James Conole, CFP®
Ready For Retirement
Ready For Retirement is the podcast dedicated to helping you learn the tips and strategies that will help you achieve your retirement goals. When it comes to retirement planning, it can quickly become overwhelming and easy to not take action. I designed this podcast because I want you to have the knowledge and confidence to create your secure retirement. My ultimate goal for all of my clients (and listeners) is to create peace of mind and that starts with having a strategy. I want you to spend more time thinking about what matters most to you in retirement. I post weekly episodes to keep you u...
Author
James Conole, CFP®
Category
Podcast website
Latest episode
Jul 4, 2026
Where to listen?
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Episodes
Open Enrollment: How to Navigate Medicare Options? 29.09.2020 27:53
On this episode of the Ready for Retirement podcast, James provides listeners with a broad but detailed overview of Medicare. Medicare is the federally maintained health care plan for all qualifying Americans aged 65 and up. There is always something in the news about Medicare and it can seem daunting to understand all of the different parts and supplemental plans, but James breaks down the basic...
5 Retirement Mistakes to Avoid Amidst Coronavirus 22.09.2020 21:36
The COVID-19 pandemic hit hard in early 2020, and it continues to remain prevalent as we near the end of the year. Whether you’ve just recently retired, or it’s coming up in the next few years, it’s likely the virus has brought about some financial uncertainty regarding your readiness for retirement. Before making any sudden changes, it’s important to remain rational and avoid these five big retir...
Retirement Uses for your Health Savings Account (HSA) 15.09.2020 14:47
James introduces the problem of saving for medical expenses in retirement and explains the concept of the Health Savings Account. In this brief episode, James lays out some of the basics of the HSA, including its framework and operation. James points out that the HSA is one of the easiest ways to save and accumulate money tax-free, whether saving for health expenses or not. He encourages listener...
7 Ways to Plan Better with Roth IRAs 08.09.2020 24:12
The topic of this episode of the Ready for Retirement podcast is Roth IRAs. A Roth IRA allows your money to grow tax-free and provides fewer limitations than other investment accounts. James outlines 7 of the main benefits of using Roth IRAs in your portfolio to strengthen your retirement funding. Unlike other investment accounts, you are able to withdraw your contributions at any time as long as...
Should I Invest In Gold? 01.09.2020 21:38
In this episode of the Ready for Retirement podcast, James discusses gold and whether it is a good investment or not. He begins by giving an update on the current price, reminding listeners that this is a unique environment and conclusions should be drawn from historical data only. After giving a disclaimer about his experience, he explores whether gold has a history of holding value. Prior to 19...
What Tax-Efficient Investment Strategies Exist After I Max My 401(k)? 25.08.2020 24:00
The topic of this episode of the Ready for Retirement podcast is tax-efficient ways to invest after maxing out your 401(k). You might not know that you can deposit after-tax contributions to your employer 401(k) plan, which will allow you to save future money and attain higher growth in that plan. Another option is mega backdoor Roth contributions, which are in-plan conversions to Roth IRAs that...
How Will the Presidential Election Impact the Stock Market? 18.08.2020 16:52
Our topic on this episode of the Ready for Retirement podcast is the myth that investments are negatively impacted during election years. Many people shift their portfolios to less risky investments or pull out their funds entirely during election years because of this belief, but is it true? While there may be some residual effects of elections, particularly presidential elections, on the stock...
What are the Best Retirement Plan Options for the Self-Employed? 11.08.2020 19:02
Whether you’re a freelancer or an entrepreneur, being your own boss has many perks. You can set your own schedule, prioritize the projects that mean the most to you, and you have the leverage to make key decisions that can alter the course of your career. When you’re self-employed, however, you don’t have the built-in HR benefits that come with being an employee of a company — instead, you need t...
What Issues Do You Need to Consider For Aging Parents? 04.08.2020 20:59
Our topic on this episode of the Ready for Retirement podcast is the issues you need to keep in mind when helping your aging parents with their finances and estate plans. James describes the five main categories of issues that need to be considered: cash flow and living arrangements, estate planning, insurance, tax planning, and asset and debt. No one is really ever prepared to walk through these...
[Case Study] How to Turn Charitable Giving Into $100k+ Tax Deductions 28.07.2020 21:52
On this episode of the Ready for Retirement podcast, James discusses a strategy for increasing your tax savings through charitable giving. James gives the example of a couple who contributed $12,000 to charity every year but they were still taking the standard deduction every year on their taxes, so they were never able to reap any tax deduction benefits from their contributions. He helped them s...
What Issues Should You Consider Before Retiring? 21.07.2020 18:29
This episode of the Ready for Retirement podcast is a top-level flyby of the topics to consider as you prepare for retirement. Many of these topics have been covered in detail in previous episodes, so you may find it helpful to go back and listen to have a better understanding. The main issues that should be involved in your retirement planning are cash flow, healthcare and insurance, asset and d...
