Devin Carroll, CFP® & John Ross, JD
Big Picture Retirement®
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
Podcast website
Latest episode
Jun 15, 2026
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Episodes
#079: Is It Ethical To Strategize To Use Government Benefits? 02.07.2018 31:16
What are the the moral or ethical considerations of using strategies and loopholes to utilize government programs? Is this ethical? It cheating? Is it getting close to fraudulent? John and Devin go through some scenarios. For more information, visit the show notes at http://www.bigpictureretirement.net/079
#078: The Ridiculous Inaccuracy of Stock Market Predictions [Encore Presentation] 25.06.2018 37:26
While we move into our new recording studio, and with all the new listeners coming on board, we are replaying an episode from 6 months ago: The Tatoo Factor and Predictions that Didn't Happen Devin shared some examples of pretty dire predictions by investment professionals, and asked David and Andrew how they would respond. David points out that the fear of losing everything is pretty compelling –...
#077: 5 Smart Reasons to FIle Early for Social Security 18.06.2018 25:56
Devin talks about good reasons to file for Social Security at age 62. Every situation is different, and some folks will benefit more if they file later, but there are many people for whom it makes sense to file early: You need the income You Are Single and Have Health Issues Issues Related To Your Spouse's Benefits Survivor Benefits Minor or Disabled Children For more information, visit the show n...
#076: What We Wish You Knew About REITs 11.06.2018 28:31
Devin and John welcome Brandon Renfro to talk about Real Estate Investment Trusts (REIT). A REIT is a packaged investment product, like a mutual fund, that is invested in real estate related assets. There are a couple of different types of REITS that you can buy. For more information, visit the show notes at http://www.bigpictureretirement.net/076
#075: Is This Cheating the FAFSA? - College Tuition Hacks You Didn't Know 04.06.2018 45:51
For many, going to college is the goal, but the costs can be overwhelming. If you're a parent, or a grandparent, you've got to be thinking, "How do I keep these children from going into that hole?" John and Devin share ideas and tips for how to make college affordable for you or your children/grandchildren. For more information, visit the show notes at http://bigpictureretirement.net/episode-75-wa...
#074: The Right Way to Qualify for Medicaid for Long Term Care - Part 2 28.05.2018 38:22
Devin and John continue the discussion from Episode 73: The Right Way To Qualify for Medicaid for Long-Term Care Single person: you can have a house, you can have a car, you can have your funeral paid for, you can have $2,000. How can you bring your assets down below the $2,000 limit? There are quite a few good options. Now, if you're part of a married couple, you have a different set of issues. A...
#073: The RIGHT way to use Medicaid to pay for Long Term Care 21.05.2018 50:41
What is the right way to qualify for Medicaid for long-term care expenses? Listen in as John and Devin discuss Medicaid eligibility factors, non-countable assets, and what - if anything - needs to be done with assets now to possibly protect these assets down the road. For more information, visit the show notes at http://www.bigpictureretirement.net/073
#072: Should You Be Investing In Individual Stocks? 14.05.2018 43:51
Warren Buffett made a bet, that came to be known as Buffett's bet, that the S&P 500 would outperform any basket of hedge funds in the next 10 years. It started on the 1st day of January 2008, and was supposed to conclude at the end of 2017. If you look the final results, the S&P annualized gain was 7.1%, which is impressive considering that this challenge started during a terrible time in the mark...
#071: The Dangers of Chasing Dividends with Andrew Comstock 07.05.2018 20:01
This idea of dividends sounds good, but chasing yield often ends badly. Dividends aren't guaranteed, but having the right balance for your situation can benefit you when it comes to dividend-paying stocks. Learn what a dividend is and what to look out for when looking at dividend stocks at http://www.bigpictureretirement.net/071
#070: Does Your Credit Score Matter In Retirement? 30.04.2018 20:41
Is a credit score important while you're in retirement? That depends on your situation. For some people, maintaining good credit can continue to be valuable. For others, who won't be doing anything that requires credit, there's no need consider a credit score when making decisions. Find out more at http://www.bigpictureretirement.net/070
#069: Is A Target Date Fund Right For You? 23.04.2018 24:51
Managing your retirement savings can require a lot of knowledge and decisions. Lots of folks don't want to worry about which funds to be invested in, and what asset allocation is best for them. If that sounds like you, a target date fund might be right for you. Each fund is identified with a year, and generally you would be picking a fund that corresponds to the date when you plan to retire. They'...
