Oct 27, 202631 min
In this episode of The Hawaii Retirement Show, Jason sits down with Brian Portnoy, CFA, founder of Shaping Wealth and co-author of How I Invest My Money, Volume Two, to explore how financial experts invest their own...
education
Hawaii Retirement Show
Hosted by Jason Cutitta, CFP® · education · EN
About this Podcast:
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
Pitch Analysis
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Contact path
Verified email
Booking probability
33%
Guest openness
Selective
80/100
Required Score
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Signup to Generate a PitchQuestions about Hawaii Retirement Show
What is Hawaii Retirement Show about?
The HI Retirement Show is a podcast dedicated to retirement planning and financial education for all of those who call Hawaii home.
Who hosts Hawaii Retirement Show?
Hawaii Retirement Show is hosted by Jason Cutitta, CFP®. The show has published 100 episodes to date.
What has Hawaii Retirement Show covered recently?
Recent episodes include "Ep.#127: How the Experts Invest Their Own Money with Brian Portnoy, CFA" (27 October 2026, 31 minutes), "Ep.#126: The Art of Traveling Well with Lanai Tabura" (13 October 2026, 45 minutes), and "Ep.#125: Smarter Tax Planning in Retirement with James Mahaney" (29 September 2026, 33 minutes).
How often does Hawaii Retirement Show publish?
Hawaii Retirement Show publishes roughly weekly, with episodes averaging 42 minutes across 100 episodes.
How hard is it to get booked on Hawaii Retirement Show?
Booking probability for Hawaii Retirement Show is 33%, and the host is rated Selective on guests. Hawaii Retirement Show requires a Pod Score of 80 or higher. Hawaii Retirement Show's contact route on record: verified email.
Who should pitch Hawaii Retirement Show?
The strongest fits for Hawaii Retirement Show are Investing & Wealth Management and Insurance Agencies & Brokers. Hawaii Retirement Show has an education audience.
About the host
Jason Cutitta, CFP® hosts Hawaii Retirement Show, an education podcast with 100 episodes published.
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Recent episodes
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
- Oct 13, 202645 min
In this episode of The Hawaii Retirement Show, Jason sits down with Lanai Tabura to talk about the art of traveling well and the story behind Lanai’s Travel Club. They discuss how travel changes as we get older...
- Sep 29, 202633 min
In this episode of The Hawaii Retirement Show, Jason is joined by James Mahaney CFP®,Principal at Mavericus Retirement Services and author of How to Lower Your Taxes in Retirement, to discuss Social Security taxation...
- Sep 15, 202645 min
In this episode of the Hawaii Retirement Show, Jason is joined by Danielle Roberts, co-founder of Boomer Benefits and author of 10 Costly Medicare Mistakes You Can’t Afford to Make. They discuss Medicare enrollment...
- Sep 8, 202643 min
In this episode of The Hawaii Retirement Show, Jason is joined by Meb Faber, co-founder and Chief Investment Officer of Cambria Investment Management and author of Investing in America: The Rise of a 250-Year Bull...
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- Sep 2, 202636 min
In this episode of The Hawaii Retirement Show, Jason is joined by Taylor West of Low Load Insurance Solutions (LLIS) to explain the fundamentals of long-term care insurance. They discuss who should consider coverage...
Episode #121
Ep.#121: Retirement as a Series of Transitions with Dana Anspach, CFP®, Author of Living Off Your Acorns
Aug 25, 202647 minIn this episode of The Hawaiʻi Retirement Show, Jason is joined by Dana Anspach, CFP®, RMA®, author of Living Off Your Acorns, to discuss retirement as a series of transitions rather than a single event. They explore...
- Aug 20, 202651 min
In this episode of The Hawaiʻi Retirement Show, host Jason Cutitta, CFP® is joined by Roger Whitney, CFP®, founder of the Rock Retirement Club and host of the Retirement Answer Man Podcast, to discuss retirement...
- Aug 13, 202659 min
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by Tracy Lownsberry, founder of Annuity Giants and owner of Up North Retirement, to discuss the good, the bad, and where annuities may...
Episode #118
Ep.#118: Planning Ahead for Senior Living in Hawaii with Tricia Medeiros of The Plaza Assisted Living
Jul 23, 202640 minIn this episode of The Hawaiʻi Retirement Show, host Jason Cutitta, CFP®, EA is joined by Tricia Medeiros, Chief Operating Officer of The Plaza Assisted Living, to discuss senior living options in Hawaiʻi and how...
- Jul 16, 202622 min
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by Maila Gibson-Bandmann, a Realtor with Coldwell Banker Realty, to discuss the Hawaiʻi real estate market in 2026 and what homeowners...
Episode #116
Ep.#116: Real Estate Tax Planning: Exclude up to $250k or $500k of Home Sale Gain with Andy Panko, CFP®
Jun 30, 202648 minIn this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by Andy Panko, CFP®, host of the Retirement Planning Education Podcast, to discuss real estate tax planning and the Section 121 home sale...
- Jun 23, 202639 min
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by Ben Carlson, CFA, Director of Institutional Asset Management at Ritholtz Wealth Management, co-host of the Animal Spirits podcast, and...
- Jun 13, 202653 min
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by surfing legend Shane Dorian to discuss fitness, aging well, and how to stay strong, lean, mobile, and capable after 40. The...
- Jun 3, 202632 min
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by Maddy Roche, Chief Growth Officer at Childfree Trust, to discuss estate planning, care planning, and legacy planning for people who do...
- May 19, 202644 min
In this episode of The Hawaii Retirement Show, host Jason Cutitta, CFP® is joined by Benjamin Brandt, CFP® to discuss how retirees and pre-retirees can think about balancing both life and money throughout retirement...
- May 12, 202620 min
In this episode of The Hawaii Retirement Show, Jason breaks down how pensions, 401(k)s, and Social Security are taxed in retirement at both the federal and Hawaii state levels. He explains some of the biggest retirement...
Episode #110
Ep.#110: Hawaii Economics: Inequality, Jobs, and Future of Education | Rachel Inafuku, PhD
Apr 18, 202638 minIn 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 opportunities, and the evolving...
- Apr 1, 202648 min
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 the key differences...
- Mar 25, 20261h 5m
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 secure income to...
Recent guests
Recent guests on Hawaii Retirement Show. Study who booked and why before you pitch.
D
Danielle Roberts
Director of Community Relations, Northwestern Counseling & Support Services
D
Dana Anspach
author of Living Off Your Acorns: Your Guide to the Four Phases of Retirement, Sensible Money, LLC
B
Ben Carlson
director of institutional asset management, SAFE’s Center for Strategic Industrial Materials
M
Maddy Roche
former employee and executive business coach, Child Free Trust
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