Hawaii Retirement Show

By Jason Cutitta, CFP®

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Category: Education

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Episodes: 100

Description

The HI Retirement Show is a podcast dedicated to retirement planning and financial education for all of those who call Hawaii home. Hosted by Certified Financial Planner® Jason Cutitta

Jason Cutitta, CFP® - Financial Advisor– Toba Financial LLC https://www.tobawealth.com Investment Advisory Services are offered through Toba Financial LLC, a Registered Investment Adviser offering advisory services in the State of Hawaii and in other jurisdictions where exempt from registration.

Disclaimer: The opinions and statements presented on this show are for general information only and are not intended to provide specific advice or recommendations. Never make any investment or financial decisions based on information offered on this show without first consulting your financial, legal, or tax advisor. All economic and performance information mentioned on the show is historical in nature and is not indicative of any future results. All indices mentioned on the show are unmanaged and cannot be invested in directly. All information is believed to be from reliable sources however we make no representation as to its completeness or accuracy. Lastly, all opinions expressed by Jason Cutitta, CFP® and any guests on the show are solely their own opinions and do not reflect the opinions of or are endorsed by Toba Financial.


Episode Date
Ep.#122: Understanding Long-Term Care Insurance with Taylor West of LLIS
Sep 02, 2026
Ep.#121: Retirement as a Series of Transitions with Dana Anspach, CFP®, Author of Living Off Your Acorns
Aug 25, 2026
Ep.#120: Retirement Planning in an Uncertain World with Roger Whitney
Aug 20, 2026
Ep.#119: Annuities - The Good, The Bad, and Where They Fit with Tracy Lownsberry
Aug 13, 2026
Ep.#118: Planning Ahead for Senior Living in Hawaii with Tricia Medeiros of The Plaza Assisted Living
Jul 23, 2026
Ep.#117: Hawaii Real Estate in 2026 & Downsizing Tips with Maila Gibson-Bandmann
Jul 16, 2026
Ep.#116: Real Estate Tax Planning: Exclude up to $250k or $500k of Home Sale Gain with Andy Panko, CFP®
Jun 30, 2026
Ep.#115: Risk & Reward with Ben Carlson, Timeless Investing Lessons
Jun 23, 2026
Ep.#114: Staying Fit and Doing What You Love with Shane Dorian
Jun 13, 2026
Ep.#113: Estate Planning Without Children with Maddy Roche
Jun 03, 2026
Ep.#112: Rebalancing Life and Money in Retirement with Benjamin Brandt, CFP®
May 19, 2026
Ep.#111: Retirement Taxes in Hawaii: Pension, 401(k), and Social Security Explained
May 12, 2026
Ep.#110: Hawaii Economics: Inequality, Jobs, and Future of Education | Rachel Inafuku, PhD
Apr 18, 2026
Ep.#109: Understanding Market & Economic Cycles with Darcy Smoot, CFA
Apr 01, 2026
Ep.#108: A Retirement Planning Framework with Jim Saulnier, CFP®
Mar 25, 2026
Ep.#107: Dirty Dozen Tax Scams for 2026
Mar 21, 2026
Ep.#106: Understanding Probate with Stacy Takekawa
Mar 04, 2026
Ep.#105: Cutting Through The Hype with Andy Panko, CFP®
Jan 23, 2026
Ep.#104: Making Sense of Gold; History & Market Behavior