Countdown to Retirement: Is Your Spouse Ready For You to Retire? 14.07.2020 18:33
You have made it to the final episode of the countdown to retirement mini-series on the Ready for Retirement podcast! If you didn’t catch the previous episodes, go back and listen to Episodes 12-14 of the podcast to have a full understanding of the countdown. The fourth question, which is the topic of this episode, is: Is your spouse ready for you to retire? The answer really comes down to expect...
Countdown to Retirement: Do You Know What You'll Do When You Retire? 07.07.2020 18:26
The topic of this episode of the Ready for Retirement podcast is the 3rd question in the Countdown to Retirement series: “Do you know what you’ll do when you retire?” This can be an overwhelming question to contemplate at the end of a long career, when you’ve spent your entire life up to that point pushing towards the “next thing”, and you don’t have to have the answer right now, but hopefully th...
Countdown to Retirement: Have You Had Enough Work? 30.06.2020 12:46
This episode of the Ready for Retirement podcast is the second part of four within a mini-series that answers the question “How do you know if you are on track for retirement?” In these four episodes, James outlines the four distinct questions that will ultimately help you know if you are on track. In this episode, James answers this question: Have you had enough work? Some people think that there...
Countdown to Retirement: Do You Have Enough Money? 23.06.2020 17:18
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Is It Better to Pay Off Debt or Invest Going Into Retirement? 16.06.2020 23:17
Our topic on this episode of the Ready for Retirement podcast is how to handle your debt and investments before retirement. It seems like there is a constant tension between paying off debt and contributing to investment accounts when you have extra cash flow. How do you know which is the right decision in the long run? James outlines several crucial considerations as you develop the strategy that...
Will COVID-19 Cause Social Security to Run Out of Money? 09.06.2020 18:31
On this episode of the Ready for Retirement podcast, James discusses the question: Will Social Security run out? In the aftermath of the economic impacts of COVID-19, many people are concerned by the new budget model predictions that purport that the Social Security trust will be depleted sooner than expected. There are many factors to this prediction, a considerable one being the high unemploymen...
How "Safe" is Too Safe For Your Retirement Portfolio? 02.06.2020 20:21
Many of us know people who needed to continue working into retirement in the wake of the 2008 financial crisis. There are benefits and risks to having a diversified investment portfolio, but it would be helpful to know what’s too risky—and what’s too safe. In order to better understand what makes a portfolio safe in the first place is to understand what kinds of risks exist. There are risks acros...
Should I Take a Small Mortgage Into Retirement? 26.05.2020 16:33
Our topic on this episode of the Ready for Retirement podcast is whether you should retire with a mortgage. Many people believe that carrying a “small” mortgage into retirement with them will be advantageous in terms of tax deductions, but the reality is that unless your mortgage is rather large or you contribute to charity significantly, you will likely be better off using the standard deduction....
How Much Will It Cost For Me To Retire? 19.05.2020 18:20
On this episode of the Ready for Retirement podcast, James tackles the topic of how much money you will need to retire. Many people have an inflated view of their retirement needs, thinking that they will need to save dollar for dollar what they currently need each month to maintain their standard of living. However, this is not necessarily the case because of the shifts in expense amounts between...
Should You Collect Social Security As Soon As You Retire? 12.05.2020 18:54
In this episode, James discusses one of the biggest questions about retirement: when should you collect Social Security? There are many opinions about this topic which is why it’s important to understand Social Security and your personal financial situation to make a well-informed decision. James tells listeners six things to take into consideration to decide when to collect Social Security. The...
What Should You Expect Taxes to Be in Retirement? 05.05.2020 19:41
In this episode, James talks about key factors that might influence future tax policy. This is especially important for retirees and soon-to-be retirees because a change in your tax bracket could affect your income in retirement. We cannot see into the future, but we can make some predictions about how to best prepare for what taxes will look like in retirement. James talks a bit about the histor...
Lump Sum vs Annuity - Which Pension Option Should You Choose? 28.04.2020 27:21
People who have a pension often wonder whether they should convert it into an annuity or a lump sum rollover. This is a huge decision and most people don’t know the right questions to ask that will help guide them while making it as they approach retirement. In this episode, we dive right in by giving listeners some definitions of what annuities and lump sum rollovers are before covering the main...
How Will This Bear Market Impact Your Retirement? 15.04.2020 20:03
The recent bear market was the fastest in the history of the S&P 500, taking only 16 days for it to fall 20%. For younger investors, this is a great opportunity to buy good stocks at low prices, while for those closer to retirement, it might seem like there is no time to recover. In this episode, James shares a four-part framework which helps you to see if you are still on track with your ret...
4 Easy Ways to Reduce Taxes In Retirement 14.04.2020 23:32
Episode 02: Show Notes. Welcome to the first full episode of Ready for Retirement, we are so happy to have you join us here as we share some great and simple strategies for making retirement that much easier and enjoyable! A big part of doing this has to do with tax and that is our focus today. If you can optimize your taxation situation you can alleviate a lot of unnecessary strain on your finan...
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