Devin Carroll, CFP® & John Ross, JD

Big Picture Retirement®

Business EN ↓ 307 episodes

Planning for, or already enjoying, your retirement? This is the show for you. The success of your retirement hinges on how well you connect the dots between legal, tax, and financial planning. Join your hosts John Ross, JD and Devin Carroll, CFP® as they dig beneath the surface to help you gain the confidence and clarity needed to navigate your retirement journey successfully.

Author

Devin Carroll, CFP® & John Ross, JD

Category

Business

Latest episode

Jun 15, 2026

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Episodes

Unpacking the New IRS Estate Planning Memo 03.06.2024

In today's episode, we examine the recent IRS Chief Counsel Memorandum, which introduces significant changes to one of the cornerstone strategies in estate planning. We explore how these new guidelines impact assets placed in trusts like intentionally defective grantor trusts (IDGTs) and spousal lifetime access trusts (SLATs). These trusts have traditionally been used to 'freeze' asset values for...

Too Much of a Good Thing? 28.05.2024

Lots of investors use the S&P 500 index as a key part of their investment plan, thinking it spreads their money out well among America's biggest companies. But in this episode, we're going to question that idea by looking at the risks of having too much money in just a few of the index's top companies. Even though the index includes 500 stocks, a big chunk of its value comes from just a few big na...

When Roth IRA Conversions Go Too Far 20.05.2024

Roth IRA conversions can be a powerful tool for retirement planning, offering tax-free growth and withdrawals. However, there's a fine line between optimizing and overdoing it. In this episode, we talk about the dangers of over-converting to a Roth IRA. We'll explore how converting too much can lead to higher taxes in retirement and cause missed opportunities later.  If you're thinking "I love the...

Estate Planning Lessons from the Rockefellers and Vanderbilts 13.05.2024

  Are there lessons we should learn from the comparison of the Rockefellers and the Vanderbilts? In this episode, we look at the contrasting estate planning tactics of two of America's wealthiest dynasties. While both families amassed incredible fortunes, their legacies diverged significantly due to their different approaches to wealth management and succession planning. If you're thinking "I love...

The Five Phases of Retirement 06.05.2024

  Retirement has five distinct phases and each of them have their own unique challenges and opportunities. Understanding these distinct phases is important for anyone who is approaching retirement or has retired within the past year or two. If you know what to expect on the road ahead, it should lead to a much smoother and more fulfilling transition into this new part of your life. If you're think...

The Secret Power of Investment Location 29.04.2024

In this episode, we dive into the concept of investment location—a tactical approach in asset allocation across various accounts like IRAs and joint accounts, which can significantly influence your tax liabilities.  If you're thinking "I love the Big Picture Retirement podcast" please consider rating and reviewing this show! This helps us support more people -- just like you -- move toward a confi...

The Home Buying Earthquake That Changes Everything 01.04.2024

In today's episode, we discuss the landmark $418 million settlement involving the National Association of Realtors (NAR) and its potential implications for the real estate industry. As retirees and others look to buy or sell homes, they're facing a big shift in how real estate services will be priced and delivered. Danny Devito video-https://www.americanrhetoric.com/MovieSpeeches/moviespeechotherp...

3 Types of Investors Who Should Avoid A Flat Fee Financial Advisor 25.03.2024

Flat-fee financial advisors aren't for everyone. In fact, there are three types of investors who should steer clear of flat-fee financial advisors. In today's episode, we'll talk about who should avoid hiring a flat fee advisor and either do it on their own or hire a traditional % of AUM advisor. If you're thinking "I love the Big Picture Retirement podcast" please consider rating and reviewing th...

The Surprising Way to Save Social Security (Without Raising Taxes or Cutting Benefits) 13.03.2024

Could the solution to saving Social Security be so glaringly obvious that it has been overlooked, or perhaps even ignored, due to political power dynamics? The concern about the insolvency of the Social Security trust fund looms large as the program faces financial instability, raising fear of increased taxes or reduced benefits for future beneficiaries. However, there is a glimmer of hope. This s...

The Unplanned Journey: Grandparents Raising Grandchildren in Retirement 04.03.2024

Description: In todays episode, we talk about the unexpected turns retirement can take, particularly when individuals find themselves in the role of raising a grandchild. This shift in family dynamics can significantly alter one's retirement experience, extending far beyond the obvious impact on travel plans. We'll explore the various aspects that come into play, including the financial ramificati...

The Risk of Grey Divorce 27.02.2024

In today's episode, we'll dive into the intriguing phenomenon of Grey Divorce, which refers to divorces occurring among individuals aged 50 and above. Surprisingly, while the overall divorce rate is on the decline, Grey Divorce is on the rise. Join us as we explore the reasons behind this trend and provide a few thoughts on how to proactively prevent it from happening or protect yourself if it doe...

How to Determine Your Risk Tolerance 19.02.2024

In this episode, we explore an unrefined, yet accurate, approach to determining your risk tolerance.  Beyond traditional risk tolerance questionnaires that often fluctuate with market conditions, we introduce two key criteria: Freak Out Number - Discover how to assess your decline tolerance in dollar terms, examining at what point you'd feel the need to make significant changes to your portfolio....