#068: Roger Whitney on Living Well Today While Planning For Tomorrow 16.04.2018 19:41
Devin and John are joined by Roger Whitney, founder of the Retirement Answer Man Podcast and author of the recently released book, Rock Retirement . For more information, visit the show notes at http://www.bigpictureretirement.net/068
#067: Traditional Insurance vs. Health Sharing Arrangements 09.04.2018 31:31
Devin and John explore one popular alternatives to traditional health insurance: health care sharing arrangements. John has about 20 employees, and he provides health insurance to the employees (but not the families.) This is a high-deductible plan, so the employee still pays $3,000 to $4,000 per year before the insurance kicks in. So, as a general rule, John knows that he (and his employees) will...
#066: Talking Trade Wars With David Stein 02.04.2018 28:01
David Stein, host of the Money For The Rest of Us podcast, will explain the importance of trade, and how the trade, and trade wars, might impact you and your retirement. For more information, visit the show notes at http://www.bigpictureretirement.net/066
Market Update March 2018 30.03.2018 9:34
Devin brings on special guest Andrew Comstock to talk about what's going on in the market and what we can expect moving forward
#065: How Facebook and the Aging Population Might Impact Your Retirement Plan 26.03.2018 26:07
The Census Bureau has announced that by 2030, senior citizens (65 and older) will outnumber people aged 18 and under. What will this mean for health care costs and the security of pension plans? John and Devin also talk about a recent app that sold millions of people's Facebook information. Is this truly a data breach of sorts? For more information, visit the show notes at http://bigpictureretirem...
#064: Timing The Stock Market, and Protecting Social Security From Nursing Home Bills 19.03.2018 21:51
Each month or so, Devin and John devote an episode to answering listener questions. This week, they've picked two great questions submitted by listeners like you. Devin answered this question: "Is this a good time to invest?" John tackled the concern from a listener who asked: "Is there any way I can keep a nursing home from taking my Social Security?" For more information, visit the show notes at...
#063: Hiring a Tax Advisor | Encore Presentation 12.03.2018 44:17
Not all accountants are created equal. Some are just document processors. They get you in, do your return and send you on your way. Advice? Ha! Others actually care enough to ask the important questions and give you guidance that improves your tax outlook. For more information, visit the show notes at http://www.bigpictureretirement.net/hiring-right-tax-advisor/
#062: Jacob and Esau | Encore Presentation 05.03.2018 27:28
You've probably heard the Biblical account of Jacob & Esau. Hidden within this story is a powerful lesson about estate planning that is still overlooked today. For more information, visit the show notes at http://www.bigpictureretirement.net/episode-002-lesson-from-jacob-esau/
#061: What's The Best Age To File For Social Security 26.02.2018 27:01
As you approach your 60s, the hot question becomes, "When should I file for Social Security?" It's an easy question, right? You just figure out when you're going to die, and then do the math. Unfortunately, the world doesn't work like that. Devin points out that the real question should be, "What if I live longer than expected? For more information, visit the show notes at http://www.bigpictureret...
#060: Should You Buy Long-Term Care Insurance? 19.02.2018 40:01
Should I buy long-term care insurance? Should I keep the long-term care insurance I already have? These are important questions, and there are no easy answers. Long-term care is expensive, but long-term care insurance is also expensive. When you start looking at some of the statistics, it can get scary. But thankfully, the statistics don't show the whole picture. Once you consider all the issues a...
#059: How Much Are You Paying For Your Investments? 12.02.2018 20:30
How do you figure out how much money you're spending on your investments? In this week's episode, Devin and John talk about the types of fees you might be paying, and how you can figure out what they are. For more information, visit the show notes at http://www.bigpictureretirement.net/059
#058: Do You Need A Sexual Power of Attorney? 05.02.2018 25:34
One in three people will eventually have some type of dementia. By the time you reach age 80, your chances of having Alzheimer's is about about 50%, meaning that it's very likely for at least one spouse in an older couple to have cognitive decline. Which brings us to a serious question: Can your spouse give full consent to sexual activity if they have diminished memory and understanding? Devin and...
#057: The Amazon Effect and What It Means For Your Retirement 29.01.2018 30:10
Looking at changes from the investment perspective: The change in the environment of shopping may impact your investments. Investment in these new technologies may provide solid returns. On the other hand, investments in physical retailers and certain types of real estate may do poorly. It's definitely worthwhile to consider what the future might look like when you're selecting your investments, b...
#056: The Hidden Dangers of Leaving Inherited Property to your Heirs 22.01.2018 24:23
"Do I get a step-up in the basis of a property that I inherited?" This is the first of two questions in today's "Listener Questions" episode. Then John answers a question about leaving an inheritance to someone who may face a divorce. Should you do something special in this situation? To read more, or find more information, visit http://www.bigpictureretirement.net/056
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