

Ready For Retirement
James Conole, CFP®
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 up-to-date on all the best tips and strategies to create a retirement that excites you. Everything from investing tips, tax planning, withdrawal strategies, insurance planning, Social Security, and that's just the start! Let's help you maximize your return on life. We use your money and the strategies I share in this podcast to do just that!
Episodes
Mentioned books

Jan 2, 2024 • 27min
3 Ways to Protect Against Sequence of Return Risk in Retirement
James explores the concept of sequence of return risk in retirement planning. Most people are unaware of how risky this is, as it doesn’t become an issue until you begin living off your portfolio.Responding to a listener’s inquiry about early retirement, James dives into the potential impact of market timing on retirement outcomes. Learn three actionable strategies:Ensure a reasonable initial withdrawal rate.Implement a suitable withdrawal strategy.Own a diversified mix of assets.Questions Answered:How does sequence of return risk impact retirement outcomes?How can early retirees protect against sequence of return risk?Timestamps:0:00 - Ben’s question3:19 - Sequence of returns matters6:48 - 3 projections to consider11:49 - The 4% rule16:05 - Considerations for early retirees18:57 - 3 protective takeaways22:15 - SummaryCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Dec 26, 2023 • 22min
Should We Sell Stocks to Make a Large Purchase?
Should you sell long-term stocks for a real estate investment?I walk through one listener’s question and explain what you need to consider before making such a decision. Aside from the obvious–is it a good financial investment–you also need to consider if it's a good emotional decision.Learn:➡ The tax implications: how are capital gains taxed differently?➡ How to compare the dividends of a bond to those of a property investment➡ What important factors and questions need to be carefully accounted forQuestions Answered:When does it make sense to sell long-term stocks for real estate investments?How can you determine the “dividends” of a real estate investment?Timestamps:0:00 - Trade stock for real estate?2:55 - Calculate yield6:39 - Consider net operating income9:15 - Other considerations12:36 - Calculate taxes18:57 - Quick summaryCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Dec 19, 2023 • 30min
Am I Crazy For Paying My Financial Advisor $25k/year?
When you’re doing well financially, paying advisor fees might seem unnecessary. So do you need an advisor if you’re already in a good place?Having a successful retirement isn’t just about not running out of money; it’s about what more you can do.Through a real-life client story, I explain how having an advisor’s perspective to implement the right strategy can be more valuable than the cost of their fee.Advisors can help you avoid biases in the way you invest and plan. They can ensure you have the right withdrawal strategy and don’t overpay on taxes. When handling finances for yourself, you may worry about what you could be missing. A good financial advisor will give you peace of mind, knowing you have all the right information.It’s important to reframe your thinking: Is the cost of your advisor justified by the value provided? Questions Answered:What’s the opportunity cost of not having an advisor?What value does an advisor provide when you are stable financially?Timestamps:0:00 Financial advisor vs DIY3:37 Does an advisor add value?8:30 Story of lost opportunity12:27 Understand the bigger picture13:41 Being ok vs optimizing17:44 Risk of wrong withdrawal strategy21:13 Risk of overpaying taxes22:20 Continuity costs23:27 The real goal27:31 Appropriately compareCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Dec 12, 2023 • 21min
When Should You Collect Social Security if Your Spouse is Much Older?
