Best Retirement Vlog Podcasts (2025)

1
Is Portugal Still the BEST Value for Expats in 2025? 18:03

23d ago18:03

18:03

Send us a text Is Portugal still the best value for expats in 2025? Is Portugal's cost of living still an affordable place to move abroad or retire? Does it offer the best value for expats? In this latest video as a retired couple living in Madeira, Portugal for the past several years, we provide practical wisdom with our yearly cost of living expe…

1
How To Talk About Money With Your Family 15:46

2M ago15:46

15:46

Send us a text Elevate your financial freedom in your 'Second Half of Life' with actionable tools and tips! In this video, we discuss budgeting apps, financial books like The Millionaire Next Door, and how to have meaningful money talks with your family or partner. Whether you’re exploring personal finance strategies, looking to boost financial lit…

1
How Much a Year of Full-Time Travel Will Cost You 26:58

2M ago26:58

26:58

Curious about how much a year of full-time travel really costs? After 3 years on the road, we’re spilling all the details! From budgets to itineraries, we’re breaking it all down so you can plan your dream adventure (and avoid surprises). Watch now to see what it really takes! 🏠 Explore House sitting and Start Saving Money on Accommodations: https:…

1
Unlocking the Secrets to a Longer, Healthier Life in 2025 15:04

2M ago15:04

15:04

Send us a text Unlock the secrets to a longer, healthier life in 2025! Discover how to achieve a vibrant lifestyle through moving abroad, retiring in Portugal, or focusing on healthspan over lifespan. Learn how living in Madeira supports wellness, with expert tips and insights to help you thrive. Whether you're an expat, planning to retire, or read…

1
How We Plan Our Next Year's Budget and Full-Time Travel Itinerary 21:27

2M ago21:27

21:27

In this video, we dive into how we’re planning our budget for another year of full-time travel! From daily expenses to fun splurges, we’re sharing our tips and tricks. Watch to see how we make every dollar count while living our travel dreams! 🏠 Explore House sitting and Start Saving Money on Accommodations: https://trustedhousesitters.pxf.io/y2odQ…

1
Top 10 Regrets in Early Retirement 21:27

3M ago21:27

21:27

In this video, we discuss the top 10 regrets people have in early retirement. If you’re considering early retirement or are already living it, this is a must-watch! Discover key insights and avoid common pitfalls that could impact your retirement journey. Thanks for watching! 🏠 Explore House sitting and Start Saving Money on Accommodations: https:/…

1
Wait, Is Everyone LEAVING Portugal? | A New Life On Madeira 12:55

4M ago12:55

12:55

Send us a text Are people really leaving Portugal? In our latest vlog as a retired couple living a new life on Madeira, Portugal, we dive into the idea that expats and foreigners are abandoning Portugal, and explore the reality instead! Portugal is still the #1 destination for expats looking to move abroad and start fresh, and life on Madeira Islan…

1
First Time in Slovenia AMAZED Us: Must Know TIPS Before You Go 17:53

5M ago17:53

17:53

Send us a text If you're planning your first trip to Slovenia, then you need to watch this video! We share 25 must-know tips for your visit to Slovenia - must know tips for beautiful places like Lake Bled, Ljubljana, and the Julian Alps. Get ready for an unforgettable adventure in Slovenia, all in 4K! DON'T BUY A PHYSICAL SIM CARD WHEN TRAVELING! U…

1
5 Crazy Things We Expats Find WEIRD About Our House In Portugal 14:47

6M ago14:47

14:47

Send us a text There are SO many things we find WEIRD about our Madeira, Portugal, house that we just HAD to share them with you. In this latest vlog as an early-retired couple who moved to Madeira, Portugal, we take a light-hearted approach to showcasing the top 5 WEIRD things about life in Portugal as an expat, when it comes to housing. Listen to…

1
How To Set Up Your Smartphone for International Travel 33:18

6M ago33:18

33:18

Send us a text Set up your smartphone BEFORE you leave home! In this latest vlog living on the beautiful Portugal island of Madeira, we're joined by Michelle from Intentional Travelers for an in depth look into the biggest mistakes people make when traveling abroad with their smartphones, as well as some essential smartphone tips for international …

1
Eye-Opening Lessons from 3 Years of Retirement Spending in Portugal 10:31

7M ago10:31

10:31

Send us a text Learn valuable lessons from 3 years of retirement spending in Portugal! From budgeting to enjoying life, in this latest episode, as an early-retired couple living on the beautiful island of Madeira, Portugal, we share eye-opening insights for retirees living abroad that we've learned when it comes to retirement spending, and the impo…

