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Recent Episodes
Ep.#110: Hawaii Economics: Inequality, Jobs, and Future of Education | Rachel Inafuku, PhD
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by Rachel Inafuku, PhD of UHERO to break down key insights on Hawaii’s economy, including inequality, job…
Ep.#109: Understanding Market & Economic Cycles with Darcy Smoot, CFA
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by Darcy Smoot, CFA to break down how market and economic cycles work and why they matter for investors. They discuss…
Ep.#108: A Retirement Planning Framework with Jim Saulnier, CFP®
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by Jim Saulnier, CFP® to focus on the core building blocks of a sound retirement plan. They discuss the importance of…
Ep.#107: Dirty Dozen Tax Scams for 2026
In this episode of The Hawaii Retirement Show, Jason breaks down the IRS “Dirty Dozen” tax scams and the common tactics scammers use to create urgency, fear, and confusion. From phishing emails and…
Ep.#106: Understanding Probate with Stacy Takekawa
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by estate planning attorney Stacy Takekawa to explain how probate works and how assets transfer after death. They…
Ep.#105: Cutting Through The Hype with Andy Panko, CFP®
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by Andy Panko, CFP® to break down permanent life insurance, advisor credentials, and the flood of DIY retirement…
Ep.#104: Making Sense of Gold; History & Market Behavior
In this episode of The Hawaii Retirement Show, Jason steps back from the headlines to make sense of gold, what it is, why people care about it, and how it has actually behaved across different…
Ep.#103: Taxation of Collectibles; Wine & When a Hobby becomes a Business.
In this episode of The Hawaii Retirement Show, Jason breaks down the taxation of collectibles, using wine to explain how the IRS treats tangible assets that appreciate in value. He clarifies what the…
Ep.#102: Net Investment Income Tax (NIIT)
In this episode of The Hawaii Retirement Show, Jason breaks down the Net Investment Income Tax, a 3.8 percent tax that applies to passive investment income for higher-income taxpayers. He explains…
Ep.#101 Wealth Progression Framework & Financial Lifecycle
In this episode of The Hawaii Retirement Show, Jason breaks down the Wealth Progression Framework, a simple roadmap that unifies several popular wealth level models into one clear structure. He…
Ep.#100: Medicare Basics with SHIP Hawaii (State Health Insurance Assistance Program)
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP®, is joined by Candace Nakamoto of SHIP Hawaii to discuss Medicare and how SHIP Hawaii can help retirees navigate it. They cover…
Ep.#99: Mandatory Roth Catch-Up Contributions & In-Plan Roth Conversions
In this episode of The Hawaii Retirement Show, Jason unpacks a major SECURE 2.0 change taking effect in 2026, the requirement that high-income earners make their catch-up contributions as Roth. He…
Ep.#98: Understanding the SEP-IRA (Simplified Employee Pension)
In this episode of The Hawaii Retirement Show, Jason explores the Simplified Employee Pension (SEP-IRA), a flexible, tax-advantaged retirement plan ideal for small business owners and the…
Ep.#97: Beyond the Numbers with Big Wave Surfing Legend Clark Abbey
In this episode of The Hawaii Retirement Show, Jason sits down with legendary big wave surfer Clark Abbey for an inspiring and wide-ranging conversation about life, legacy, and the ocean. Clark…
Ep.#96: Three-Legged Stool & Retirement Income Levers
In this episode of The Hawaii Retirement Show, Jason explores the "three-legged stool" metaphor for retirement planning, with each leg representing Social Security, pensions, and personal retirement…
Ep.#95: Understanding Hawaii's Economy with Chief Economist Seth Colby
In this episode of the HI Retirement Show, Jason is joined by Seth Colby, PhD, Hawaii’s Chief Economist, for a wide-ranging conversation about the state’s economic landscape. They explore key data…
Ep.#94: When Claiming Social Security Early Makes Sense
In this episode of The Hawaii Retirement Show, Jason explains why filing for Social Security at 62 might actually be the smarter move. He breaks down when claiming early can reduce financial stress,…
Ep.#93: Miscalculating Your FERS Pension & Understanding the FERS Retirement Supplement
In this episode of the HI Retirement Show, Jason tackles a critical issue for federal employees, miscalculating your FERS pension. With the recent federal shutdown top of mind, Jason opens with a…
Ep.#92: Talking Tax Planning with Sean Mullaney, CPA
In this episode of the HI Retirement Show, Jason is joined by Sean Mullaney, an advice-only financial planner and co-author of Tax Planning To and Through Early Retirement. They dive into what…
Ep.#91: Are You Saving Too Much For Retirement?
In this episode of the HI Retirement Show, Jason explores the overlooked problem of saving too much for retirement. Jason breaks down why rigid savings rules and fear-based habits can lead to stress…
Frequently Asked Questions
Hawaii Retirement Show has published 100 episodes since July 2023, covering topics in Business, Education.
Hawaii Retirement Show is currently active with new episodes weekly. Average episode length is 20m.
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