The Rich Somers Report

Rich Somers sits down with Jack Delosa, Australian entrepreneur and founder of The Entourage, to break down what it really takes to scale a business from six figures to eight figures and beyond. Jack shares why most entrepreneurs struggle to reach $10 million in revenue, how to identify the biggest bottlenecks holding a business back, and why working harder isn't always the answer. They dive...

Rich Somers sits down with Ana Klein, also known as The Tax Boss, to break down the tax strategies wealthy investors and business owners use to reduce their tax bills. From the Augusta Rule and short-term rental loophole to cost segregation, bonus depreciation, and Section 179 vehicle deductions, Ana explains how the tax code can work in your favor. They also discuss how high-income W-2 earners ca...

Why is Chick-fil-A one of the most successful restaurant businesses in America, even though it isn't open on Sundays?  In this episode, Rich Somers sits down with hospitality expert Preston Lee to uncover the business strategies behind Chick-fil-A, Ritz-Carlton, and other world-class hospitality brands. Preston breaks down the difference between customer service and true hospitality, why most...

Could residential assisted living be one of the biggest real estate investing opportunities of 2026? In this episode, Rich Somers sits down with Isabelle Guarino, residential assisted living investor and educator, to break down the massive opportunity being created by America's aging population and the growing demand for senior housing. Isabelle explains how investors can convert residential...

 In this episode, Rich Somers sits down with Devin Bonebrake, host of *The Golf Fix* on Golf Channel and founder of Studio Golf Club, to break down what it really takes to become a better golfer. Devin shares how to improve your game in just 30 days, fix your slice, hit longer drives, improve your iron shots, and use modern golf technology to get better results from every practice session. They al...

Rachel Woods spent her career working in AI, including as a research data scientist at Facebook, long before ChatGPT brought artificial intelligence into the mainstream. In this episode, she breaks down how business owners should actually be thinking about AI—not as another collection of tools, but as a new way to operate a company. Rachel explains how she turns repeatable work into AI “playbooks,...

Jacob Lawson invested $500,000 into a restaurant just before COVID, found himself facing nearly $1 million in debt, and was forced to rethink everything about the way he approached business. Today, his business generates roughly $5 million a year. In this episode, Jacob breaks down the decisions that helped him turn things around, why trying to operate multiple businesses nearly broke him, and the...

Dylan Crane went from making $6,500 a month as a professional basketball player to building a life insurance business doing as much as $200,000 a month. In this episode, Dylan breaks down how the life insurance business actually works, how agents get paid, the difference between term and whole life insurance, and how he approaches infinite banking and using cash-value life insurance as a financial...

How much money do you actually need to own a private jet? Travis Lamance manages 24 private jets and helps clients buy, sell and operate aircraft. In this episode, he breaks down what first-time jet buyers spend, how to choose the right aircraft, what different jets cost to operate, and why private aviation may be more attainable for successful business owners than most people assume. We cover eve...

Employee healthcare benefits can become one of the largest expenses inside a growing business—but most owners don't fully understand what's driving those costs or what options they have to control them. Caleb Herndon breaks down why healthcare and insurance costs continue to rise, the role of pharmaceutical spending, insurance carriers and an aging population, and how employers can rethi...

Most business owners think tax strategy means finding a few extra deductions at the end of the year. Adam Williams explains why the real opportunity is understanding how to structure your business, investments, assets and lifestyle around the tax code so you can legally keep more of the money you're already making. In this episode, we break down S Corps, Section 179, vehicle and aircraft depr...

In this episode Rich sits down with Albert Preciado to talk about the biggest lessons Albert has learned from spending time around billionaires, entrepreneurs, and highly successful people. They break down why wealthy people treat time differently, make decisions quickly, protect their environment, invest in relationships, and continue putting in extreme amounts of work even after reaching levels...

In this episode Rich sits down with Dr. Todd Stearns to break down the rapidly changing world of longevity, hormone optimization, peptides, and metabolic health. They discuss why traditional bloodwork may not tell the whole story, the additional biomarkers Dr. Todd looks at, and Rich’s personal experience optimizing his testosterone. Dr. Todd also explains how hormones can affect energy, sleep, st...

