Brennen Mahaffey

Most sales reps practice wrong — I'm fixing that with AI | Founder of Rollie Coach Pro | 9+ years in outside sales, mortgage, retail & business ownership

: Most sales reps know their product inside and out but freeze the moment a prospect pushes back. I've seen it across every industry I've worked in — and I've worked in a few.

Over 9+ years I've sold outside, built and ran a painting company generating serious revenue, closed mortgages, and worked the retail floor. Every environment taught me the same lesson: the reps who win aren't smarter, they're more practiced. But real practice is hard to come by. Managers don't have time to role-play. Peers don't push hard enough. And rehearsing in the mirror doesn't prepare you for a hostile buyer.

That's why I'm building Rollie Coach Pro — an AI-powered voice platform where sales reps practice real conversations with an adaptive AI customer that pushes back, throws curveballs, and scores your performance with instant coaching feedback. Think of it as a sparring partner for salespeople that's available 24/7.

My faith in God is the foundation everything is built on. It's what keeps me grounded, honest, and committed to building something that actually serves people rather than just extracting from them. Integrity isn't a marketing angle for me — it's the standard.

I talk about sales, AI, entrepreneurship, the Bible and what it really looks like to build a product from the ground up while staying true to your values.