The Retirement Calculator Problem (Plus RSUs, Stock Options & Company Stock Tax Surprises) (5/30/2026)

Why Modern Estate Planning Looks Different

Estate planning used to be relatively straightforward: create a will, establish a trust if appropriate, and make sure your beneficiaries were named correctly. Today, it's much more complicated. We talk about how modern estate planning has evolved beyond traditional documents and why many families may have planning gaps they don't realize exist. Common reasons estate plans become outdated, the growing importance of digital assets, and the challenges families can face when trying to access online accounts, digital photos, cloud storage, payment apps, and other assets that didn't exist when many estate plans were originally created. We also discuss the difference between legal authority and practical access, why estate planning should be reviewed periodically, and simple steps families can take to reduce confusion and stress for loved ones. Listen, Watch, Subscribe, Ask! https://www.therealmoneypros.com [https://www.therealmoneypros.com/] ————————————————————— Ataraxis PEO https://ataraxispeo.com [https://ataraxispeo.com] Tree City Advisors of Apollon: https://www.treecityadvisors.com [https://www.treecityadvisors.com] Apollon Wealth Management: https://apollonwealthmanagement.com/ [https://apollonwealthmanagement.com/] —————————————————————

SpaceX's IPO, Estate Planning Without Kids & Tax Gain Harvesting Strategies (6/6/2026)

What happens to your money, your assets, and even your digital life if you don't have children to step in? Jeremiah Bates and Alex Lundgren spend the first hour tackling one of the fastest-growing estate planning challenges in America: planning for incapacity and inheritance when there are no children or obvious heirs. The discussion covers power of attorney decisions, trustees, elder abuse risks, professional fiduciaries, pet trusts, digital assets, online accounts, passwords, and why failing to plan can leave critical decisions in the hands of the court. The second hour shifts to a major market story: SpaceX's highly anticipated IPO. Jeremiah and Alex break down how IPOs actually work, why many investors misunderstand them, the risks of buying into market hype, and how SpaceX could eventually impact index investors and retirement accounts through future index inclusion. The final hour focuses on practical planning decisions, including pension maximization strategies, large income windfalls from business sales and acquisitions, Medicare and tax planning considerations, and tax gain harvesting opportunities for investors sitting on significant unrealized gains. Listen, Watch, Subscribe, Ask! https://www.therealmoneypros.com [https://www.therealmoneypros.com] Hosts: Jeremiah Bates & Alex Lundgren ————— Ataraxis PEO https://ataraxispeo.com [https://ataraxispeo.com] Tree City Advisors of Apollon: https://www.treecityadvisors.com [https://www.treecityadvisors.com/] Apollon Wealth Management: https://apollonwealthmanagement.com/ [https://apollonwealthmanagement.com/] —————————————————————

The Retirement Calculator Problem (Plus RSUs, Stock Options & Company Stock Tax Surprises) (5/30/2026)

Can you really know if you're ready to retire? Jeremiah and Alex spend much of this episode unpacking one of the most commonly misunderstood tools in financial planning: retirement projections and Monte Carlo simulations. They explain what an 85% or 90% probability of success actually means, why those numbers can be useful, and where they can create a false sense of certainty if they're viewed in isolation. They explores sequence-of-return risk, retirement spending assumptions, inheritance surprises, and the reality that successful retirement planning requires far more than simply hitting a target number. Later in the show, Jeremiah and Alex tackle another area where people often misunderstand the rules: company stock compensation. They break down how RSUs, stock options, and employee stock purchase plans work, why taxes can catch employees off guard, and the planning opportunities available when company stock becomes a meaningful part of your net worth. Listen, Watch, Subscribe, Ask! https://www.therealmoneypros.com [https://www.therealmoneypros.com] Hosts: Jeremiah Bates & Alex Lundgren ————— Ataraxis PEO https://ataraxispeo.com [https://ataraxispeo.com] Tree City Advisors of Apollon: https://www.treecityadvisors.com [https://www.treecityadvisors.com/] Apollon Wealth Management: https://apollonwealthmanagement.com/ [https://apollonwealthmanagement.com/] —————————————————————

When the Paycheck Stops, Then What?

For decades, most people focus on one side of retirement planning: Saving money, building investments, and growing retirement accounts. But eventually the question changes: "How do I actually live off this?" Nic talks about one of the biggest and most overlooked transitions in retirement: replacing a paycheck with income created from your own portfolio. From dividend-paying investments and automated distributions to cash reserves, taxes, Roth flexibility, and income coordination, Nic explains what retirement income actually looks like in the real world and why it's often much more complex than simply "living off dividends." He also dives into the emotional side of retirement income planning, including why so many people struggle with touching principal, spending from their own assets, and maintaining confidence once the steady paycheck disappears. Listen, Watch, Subscribe, Ask! https://www.therealmoneypros.com [https://www.therealmoneypros.com/] ————————————————————— Ataraxis PEO https://ataraxispeo.com [https://ataraxispeo.com] Tree City Advisors of Apollon: https://www.treecityadvisors.com [https://www.treecityadvisors.com] Apollon Wealth Management: https://apollonwealthmanagement.com/ [https://apollonwealthmanagement.com/] —————————————————————

AI Scams, 401(k) Tax Mistakes, & Expensive Financial Missteps to Avoid (5/16/2026)

Financial problems don't always come from bad decisions—they often come from not understanding the rules. Jeremiah Bates and Nic Daniels break down the costly financial mistakes people make when acting without a clear strategy. The conversation starts with the growing threat of AI scams, wire fraud, romance scams, and why even younger, financially savvy individuals are getting caught off guard. From there, the show moves into retirement planning mistakes—how improper 401(k) rollovers can trigger unnecessary taxes and penalties, why understanding account rules matters, and when consolidating scattered retirement accounts makes sense. The hosts also tackle highly appreciated stock positions, Roth conversion strategy after age 65, Medicare premium impacts, Social Security coordination, and tax-efficient ways to unwind concentrated positions. The broader theme throughout the episode is simple: many of the most expensive financial mistakes are completely avoidable with proper planning… Listen, Watch, Subscribe, Ask! https://www.therealmoneypros.com [https://www.therealmoneypros.com] Hosts: Jeremiah Bates & Nic Daniels ————— Ataraxis PEO https://ataraxispeo.com [https://ataraxispeo.com] Tree City Advisors of Apollon: https://www.treecityadvisors.com [https://www.treecityadvisors.com/] Apollon Wealth Management: https://apollonwealthmanagement.com/ [https://apollonwealthmanagement.com/] —————————————————————