In this episode Rich sits down with Daniel Hernandez who explains why “boring” home-service businesses can become highly profitable, durable companies that AI cannot replace. Drawing from his experience building Falcon Ridge Roofing, Daniel breaks down why roofing and other trades remain evergreen, how healthy roofing companies can produce 25–35% net margins, and what helps a home-service business...

In this episode Rich sits down with Rondi Lambeth who explains how business owners can legally reduce their taxes through corporate structuring, income shifting, asset protection, and lesser-known provisions in the tax code. Rondi breaks down why he believes most entrepreneurs pay more taxes than legally required, how companies like Apple shift income between jurisdictions, and how combining opera...

In this episode Rich sits down with Colton Lindsay who shares his unfiltered perspective on the future of real estate, why traditional agents are in danger, and how AI could eliminate nearly half of the industry’s jobs. Colton explains the proposed portable mortgage, why interest rates may remain elevated, how current market conditions are creating opportunities for long-term investors, and why bu...

Real estate investor Megan Ahern reveals how purchasing a $1.3 million package of homes nearly forced her into bankruptcy. When the market slowed, she found herself holding 25 unsold flips while paying roughly $20,000 per month in interest. Megan explains how she worked transparently with her lenders, secured additional renovation funds, paused interest payments, sold rentals, and made the difficu...

In this episode Rich sits down with Luke Van Der Veer who explains how he built a business generating leads through local SEO. His model is simple: identify a profitable service in a city with manageable competition, build a website targeting that search, rank it at the top of Google, and then rent the incoming leads to a local business. He explains why home-service industries work especially well...

Former NFL linebacker Anthony Trucks breaks down why changing your life requires changing your identity first. Anthony explains why real transformation comes through experience, how doing difficult things builds confidence, why most people retreat into comfort, and the “dark work” required to become the person capable of achieving the life you want. He also shares lessons from playing for the Pitt...

Most high-income earners assume a massive tax bill is simply the price of making more money. In this episode, David Sinclair breaks down how wealthy investors and entrepreneurs approach the tax code differently — from real estate professional status and short-term rentals to cost segregation, Section 179, heavy equipment, and foreign exchange strategies designed to create significant tax deduction...

In this episode, Rich sits down with Dr. Michelle Sands to break down the world of hormones, menopause, sexual health, peptides, and human performance. Michelle explains what actually happens during perimenopause, why women can begin experiencing hormonal symptoms years before menopause, and how testosterone, estrogen, progesterone, thyroid health, and lifestyle can impact everything from sleep an...

Austin Medlin has collected over $9 million in high-ticket sales and has built his career around understanding what actually makes people buy. In this episode, Austin breaks down why higher-priced offers can sometimes be easier to sell, what separates elite closers from average salespeople, and why most objections should be handled before you ever reveal the price. We dive into his approach to han...

Rich Somers sits down with Chuy Rivas to unpack one of the wildest comeback stories on the podcast. Chuy was born into a brothel in Mexico, adopted and brought to the United States, expelled from school, and homeless at 16. Years later, becoming a father changed the direction of his life and pushed him into the insurance industry, where he went from having no book of business to building a multimi...

Accredited investors wanting to participate in our Catalina Island + Bodega Bay opportunities visit somerscapital.com/invest Rich Somers sits down with dating coach Kavita to break down the biggest mistakes successful men make when it comes to dating, attraction, and relationships. They discuss why men often approach dating with the wrong mindset, how “nice guy syndrome” can actually push women aw...

For a last chance opportunity to invest in our Catalina Island + Bodega Bay boutique hotels visit somerscapital.com/invest Rich Somers sits down with Evan Rugan to unpack how he accessed $1.5M in 0% business funding without relying on tax returns, and what most entrepreneurs get wrong about securing capital. Evan breaks down how entity structure, credit profile, and strategic timing can dramatical...