Working Wealth Podcast

Most people spend a lot of time deciding what to invest in. Very few spend enough time thinking about where those investments should live. In this episode of the Working Wealth Podcast, Patrick Rogers and Trevor Rasmussen break down the three major tax buckets that make up most financial plans: pretax accounts, Roth accounts, and taxable brokerage accounts. They explain how each bucket works, the...

Life insurance is one of the most important financial tools available... and one of the most misunderstood. In this episode of the Working Wealth Podcast, Patrick Rogers and Trevor Rasmussen break down the major types of life insurance, including term life, whole life, universal life, indexed universal life (IUL), and variable life insurance. They discuss what life insurance is actually designed t...

Not all insurance is created equal. In Part 2 of our insurance series, Patrick Rogers and Trevor Rasmussen break down some of the most common insurance products consumers are sold and explain why many of them may not make sense for the average person. From credit life insurance and mortgage protection policies to supplemental coverages, the insurance marketplace is filled with products that sound...

Most people think about insurance backwards. In this episode of the Working World Podcast, Patrick Rogers and Trevor break down what insurance is actually designed to do, how it fits into a financial plan, and why so many people either overbuy the wrong coverage… or completely ignore the risks that matter most. From health insurance and disability coverage to homeowners, auto, umbrella, and long-t...

Most people don't think about health insurance until they're forced to — and by then, it gets expensive fast. Patrick Rogers and Josh Crumley of HealthMarkets break down ACA marketplace plans, private coverage, Medicare, and the 2026 subsidy cliff. If you're self-employed, retiring before 65, or losing employer coverage, the rules just changed — and this episode explains what that means for your f...

Many people believe making more money will solve their financial problems. But in reality, higher income often hides financial issues instead of fixing them. In this episode of The Working Wealth Podcast, Patrick Rogers and Trevor Rasmussen discuss why so many people earning strong incomes still feel financially stuck. They break down how lifestyle creep happens, why money can feel “spoken for” be...

Tax season is here — and most people are reacting instead of planning. In this episode, Patrick sits down with CPA Jonathan Godwin to break down what proactive tax planning actually looks like for small business owners and everyday W-2 earners. If you're filing taxes right now, this conversation may save you thousands. They cover: • Why tax planning should happen year-round — not just during tax s...

Why do so many high-income people still feel broke? In this episode of the Working Wealth Podcast, Patrick Rogers and Trevor Rasmussen dive into a common problem they see in real client conversations — people making good money but still struggling to build real wealth. A major part of the conversation focuses on investment opportunities and financial systems for self-employed individuals and busin...

Trying to wait for the perfect moment to invest is one of the most expensive mistakes people make. In this episode, Patrick Rogers and Trevor Rasmussen break down why time in the market consistently beats timing the market, how real wealth is built through owning productive businesses, and why diversification matters more than ever in today’s market. We also cover the dangers of get-rich-quick inv...

Saving for education sounds simple — until taxes, account types, and rules get involved. In this episode, we break down how education savings really work, including 529 plans, taxable accounts, and the tax treatment behind each option. We explain what’s actually tax-free, what’s tax-deferred, and where people commonly get confused. If you’re saving for a child’s education — or planning to — this e...

If you work for the state of South Carolina, are a teacher, law enforcement officer, or public employee — you need to understand how your retirement benefits actually work. In this episode of The Working Wealth Podcast, we break down the South Carolina Retirement System (SCRS), the Police Officers Retirement System (PORS), vesting rules, pension calculations, and the Deferred Retirement Option Pro...

In this episode, Patrick sits down with Katie Riegel for a raw, practical look at what it really takes to build a business that lasts. From navigating impostor syndrome to raising her prices, setting better boundaries, hiring help, and learning to trust her instincts, Katie opens up about the exact steps and the uncomfortable conversations that helped her go from uncertain to unstoppable. You’ll h...