Jan 11, 2026
Ep.#103: Taxation of Collectibles; Wine & When a Hobby becomes a Business.
Jan 01, 2026
Ep.#102: Net Investment Income Tax (NIIT)
Dec 12, 2025
Ep.#101 Wealth Progression Framework & Financial Lifecycle
Dec 04, 2025
Ep.#100: Medicare Basics with SHIP Hawaii (State Health Insurance Assistance Program)
Nov 26, 2025
Ep.#99: Mandatory Roth Catch-Up Contributions & In-Plan Roth Conversions
Nov 23, 2025
Ep.#98: Understanding the SEP-IRA (Simplified Employee Pension)
Nov 18, 2025
Ep.#97: Beyond the Numbers with Big Wave Surfing Legend Clark Abbey
Nov 13, 2025
Ep.#96: Three-Legged Stool & Retirement Income Levers
Nov 08, 2025
Ep.#95: Understanding Hawaii's Economy with Chief Economist Seth Colby
Oct 30, 2025
Ep.#94: When Claiming Social Security Early Makes Sense
Oct 23, 2025
Ep.#93: Miscalculating Your FERS Pension & Understanding the FERS Retirement Supplement
Oct 18, 2025
Ep.#92: Talking Tax Planning with Sean Mullaney, CPA
Oct 10, 2025
Ep.#91: Are You Saving Too Much For Retirement?
Oct 07, 2025
Ep.#90: Should You Rollover Your Employer Sponsored Retirement Plan (401k, TSP, etc..) to an IRA?
Oct 05, 2025
Ep.#89: Estimated Taxes & Withholdings from Retirement Account Distributions.
Sep 29, 2025
Ep.#88: Exploring Investor Biases (Cognitive & Emotional)
Sep 13, 2025
Ep.#87: Taxes in Retirement with Andy Panko, CFP® (Part II)
Aug 30, 2025
Ep.#86: A Dynamic Withdrawal Strategy in Retirement
Aug 24, 2025
Ep.#85: The Bucket Strategy in Retirement. (Pros, Cons, and Caveats)
Aug 20, 2025
Ep.#84: Beyond The Numbers with Kaipo Crowell
Aug 15, 2025
Ep.#83: The 4% Rule in Retirement. (Pros, Cons, and Caveats)
Aug 08, 2025
Ep.#82: Talking Private Equity with Professor Tray Spilker, PhD, CFA
Jul 25, 2025
Ep.#81: Hawaii Real Estate Update with James Chan
Jul 18, 2025
Ep.#80: Initial Observations & Key Points from the "Big Beautiful Bill".
Jul 06, 2025
Ep.#79: Rates of Return & Benchmarking | Hawaii Retirement Show
May 31, 2025
Ep.#78: What Hawaii Public Employees Need to Know About EUTF Medical Costs in Retirement | Hawaii Retirement Show
May 25, 2025
Ep.#77: All About 529 Plans & Hawaii Employees New 529 Plan Payroll Contributions | Hawaii Retirement Show
May 10, 2025
Ep.#76: Estate Planning Insights with Stacy Takekawa | Hawaii Retirement Show
Apr 26, 2025
Ep.#75: Does An Annuity Fit Within My Financial Plan? Avoiding Annuity Mistakes That Could Cost You. | Hawaii Retirement Show
Apr 22, 2025
Should I Take My Pension As A Lump Sum? | Hawaii Retirement Show
Apr 12, 2025
What Issues Should I Consider During A Recession Or Market Correction? | Hawaii Retirement Show
Apr 05, 2025
Am I Eligible For Social Security Benefits If I Have Been Divorced? | Hawaii Retirement Show
Apr 02, 2025
What Does Retirement Mean? And What's A Mini-Retirement? | Hawaii Retirement Show
Mar 16, 2025
Am I Eligible For Social Security Benefits As A Surviving Spouse? | Hawaii Retirement Show
Mar 09, 2025
Cognitive Decline but Confidence Remains | Hawaii Retirement Show
Mar 02, 2025
Bonus Ep: Options for Federal Workers who have resigned or were laid off. | Hawaii Retirement Show
Feb 27, 2025
Am I Eligible For Social Security Benefits As A Spouse? | Hawaii Retirement Show
