In this episode of Roadmap to Retirement, I’m joined by credit card rewards consultant Colin Strout to talk about when credit card points beat cash back, how travel “arbitrage” can turn points into outsized value, and why it adds complexity. We cover transfer partners, hybrid cash back-to-points strategies, premium card perks like lounges, and when it’s simply better to stick with a flat 2% cash back card. Colin also explains why responsible use matters and who benefits most—high-spending business owners or people sitting on lots of points.
29 Sept 2026
EP85 Market Bubbles & Diversification
Today on Roadmap to Retirement, I’m sitting down with Jason Grover for a fourth time to break down what a market bubble is, why AI may feel like one, and what investors can do about it. We talk about euphoria, valuations, and the danger of FOMO—especially for new investors or retirees relying on income. I explain why we stick to a written plan, stay diversified, and avoid trying to time the market. We also cover “know what you own,” how index funds evolve over time, and why time in the market matters more than headlines.
Come back soon for another new topic and episode!
2 Sept 2026
EP84: Planning For The Unexpected
In this episode of Roadmap to Retirement, I’m joined by Dana DeLuca to break down what long-term care insurance is, why Medicare won’t cover it, and what care can cost—from in-home help to assisted living and nursing homes. We compare three main options—traditional standalone long-term care, life insurance with an accelerated death benefit rider, and hybrid/linked-benefit policies—plus how underwriting and premiums differ. We also discuss the risks of self-insuring, Medicaid limitations, and ways to make coverage more affordable.
New episodes coming soon!
Who has been a guest on roadmap to RETIREMENT
Names identified in recent episode analyses. Showing up to five guests.
Conner Young
Nick Savas
Jason Grover
Jon Sheldon
Chet R Bennetts
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
Apple Podcasts (US)
5.0 / 5
1 ratings
Spotify
5.0 / 5
4 ratings
Podcast Authority Score: 51 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
89
Social presence
0
YouTube
0
Engagement
32
Contact roadmap to RETIREMENT
Guest appearances
Books guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
Questions about roadmap to RETIREMENT
Who hosts roadmap to RETIREMENT?
Unknown host the show. Published by Alex Neri.
How often do new episodes come out?
The show publishes bi-weekly, based on its RSS feed.
Does roadmap to RETIREMENT take guests?
Yes. Guests have been identified in episode analyses.
Host of roadmap to RETIREMENT?
Claim your podcast to manage its listing and keep your show details accurate.
Pod Engine is an independent podcast discovery and analytics service and is not affiliated with or endorsed by this podcast. Artwork and show content belong to their owners. Full legal notice.
Explore this show Podcast research with Pod Engine