In this episode, Patrick sits down with Trevor for one of the clearest, most practical conversations on retirement planning you’ll ever hear. Together, they unpack the real differences between Roth and Traditional accounts, how taxes impact your long-term wealth, and when a Roth conversion actually makes sense. Trevor breaks the topic down in a way that finally makes the entire system understandab...

In this episode of the Working Wealth Podcast, Patrick Rogers sits down with his close friend and mentor, Derek, to explore what it really means to grow as both a financial advisor and a business owner. From lessons in mentorship to the realities of building a successful advisory practice, Patrick and Derek share candid stories and actionable insights. Whether you’re in financial services, running...

What if stewardship isn’t just about money — but every part of your life? In this episode of The Working Wealth Podcast, Patrick Rogers sits down with Jason Malone, Directional Pastor at Fellowship Greenville, to talk about what it really means to live as a faithful steward. From church planting and leadership to money, time, health, and purpose — Jason shares how true stewardship is about managin...

On this episode of the Working Wealth Podcast, Patrick Rogers sits down with Greenville business owner Colin Medlock, the man behind Lean Kitchen Company in the Upstate. Colin shares his entrepreneurial journey, the vision behind Lean Kitchen, and how building a business rooted in health and service impacts both his family and the community. From starting a franchise to expanding into multiple Gre...

Patrick Rogers welcomes David Bass, COO of Daniel Builders, to talk about how a company rooted in quality and service built a stellar reputation across the Upstate. From navigating storm recovery projects to refining a proven customer-centric process, David discusses how he leads his team and keeps clients at the center of everything. If you’re a homeowner, entrepreneur, or leader building a servi...

Brad Rooks is more than a business owner—he’s a husband, father, faith leader, and the creator of an online community built around fitness and motivation. Patrick Rogers sits down with Brad to discuss his entrepreneurial journey, what it takes to scale a brand, and how faith and discipline shape his path forward. If you’re a business owner or someone chasing personal growth, this episode is packed...

What’s it like to leave the corporate world behind, run a business with your spouse, and raise four kids—all at the same time? Patrick Rogers catches up with Ryland Rainsford to talk about that exact reality. From mentorship to impact-driven work, this episode is packed with authentic reflections on business, family, and purpose.

Wayne Clark, owner of Foothills Exterior Cleaning Services, joins Patrick for a real conversation about leaving the comfort of a corporate job to chase freedom and ownership. Hear how a weekend side hustle became a career—and how staying fit, raising four kids, and building resilience play into running a business.

In this episode of the Working Wealth Podcast, Patrick Rogers sits down with Penn Gaines, CEO and co-owner of Payfluence (Performance HCM), based in Greenville, South Carolina. They discuss Payfluence’s rapid growth, the culture Penn and his team have built, and what it takes to lead a successful business. Whether you’re an entrepreneur, a business leader, or just curious about company culture, th...

This week, Patrick Rogers welcomes Cody Gingerich of Onward Physical Therapy. They talk about starting a business from scratch, keeping your health a priority, and what it really takes to build a meaningful life with your work. If you're grinding toward your goals, this one’s for you.

Patrick Rogers sits down with Smart Pro Financial advisor Josh to talk about career pivots, starting from humble beginnings, and the competitive camaraderie of working in finance. If you’ve ever wondered how someone goes from a ministry background to managing wealth, this one’s for you. To connect with Patrick, visit planwithpatrick.com or follow on Instagram at @smartprogvl. You can reach out to...

Patrick and Haley Rogers reunite on the Working Wealth Podcast to talk about the chaos and clarity of life changes—from expanding their family to facing the tricky “what now?” feeling that comes after hitting major money milestones. It’s real, funny, and packed with insight for anyone navigating change.

Patrick Rogers sits down with business coach Ren Flickinger for a follow-up conversation about what it really takes to grow a business that lasts. This episode gets into the mindset, systems, and daily rhythms that shape meaningful progress. Great for business owners — but equally valuable for anyone striving to do better work.