Healthcare choices in retirement often feel routine at first, yet they can quietly shape finances, stress levels, and quality of life for decades.

How do you weigh lower monthly costs against long-term predictability? What happens when a decision made at 65 becomes harder to reverse later?

In this episode, Adam Scott and co-host Patrice Sikora break down the real differences between Medicare Advantage and traditional Medicare with Medigap coverage. They explain how these options work, why many retirees choose Advantage plans, and where hidden costs and administrative hurdles can emerge. The conversation highlights timing, underwriting risk, managed care realities, and why planning for future health matters as much as present health.

Key takeaways:

• Why Medicare decisions made at 65 can have lasting effects later in retirement
• How Medicare Advantage plans trade lower premiums for higher cost variability
• The role Medigap plays in creating predictable healthcare expenses
• What underwriting rules mean if you try switching plans later in life
• How time, stress, and care coordination factor into healthcare planning
• And more!

Connect with Adam Scott, CFP®:

• LinkedIn: Adam Scott
• LinkedIn: WellAcre Wealth
• WellAcreWealth.com
• Phone: 310-220-4946

Market valuations are reaching levels not seen since the dot-com bubble, raising questions about whether AI justifies these heights or if we’re heading for another crash.

Are we witnessing a genuine transformation or falling for hype? Can AI really deliver the productivity gains everyone is betting on?

In this episode, Adam Scott, CFP®, brings on his sons, Oliver Scott, a software engineer working on AI at Compass, and Julian Scott, formerly a consultant at McKinsey & Company, currently Chief of Staff at Generate Capital, to explore AI’s real impact on business and the economy. They break down what AI actually is, from machine learning to large language models, and discuss how it’s reshaping consulting, software engineering, and countless other industries.

They also discuss the limitations of current AI technology and whether artificial general intelligence is feasible.

Key topics covered:

• The difference between machine learning and generative AI
• How AI is transforming consulting work by replacing junior-level tasks and enabling senior consultants to produce more with fewer people
• The architectural limitations of current AI systems, including hallucinations, and the challenge of depleting available training data
• The circular investment concerns in the AI industry and whether current valuations reflect real value or unsustainable hype
• Real-world applications of AI that demonstrate both its impressive capabilities and its current limitations
• And more!

Connect with Adam Scott, CFP®:

• LinkedIn: Adam Scott
• LinkedIn: WellAcre Wealth
• WellAcreWealth.com
• Phone: 310-220-4946

Connect with Oliver Scott:

• LinkedIn: Oliver Scott
• Compass

Connect with Julian Scott:

• LinkedIn: Julian Scott
• Generate

About our Guests:

Oliver Scott is a software engineer at Compass. With hands-on experience developing AI systems, he has a front-row view of how machine learning and large language models are evolving and shaping the future of technology. In this episode, he breaks down the fundamentals of AI, explains the architectural limitations and challenges (including hallucinations and data constraints), and shares how AI is changing the day-to-day work of engineers. Oliver also discusses the industry-wide race toward artificial general intelligence and the massive investments driving it.

Julian Scott, formerly a consultant at McKinsey & Company, currently Chief of Staff at Generate Capital. His work centers on research synthesis, strategic insights, expert interviews, and helping senior leaders make informed decisions. Julian offers a real-world look at how AI is transforming consulting by speeding up research, replacing junior-level analytical tasks, and reshaping firm structures. He also shares perspectives on productivity gains, industry disruption, and the broader economic implications of AI adoption.

Many Americans dream of retiring abroad, but few realize the tax implications involved.

In this episode, Adam Scott, CFP®, explains what it really means to expatriate, the financial consequences of renouncing U.S. citizenship, and how couples can strategically plan to reduce taxes. He also discusses potential pitfalls, from exit taxes to inheritance issues, and offers advice on when living abroad makes both financial and emotional sense.

Adam also examines the process and costs of expatriation, strategies to stay below U.S. tax limits, and highlights where moving abroad can actually benefit retirees and entrepreneurs.

Key Takeaways:

• The only way to completely eliminate U.S. taxes is by giving up citizenship or a green card
• Expatriating triggers an “exit tax” if your net worth exceeds $2 million per person or $200,000 in annual tax liability
• Couples can plan strategically by transferring assets to stay below the taxable threshold
• Moving to Puerto Rico can significantly reduce federal taxes for those still earning income
• Expatriation decisions should be driven by lifestyle, not just tax savings, and require professional cross-border tax guidance
• And more!

Connect with Adam Scott, CFP®:

• LinkedIn: Adam Scott
• LinkedIn: WellAcre Wealth
• WellAcreWealth.com
• Phone: 310-220-4946