the-Reels: Why social media consistency is… a work in progress
• 🧯 Startup Growing Pains: From dumpster fire to functional fire-fighting

⏱️ Timestamps:

00:00 – Who is Brandon? A fiery church league legend

03:15 – Property management: how it started vs. how it’s going

08:45 – Leaving a 50-year-old company for a 4-year-old startup

11:20 – The wife wasn’t thrilled (but it worked out)

13:40 – Mission trip to Mexico: love, roaches & roadrage

20:00 – Hardest part? COMMUNICATION

26:30 – Why remote vendors = wild west

31:10 – The case for moving to the Midwest

36:20 – The actual cost of lightbulb changes 😵‍💫

42:00 – AI in real estate: Meet Sha and Jimmy (not human)

44:15 – Final reflections & why it was all worth it

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