James addresses a listener's question regarding Social Security strategies in retirement. Sasha, aged 59, seeks advice on when to start collecting Social Security, considering her husband's benefits and their overall retirement plan. James emphasizes the importance of considering spousal benefits, survivor benefits, and age gaps in making this decision. He explores the complexities of Social Security analysis, encouraging listeners to run break-even calculations based on the assumed age of the first spouse's death rather than just life expectancy. James also shares a real-life example where delaying one's own benefit and collecting a survivor’s benefit early can be a strategic move. When choosing a Social Security claiming strategy, evaluate the broader impact on taxes, withdrawal rates, asset allocation, and legacy considerations. Questions Answered: How does the age gap between spouses impact the Social Security claiming strategy?What factors should be considered when deciding on your Social Security claiming strategy?Timestamps:0:00 - Sasha’s SS question2:19 - Analysis of Sasha’s situation5:51 - The challenge9:08 - When assumptions don’t pan out12:29 - General principles16:08 - Look at the whole pictureCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Dec 5, 2023 • 20min
Roth IRA Tax-Free Withdrawals: 5-Year Rule Explained
James explores the nuanced aspects of Roth IRAs, shedding light on intricacies that can confound even experienced investors. Through a listener question from Manfred, a retiree contemplating a $50,000 conversion from a 401k to a Roth account, James dissects the crucial five-year holding period and the order in which contributions, conversions, and earnings are treated during withdrawals. James also provides clarity on distribution rules, exceptions, and strategic considerations, offering a comprehensive guide to navigating the complexities of Roth IRAs for optimal retirement planning.Questions Answered:How does the timing of subsequent conversions impact the application of the five-year rule?In Roth IRA withdrawals, what is the specific order of operations, and what implications does that have? Timestamps:0:00 Manfred’s question 1:39 Get the cheatsheet2:37 Understanding source nuances7:01 The five-year rule8:37 IRS’s order of operations11:59 Exceptions to the rule13:49 Only a small impediment16:14 Back to Manfred’s exampleCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Nov 28, 2023 • 40min
Retire Happy: How to Navigate Your Retirement Transition with Joe Kuhn
When we think of retirement, it often evokes dreams of leisure, relaxation, and the freedom to pursue one's passions. Yet, the decision to retire is not merely about leaving a career; it's about embarking on a new chapter filled with purpose and fulfillment. Joe Kuhn, a seasoned retiree and creator of the "Joe Kuhn Loves Retirement" YouTube channel, shares valuable insights gained from his personal journey.Retiring to Something, Not Just From SomethingRather than focusing solely on leaving behind the stresses of work, Joe advocates for retiring to something meaningful. His emphasis on having specific plans, hobbies, and activities in retirement resonates with the idea that the transition isn't just a departure; it's an arrival into a new, purposeful phase of life.Slow Travel and the Joy of Unplanned AdventuresJames and Joe discuss the concept of "slow travel," an approach that involves savoring the journey rather than rushing to the destination. By embracing the beauty of unplanned adventures, he emphasizes that retirement opens up the possibility for individuals to explore at their own pace, fostering a deeper connection with the world around them.Adaptability and Embracing ChangeJoe shares the evolution of his retirement plans, demonstrating the importance of being open to change. Unforeseen events, such as the COVID-19 pandemic, forced him to reevaluate his consulting work, inspiring his YouTube channel’s transformation into a retirement coaching platform. Joe's story underscores the resilience required in retirement, encouraging individuals to navigate the uncertainties with flexibility and a willingness to explore new paths.Slowing Down and Recognizing StressJoe reflects on the shift from a high-stress, task-oriented mindset to a more relaxed and balanced lifestyle. The act of slowing down, evident even in routine tasks like mowing the lawn, becomes a metaphor for the broader shift in priorities during retirement. Joe's candid revelation about being unaware of the stress he carried during his working years prompts listeners to reconsider their own well-being and the impact of stress on health.Spending Less and Financial RealitiesContrary to expectations, Joe reveals that he is spending significantly less than initially estimated. Adjustments in car usage, changes in insurance, and a transition to streaming services contribute to this surprising revelation. It is important to carefully assess finances and the need to adapt spending habits in retirement based on changing circumstances.Confidence to Spend and Seeking SupportJoe addresses