1
Americans Living Abroad: A NEW Life Abroad With Expats Everywhere 41:02

8M ago41:02

41:02

Send us a text Welcome back to Track Us Down! Today we sit down for a super-interesting, in-depth discussion with Josh from "Expats Everywhere." Josh and Kalie left America almost 15 years ago and have been living and working abroad since then in several different countries. They currently live in the beautiful Portugal city of Porto. Whether movin…

1
5 Surprising Ways Life In Portugal Outshines North America | #BetterLife 12:16

9M ago12:16

12:16

Send us a text Discover 5 surprising ways life in Portugal outshines North America, especially on Madeira Island. In this latest episode, as a retired couple living abroad on Madeira, Portugal, we talk some about some of the bizarre observations we had after moving to Portugal, and why this also might be the best decision for you! Thanks for listen…

1
Moving To Portugal Changed Our Life Forever | #FreshStart 15:24

10M ago15:24

15:24

Send us a text Moving to Portugal changed our life forever - from early retirement, to moving abroad for a fresh start. In this latest podcast, as a retired couple living on the beautiful island of Madeira, Portugal, we talk about how moving abroad to Portugal has impacted us forever, and what it could do for you. Thanks for listening! Don't forget…

1
Award Winning...Or Extremely Dangerous? BEWARE Madeira Island's Beauty 11:39

11M ago11:39

11:39

Send us a text Beware Madeira - award winning yet potentially SO dangerous. We explore the dangers that go hand-in-hand with award-winning beauty and extreme landscapes in this retired couple's latest Vlog living abroad on the stunning island of Madeira, Portugal.By D & M

1
Why You Shouldn't Move To An Island | International Living On Madeira, Portugal 15:05

12M ago15:05

15:05

Send us a text In this latest vlog as a retired couple and international living, we talk about the classic retirement dream of moving to an island, and what modern island life can be, especially here on Madeira, Portugal.By D & M

1
NHR Update: The NEXT Tax Scheme For Expats Moving To Portugal 11:05

1y ago11:05

11:05

Send us a text If you're considering moving to Portugal as an expat, you may have heard that the Non-Habitual Residency (NHR) tax scheme is no longer available. In this latest vlog as a retired couple living in Portugal, an NHR update, we discuss the new tax scheme for expats moving to Portugal, and how it may affect you. Don't miss out on importan…

1
Overcoming Common Retirement Fears | From Professional To Retired 13:25

1y ago13:25

13:25

Send us a text Our latest vlog, as a retired couple, offers a realistic and positive perspective on overcoming the most common retirement fears many people have. From personal experiences to practical wisdom, we talk about what so many people get wrong about retirement, and how to get it right!By D & M

1
2024 Expats In Portugal Cost Of Living | Can YOU Afford To Retire In Paradise? 16:05

1y ago16:05

16:05

Send us a text Find out how much you need to retire in Portugal in 2024 with an in depth look at our monthly budget. We offer practical wisdom, from housing market trends to cost of living, to help you plan for your retirement in one of the best expat destinations.By D & M

1
Live To 100 In This NEW Blue Zone | Madeira Portugal 13:05

1y ago13:05

13:05

Send us a text Discover the challenges facing Madeira, Portugal in becoming a Blue Zone, a place with the longest lifespans in the world. We'll explore why Madeira should be a Blue Zone and what's holding it back. Join us - a retired couple - for our latest vlog and see how Madeira compares to other Blue Zones around the world!…

1
Ensuring Generational Family Wealth in Retirement 15:01

1y ago15:01

15:01

Send us a text In this latest vlog as a retired couple, we talk about our personal finance and financial planning, and as retired expats, how we (hope we) changed our family's financial future for generations to come.By Doug & Monique

1
Madeira VS Mainland Portugal: Why THIS Island Still Holds Our Hearts 18:07

1+ y ago18:07

18:07

Send us a text Join this retired couple's latest vlog for a recap of our 3-month van-life tour through mainland Portugal! 🚐 From charming villages to scenic landscapes, we'll share the highlights and the places that captured our attention. But the big question remains: Why does Madeira still hold our hearts when it comes to island vs mainland livin…

1
Leaving Mainland Portugal | Why We Are DONE RV Life 12:23

1+ y ago12:23

12:23

Send us a text It's time for us to say goodbye to RV life on mainland Portugal and move on to new adventures. In this latest vlog, as a retired couple living abroad, we reflect on our time exploring all over mainland Portugal, the vibrant Algarve region, the allure and the longing we have for the sun-soaked days of Madeira. Join us as we say farewe…