Feb 23, 2025
Employer Retirement Account Rollovers & Pro-Rata Rule | Hawaii Retirement Show
Feb 20, 2025
Will My Social Security Benefits Be Reduced? | Hawaii Retirement Show
Feb 16, 2025
Is My Rental Property Tax Deductible? | Hawaii Retirement Show
Feb 02, 2025
Health & Fitness in Retirement with Chris Naffziger | Hawaii Retirement Show
Jan 26, 2025
Can I Make A Backdoor Roth IRA Contribution? | Hawaii Retirement Show
Jan 20, 2025
Bonus Ep: Temporary Hazard Pay, State of Hawaii Employee Retirement System | Hawaii Retirement Show
Jan 15, 2025
What Issues Should I Consider When Reviewing My Beneficiaries? | Hawaii Retirement Show
Jan 11, 2025
Should I Contribute To My Roth IRA vs. My Traditional IRA? | Hawaii Retirement Show
Jan 05, 2025
Will A Distribution From My Roth IRA Be Tax & Penalty Free?
Dec 31, 2024
Will A Distribution From My Traditional IRA Be Penalty-Free?
Dec 10, 2024
What Issues Should I Consider For My Aging Parents? | Hawaii Retirement Show
Dec 05, 2024
Can I Contribute To A Roth IRA?
Dec 01, 2024
Inflation Adjustment to E.R.S & FERS Pensions
Nov 27, 2024
SEP-IRA vs Solo401(k)
Nov 22, 2024
Can I Make A Deductible IRA Contribution?
Nov 21, 2024
Focusing on the Burn vs the Earn
Nov 14, 2024
Vegas Baby! The taxation of gambling winnings.
Nov 06, 2024
FERS Unused Sick Leave
Oct 25, 2024
Common Financial Professional Licenses and Certifications
Oct 23, 2024
The Four Factors Impacting Your Credit Score
Oct 19, 2024
Qualified Charitable Distributions
Oct 11, 2024
All About RMDs - Required Minimum Distributions | Hawaii Retirement Show
Oct 04, 2024
The Emergency Fund
Sep 28, 2024
First Principles Perspective on Life Insurance and Annuities
Sep 21, 2024
FERS Survivor Annuity Elections | Hawaii Retirement Show
Feb 09, 2024
20 Most Common Investment Mistakes | Part 2 | Hawaii Retirement Show
Feb 02, 2024
20 Most Common Investment Mistakes | Part 1 | Hawaii Retirement Show
Jan 27, 2024
Q&A: What is a Sweep account?  What are some plans to look into to set up my child’s college fund?
Jan 19, 2024
How Much Do I Need To Retire? | Hawaii Retirement Show
Jan 12, 2024
Bonus Episode: Hawaii Island Savings Plan, 457 - ROTH Update
Jan 10, 2024
2023 Holiday Episode
Dec 22, 2023
Introduction to Social Security
Dec 15, 2023
Talking Taxes in Retirement with Andy Panko, CFP® | Hawaii Retirement Show
Dec 08, 2023
A Perspective on Interest Rates, Part 2 | Hawaii Retirement Show
Dec 01, 2023
A Perspective on Interest Rates, Part 1 | Hawaii Retirement Show
Nov 28, 2023
Federal Employee Retirement System (FERS) Computation | Hawaii Retirement Show
Nov 24, 2023
State of Hawaii E.R.S. Computation
Nov 17, 2023
Talking Reverse Mortgages with Wendy Oshiro | Hawaii Retirement Show
Nov 10, 2023
Talking Diversification | Hawaii Retirement Show
Oct 27, 2023
Talking F.I.R.E. with Cody Garrett | Hawaii Retirement Show
Oct 20, 2023
Q&A: How much will my estimated benefit be for my ERS Pension?  How will WEP impact me as a Federal Employee?
Oct 13, 2023
State of Hawaii E.R.S. Eligibility
Oct 06, 2023
FERS Eligibility | Hawaii Retirement Show
Sep 29, 2023
Talking Medicare with Donne Soga | Hawaii Retirement Show
Sep 15, 2023