a common fear amongst retirees – the confidence to spend money. Despite having sufficient resources, many individuals hesitate due to economic uncertainties. Joe advocates for seeking support, such as from financial advisors, to gain confidence in financial decisions. Retirement is not just about financial planning; it's about developing the confidence to enjoy the fruits of one's labor.Joe Kuhn's journey through retirement offers unique insights for those contemplating or navigating this significant life transition. From the importance of retiring to something meaningful to the adaptability required in the face of unforeseen challenges, Joe's experiences provide a roadmap for creating a fulfilling retirement anchored in purpose, flexibility, and financial mindfulness.Timestamps:0:00 Emotional prep for retirement 1:34 Joe retires at 544:54 Fear versus time10:04 Retire to (not from) something14:57 Try different paths19:44 Adjust to a slower pace24:42 Release hidden stress26:55 Spending in retirement3Create Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Nov 21, 2023 • 25min
Tax-Loss Harvesting Strategies to Maximize Your Benefit and Avoid Costly Mistakes
Tax loss harvesting is a strategy that investors use to reduce their tax bill. However, there are many misconceptions about tax loss harvesting, including when it's valuable and how to do it effectively.James debunks some of the most common myths about tax loss harvesting and explains how to use this strategy to your advantage.Questions Answered:How can investors benefit from tax loss harvesting by offsetting capital gains and ordinary income taxes?What are the rules and limitations surrounding tax loss harvesting, including the wash sale rule?Timestamps:0:00 Intro3:59 Listener example6:26 Identify a replacement security11:17 Example17:20 Capital losses20:30 Looking at tax loss harvest23:44 Intentionally realizing gains24:25 OutroCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Nov 14, 2023 • 27min
How to Teach Your Adult Children to Plan for Retirement
James walks through a framework of how you ensure that your legacy goals include more than just leaving a chunk of money to your kids when you're gone.He explains the key concepts that can help your child develop strong money management skills. From starting early to diversifying your investments, learn how you can help set your child up for financial successQuestions Answered:Why is it important to start investing for retirement early in life?How does early investment preparation not only benefit your retirement but also your financial well-being in your younger years?Timestamps:0:00 Intro3:42 Here's where to start7:36 Owner vs lender13:46 Diversification15:42 Starting early18:26 Why it matters21:53 Where are you investing?25:11 Questions to consider26:08 OutroCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Nov 7, 2023 • 22min
Is Your Portfolio Big Enough to Benefit From Roth Conversions?
What are the benefits of Roth conversions in retirement planning? James addresses questions about when Roth conversions become worthwhile.This episode explores key factors:Changes in tax bracketSpousal scenariosImpact of portfolio size on tax savingsPotential tax savings tend to increase with a higher portfolio balance but be careful not to take unnecessary Roth conversions. James explains different strategies to optimize tax planning.Questions answered:Is there a specific portfolio value at which Roth conversions should be considered?Why might one choose not to do a Roth conversion, and what are the alternatives?Timestamps:0:00 Intro3:14 Scenario6:47 Tax bracket11:15 Provisional income14:27 Spousal scenario16:45 Bottom line20:29 OutroCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Oct 31, 2023 • 26min
Does It Ever Make Sense to Purchase an Annuity?
Have you ever wondered if purchasing an annuity makes sense for you?There are two conflicting opinions from financial advisors: some advocate for annuities while others advise against them. James explores the concept of being a fiduciary and the challenges of understanding the financial advisory industry. He covers when annuities may be a suitable option, such as providing guarantees, protecting against longevity, guaranteeing core expenses, and the benefits of Qualified Longevity Annuity Contracts (QLACs) in reducing required minimum distributions.There is no one-size-fits-all approach to financial planning. Your individual circumstances and goals will determine whether annuities are the right choice. It's always a good idea to seek professional advice and review all your options when making decisions about annuities.Questions answered:Is an annuity a suitable financial product for retirement planning?What factors should you consider when deciding whether to purchase an annuity?Timestamps:0:00 Intro2:51 What is a fiduciary?8:43 Explaining annuities10:53 The wrong way to look at it13:23 Another way to look at it17:53 When is there a case for an annuity?19:49 Another case22:06 Qualified Longevity Annuity Contract24:40 OutroCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!