1
Our New RV Home - Madeira To The Mainland | Exploring Portugal 7:50

1+ y ago7:50

7:50

Send us a text In this latest vlog, as a retired couple living abroad, we start "Exploring Portugal," embarking on a daring adventure as expats exploring mainland Portugal over the next few months in our freshly rented RV. Join us as we set out on a journey filled with surprises, beautiful landscapes, and unexpected encounters. We'll take you along…

1
NHR Tax Scheme CANCELLED: Is Portugal Closing The Door To Foreigners? 5:22

1+ y ago5:22

5:22

Send us a text In this latest vlog, as a retired couple living abroad, we discuss the recent news about Portugal potentially closing its popular NHR tax scheme for foreigners. As a retired expat couple living in Portugal, we'll share insights and thoughts on this possible change and how it may affect expats. Stay tuned to find out more about the NH…

1
Exotic Places to Fly - Direct and Discount - From Madeira, Portugal 7:23

1+ y ago7:23

7:23

Send us a text From the picturesque landscapes of Madeira to the allure of far-off lands, join us as we talk about a future that takes us beyond the island's shores. In this latest exciting vlog, as a retired couple living abroad, we're unveiling our top contenders for our next adventure - direct and discount - from Madeira, Portugal, all in the pu…

1
Biggest Retirement Myth | What We Do All Day In Retirement 9:31

1+ y ago9:31

9:31

Send us a text Are retirement and boredom a match? In this revealing episode as a retired couple, we dive into the reality of life after work. After moving abroad from North America to the beautiful island of Madeira, Portugal, we discovered exciting and fulfilling ways for us to stay active and engaged every day. From captivating activities to vib…

1
CRUSHING Negativity When Moving Abroad 6:30

1+ y ago6:30

6:30

Send us a text In this empowering episode, as a retired couple, we share our game-changing strategy: "Ignore the Noise." Discover 5 practical ways to focus on the positive while planning your move abroad. Crush negativity and pave your path to retirement success!By D & M

1
Preventing End-of-Life CHAOS: The Lessons We Learned 13:12

2y ago13:12

13:12

Send us a text Take control before it's too late! As we wind down our time in Canada 🇨🇦, we explore three informative and practical aspects of a well-prepared future: Ensuring a smooth transition for your loved ones and preventing the burden of dealing with an overwhelming house full of belongings; The critical topic of financial preparedness and t…

1
Life Update In Tough Times: Finding Our Way Back To Madeira 9:27

2y ago9:27

9:27

Send us a text Life plans can change in an instant. In this heartfelt episode, we share a life update through loss and grief, and how we've been navigating our way back - from being with family during this difficult time, to forging a path forward. We open up about our recent absence from the channel due to the unexpected loss of a close family mem…

1
Madeira Q&A With A Surprise Twist: We Can't Believe THIS Came True! 11:26

2y ago11:26

11:26

Send us a text Get ready for another Q&A session with Doug & Monique! In this podcast as a retired couple, we answer more of your top questions about retiring abroad and living on Madeira. But that's not all - we have a surprise twist that we can't wait to share with you! You won't believe what happened while we were filming this episode. Let's jus…

1
Things We Wished We Knew Before We Retired Abroad 8:58

2y ago8:58

8:58

Send us a text Retiring abroad as a couple can be both exciting and overwhelming, but fear not - we've got you covered! In podcast, we share our personal experience and top tips for a successful transition to a new country. From managing expectations to navigating cultural differences, we cover it all. Join us on our journey as we reflect on the th…

1
Investing & Financial Planning For Expats In Portugal | Green Ocean Global 9:45

2y ago9:45

9:45

Send us a text In today's podcast, as a retired couple living internationally in Portugal, we speak with John McNertney, a certified financial planner with Green Ocean Global. Together, we discuss important topics for newcomers to Portugal, such as investing and moving money from overseas. John is a financial expert with years of experience and is …

1
A FRESH Look At Portugal Taxes For Expats | Paying Taxes In Portugal 9:00

2y ago9:00

9:00

Send us a text If you're an expat in Portugal, you need to know about Portugal taxes. In this video, we talk with an expert to get advice on taxes for expats in Portugal, in order to stay compliant and make the most of our finances. From understanding the expat tax obligations to navigating the Portuguese tax system, this video is a must-watch for …

1
Redefining Wealth In Retirement | Longevity In Health AND Wealth 10:19

2y ago10:19

10:19

Send us a text In this latest vlog as a retired couple, discover a new perspective on wealth in retirement with a focus on longevity in health AND wealth. Learn about moving to Portugal, specifically Madeira, as a retirement destination.By D & M

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