The Rich Somers Report

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 tool.

We also dive into what it takes to build a six-figure-a-month insurance business, the sales psychology and tonality Dylan teaches his agents, how he recruits and manages a team, the KPIs he tracks, and how commissions, annuities, leads, and appointment setters work behind the scenes. Dylan also shares the work ethic that took him from basketball into entrepreneurship, the lessons he's learned building his team, and why he believes life insurance remains one of the biggest opportunities for ambitious salespeople.

Connect with Rich on Instagram: @rich_somers

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 rethink the way they structure their benefit plans.

We also dive into self-funded and level-funded health plans, pharmacy benefit managers, strategies for controlling claims, and how Caleb helped a struggling municipality reduce expenses. Later, Caleb explains how AI is transforming the insurance industry, why he built Quote Map to automate time-consuming insurance analysis, and how technology could give brokers and business owners better information while saving hundreds of hours of administrative work.

Brokers & Agency Owners: See how AI can help you analyze benefits faster and uncover missed opportunities at QuoteMap.ai. Rich Somers listeners get their first month FREE ($200 value) at QuoteMap.ai/RichSomers.

Business Owners: Want to understand where your benefits dollars are going? Reach out to Benefits Blueprint to uncover opportunities and potential savings.

Connect with Rich on Instagram: @rich_somers

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 everything from Citation, Hawker, Gulfstream, HondaJet and Cirrus aircraft to chartering your jet to offset expenses, pilot salaries, maintenance reserves, fuel costs, range, renovations and the hidden expenses buyers often overlook. Travis also explains how some owners can offset a significant portion of their operating costs and what you should understand before buying your first private jet.

Check out jetcowboy.com for exclusive information and special discounts available to listeners!

Connect with Rich on Instagram: @rich_somers

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 depreciation, the Augusta Rule, hiring your kids, Roth IRAs, Real Estate Professional Status, the short-term rental loophole, LLC and asset-protection strategies, alternative tax investments and more. We also talk about when these strategies actually make sense, where business owners get into trouble, and why building a profitable business should come before obsessing over complicated tax structures.

Want to see what you could be leaving on the table when it comes to your taxes? Head here to get access to a FREE tax assessment calculator and see where you may be able to save.

Follow Adam: @TheRealAdamWilliams

Connect with Rich on Instagram: @rich_somers

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 of success most people would consider “making it.” Albert also opens up about his marriage, separation, raising his daughters, dating, and how his perspective on relationships has changed.

Rich and Albert also dive into real estate, credit, fitness, parenting, and building wealth. They discuss using FHA loans to acquire multifamily properties, leveraging credit to create opportunities, why they prefer owning investment properties while renting where they personally live, and how Albert structures his daily routine. They also discuss homeschooling, social media, personal branding, networking with successful people, and why getting into the right rooms and around the right people can completely change the trajectory of your life.

Connect with Rich on Instagram: @rich_somers

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, stress, cognitive performance, and overall health as people age.

They also dive into peptides, GLP-1 weight-loss drugs, and the future of longevity medicine. Dr. Todd explains the differences between semaglutide, tirzepatide, and the still-investigational retatrutide, along with the potential benefits and limitations of compounds like BPC-157 and MOTS-c. They discuss maintaining muscle while losing fat, improving sleep and metabolic health, the importance of exercise and nutrition, and why the next generation of personalized health may be built around better testing, better information, and more individualized treatment.

If you’ve ever thought, “I’m not sick, but I don’t feel like myself anymore,” don’t ignore it. You don’t have to wait until medicine gives your symptoms a name before you start paying attention to them. Visit SuperNovaRX today!

Follow @DrtSupernova on Instagram and The Longevity Debrief on YouTube to learn more about taking a proactive approach to your health.

Connect with Rich on Instagram: @rich_somers

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 command a four-to-eight-times valuation.

They also discuss how to recruit and retain great salespeople, create recurring revenue through maintenance plans, and use reputation to stand out in a competitive market. Daniel shares his approach to websites, Yelp, paid advertising, customer reviews, consistent branding, and rapid lead response before explaining the difference between making money and building lasting wealth.

You can follow the Best Version of Me Podcast on YouTube, Spotify, Apple Podcasts, Instagram and the other major platforms along with Daniel's personal IG @danielhernandezofficial 

Connect with Rich on Instagram: @rich_somers

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 operating companies, holding companies, and C corporations can potentially change how business income is taxed.

They also take a deep dive into the Augusta Rule, including how business owners may rent their homes to their companies for up to 14 days and receive the income tax-free when properly documented. Rondi covers employing your children, Section 179, bonus depreciation, depreciation recapture, and using real estate, vehicles, energy investments, and job creation to reduce taxable income. He also shares how he recovered after losing nearly $5 million following COVID and reveals the financial principles he wishes he had understood earlier.

Listeners can get Fortress Tax’s $2,497 Tax Assessment for just $997. Their team will show you what your CPA may be missing and identify at least $10K in potential tax savings. Get yours here: https://fortress.tax/richsomers

Connect with Rich on Instagram: @rich_somers

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 buyers, sellers, and agents must learn to operate under an entirely new set of rules.

They also break down the daily blueprint an agent can use to reach $500,000–$1 million per year, the difference between creating a demanding job and building a scalable business, and how AI can automate lead follow-up, marketing, contracts, and client communication. Colton also opens up about family, purpose, protecting your time, reinventing his business after losing $1 million in revenue, and why personal brands and recurring revenue will become increasingly valuable in the years ahead.

Follow Colton on Instagram at www.instagram.com/thewgr 

Connect with Rich on Instagram: @rich_somers

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 difficult decision to take losses before the situation became even worse.

Megan also breaks down how the experience completely changed her investment strategy—from maximizing leverage and chasing more properties to owning fewer, higher-quality assets with stronger cash flow. She shares why approximately 80% of her portfolio is now made up of mid-term rentals, how she maintains roughly 95% occupancy, and how converting an existing long-term rental into a furnished mid-term rental can potentially double its monthly income. The conversation also covers operating an efficient home-staging company, investing within your local market, and building an “anti-fragile” real estate portfolio.

Follow Megan on Instagram — @the_tatty_investor to see the real stuff — the losses, the seven-plex from hell, and how she systematized her way out of the chaos.

Connect with Rich on Instagram: @rich_somers