Unlocking the Ex-pat Dream: Debunking Myths and 2024's Top Destinations 13.02.2024

Ever dreamed about retiring to a sunny beach or quaint village in another country? How about living a life of luxury for less than $3,000 per month? In today's episode, we're debunking common myths and discussing the challenges of living abroad, while also highlighting the top destinations to consider moving to in 2024. If you're thinking "I love the Big Picture Retirement podcast" please consider...

5 Things Nobody Tells You About Retirement 05.02.2024

We've heard this hundreds of time... 'I wish someone had warned me about this when I retired.' More often than not, they're referring to one of five key challenges that catch many retirees by surprise. In today's episode, we're diving into each of these five areas. If you're on the cusp of retirement, this is crucial viewing to help you steer clear of unexpected hurdles and enter this new phase of...

3 Reasons You Should Choose A Flat Fee Financial Advisor 16.01.2024

In today's episode, Devin reveals a significant transformation in his professional approach — the transition to a flat fee structure. After a period of subtle hints, the change is now official and marks a new chapter for his firm. Join Devin and John as they discuss the motivations behind this decision, the considerable reduction in firm revenue to make the shift, and the reasons behind the growin...

Beyond Billionaires: The Ripple Effect of Taxing Unrealized Gains 08.01.2024

Taxing the richest's unearned income—why should it matter to you? This episode peels back the complexities of the proposed legislation targeting billionaires' unrealized capital gains to examine its broader consequences. We get into how this potential tax shift could create waves that may lap at the financial foundations of everyday investors.  If you're thinking "I love the Big Picture Retirement...

Encore: The Retirement Tax Torpedo 02.01.2024

The calculation the IRS uses to determine how you pay taxes on retirement income creates this danger zone where taxes can be SIGNIFICANTLY amplified. And if you fall into this danger zone, you could pay a MUCH higher tax rate on some of your retirement income. In this encore episode, we talk about how you can avoid the pitfall of paying way too much in taxes on that income. Although this show does...

Encore: Asset Protection for Personal Property 26.12.2023

How about this for a New Year's resolution - PROTECT YOUR ASSETS! In today's show, we bring back one of our most downloaded episodes where John covered the details on what to do with your personal property that could be exposed to creditors and ambulance-chasing attorneys.  Although this show does not provide specific tax, legal, or financial advice, you can engage Devin or John through their indi...

Encore: 6 Social Security Mistakes That Can Damage Your Retirement 18.12.2023

In today's encore episode, we're talking about how to avoid the six most common Social Security mistakes. Some of these mistakes can be easily corrected. However, others can result in long-term or even permanent damage.  In today's episode, John and I talk about: Small missteps that cause overpayment notices Miscalculating spousal and survivor benefits Avoidable earning's record errors The Social...

Encore: Tax Loss (and Gain!) Harvesting with Andy Panko 11.12.2023

Another special encore episode just in time for year end. Managing taxes in retirement may have a greater impact than any other single cost-saving measure you take. Today, we're replaying our epsiode with Andy Panko for a discussion into tax loss harvesting, and one that doesn't get a lot of attention... tax GAIN harvesting.  Visit Andy's Facebook group Taxes In Retirement  https://www.facebook.co...

Encore: The Fine Print of Beneficiary Designations 04.12.2023

Today we're bringing back a fan favorite from 2022. The Fine Print of Beneficiary Designations. This is something that seems straightforward at first glance - just fill out a form naming the people you wish to inherit your account in the event that you pass away.  Seems simple enough, right? What lurks in the background is some nuance contained within these designations that may result in unexpect...

Encore Episode: 3 Reasons for Roth Conversions 28.11.2023

Today we're bringing back one of our most downloaded episodes: The Three Reasons for Roth Conversions.  We released this back in May of 2023 and it's already shot up to be one of the most listened-to episodes we've ever recorded. That's really no surprise because Roth conversions have become a hot topic, and for good reason too. After paying taxes for all the years you've worked, who doesn't want...

The Vanguard Verdict: How Advisors Boost Returns by 3% 20.11.2023

In today's episode, we discuss an eye-opening study from Vanguard, a leader in the DIY investing space. In this report, they cover how partnering with a financial advisor could potentially amplify your average annual return by a notable 3%. (Hint…it's more than just "doing your investments.") We'll break down the methodology behind this report and explore the nuances of the value an advisor brings...

The Corporate Transparency Act: New Rules for LLCs and Small Businesses 13.11.2023

In 2021, the Corporate Transparency Act (CTA) was enacted with the goal of unveiling hidden ownership structures and counter illicit financial undertakings. Yet, while its implications are far-reaching, the conversation has largely missed a pivotal audience: owners and operators of LLCs and small businesses. These groups, despite being at the heart of the Act's purview, have received little guidan...

This Is Why You PAY YOUR ADVISOR! 07.11.2023

In this episode, we open the phone lines and talk directly with our listeners to answer their burning questions. Kristen from California  is at a crossroads post-retirement. At 61, she's contemplating drawing from her Social Security benefits but is held back by the perplexing windfall provision. Dive in as we shed light on its legislative history and the possible shift to the Public Servant Fairn...

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