Scale With Pros

on this episode of Scale with Pros we sit down with Devon Kennard. He shares how questioning his future in the NFL led him to build real wealth through disciplined investing and business ownership. In this episode, we break down why great deals fail without great operators, how cash flow beats hype, and the costly mistakes successful people make after their first big win. Devon explains his shift away from traditional real estate and “passive income” toward building a lean, high-margin lending business. If you’re an athlete, founder, or high-earner looking to protect and compound capital, this conversation will change how you think about money.

In this episode of Scale with Pros, Hayden Hill shares the raw truth about entrepreneurship, leadership, and the painful mistakes that nearly cost him everything. He opens up about burning out, quitting multiple jobs, rebuilding from zero, and eventually scaling a massive 2,000-agent organization. Hayden breaks down the hidden traps that destroy most teams, the habits that actually create success, and why gratitude and humility matter more than money. If you’re trying to grow, lead, or survive the journey of building something big, this conversation is a must-listen.

In this episode, Cody opens up about the real story behind his 14-year entrepreneurial journey—far beyond the highlight reel. He shares the painful losses, failed deals, bad partnerships, and financial hits that shaped him into the multi–8-figure business owner he is today. From losing hundreds of thousands a month to getting scammed, dealing with disastrous real estate projects, and rebuilding after market crashes, Cody breaks down the lessons that kept him going. You’ll hear the mindset shifts, financial principles, and operational strategies that helped him climb out of each setback. This episode is a raw, unfiltered look at the challenges most entrepreneurs face but rarely talk about—and how to turn every loss into momentum. Tune in if you need encouragement, perspective, or proof that success is built through resilience.

On this Episode of Scale with Pros we sit down with Greg Nowacki. He tells us how he risked everything when HR discovered his secret side hustle — and his 6-figure career came crashing down overnight. With only $1,000 left and no plan B, he was forced to face the terrifying truth about chasing freedom. Greg reveals how losing it all became the best — and scariest — decision of his life. If you’ve ever feared taking the leap, this story will hit hard.

In this episode of Scale with Pros, Arielle Cohen shares how she went from failed startups to running a multi–seven figure marketing agency. She reveals the painful mistakes most entrepreneurs make when scaling and why doing everything yourself is a recipe for burnout. Arielle explains how delegation, virtual assistants, and tracking the right numbers can make or break your business growth. She also uncovers the hidden danger of serving “everyone” instead of niching down. You’ll hear her strategy for keeping profit margins strong, building teams that actually work, and why most businesses never break $1M. If you’ve ever felt stuck, overwhelmed, or unsure how to grow past six figures, this episode is your wake-up call.

In this episode I sit down with Jordan Armstrong, founder of a seven-figure operations agency that helps purpose-driven coaches and info-product entrepreneurs fix their back end and scale sustainably. Jordan shares his journey from corporate America to betting on himself with $70K in credit cards, to becoming the “operator behind the visionaries” — helping entrepreneurs turn chaos into clarity.

In this episode, Cody sits down with Tyler Bonds — a third-generation stonemason turned luxury pool builder, entrepreneur, and soon-to-be father. Tyler shares his journey from the construction trades to building thriving pool companies, navigating acquisitions, and scaling to multi-million-dollar revenues.He opens up about the chaos of the pool industry, why most contractors fail, and how focus and vision can set you apart. From managing teams and keeping top talent, to marketing, sales, and the importance of communication, Tyler gives a candid look at what it really takes to build a successful business.

In this episode, we sit down with Jesse, an entrepreneur who went from aspiring golf instructor to building, scaling, and selling a SaaS company for eight figures.Jesse opens up about the real challenges behind the glossy headlines — the sleepless nights, the mistakes that nearly cost him the deal, and the sacrifices required to make a business truly sellable.

In this episode of Scale with Pros, Cody sits down with real estate investor and attorney Mark Laverdiere, who went from house hacking a duplex in Maine to owning 250+ rental units, flipping large multifamily buildings, and renovating boutique hotels — all while working full time as a commercial real estate attorney.

In this episode, we sit down with Ryan Buchanan — a relentless entrepreneur who did a 7 figure exit from a pest control company & turned cleaning jobs into a profitable, growing company. He shares his raw journey from door knocking and cold calling to landing long-term clients and building systems that now drive his cleaning business forward. If you're thinking about starting a service business — or you're just in the hustle phase — this episode is packed with motivation, real talk, and actionable tips.

In this episode we sit down with Derrick Boone, a Philadelphia-based real estate investor who found his lane through trial, learning, and relentless self-awareness.Derrick opens up about his journey—from starting as a real estate agent (because that’s “what everyone thinks you’re supposed to do”) to becoming a true investor who helps others rethink their business models and strategies. What makes Derrick’s story powerful isn’t just the wins—it’s how intentional he’s been about unlearning the fluff, choosing what actually fits, and being in rooms where real conversations happen.

In this episode, we sit down with Jason Payne, founder of the multimillion-dollar company State 48 Roofing. Jason shares how he went from hustle mode to building a systems-driven business that dominates the Arizona roofing market. From the mindset shifts that helped him grow, to the marketing strategies that actually work in home services, this is a must-listen for any business owner looking to scale.