

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

Sep 2, 2025 • 18min
How to Avoid the Widow’s Tax (Before It’s Too Late)
Discover how the shift from married to single tax brackets can significantly impact surviving spouses during a vulnerable time. Explore three proactive strategies to mitigate the widow’s tax, including strategic Roth conversions to lower future tax exposure. Learn how to maximize Social Security benefits for a stronger income foundation and navigate IRS life expectancy tables for efficient withdrawals. With careful planning, you can ensure financial stability for the future and ease the burden during tough times.

Aug 26, 2025 • 39min
They Gave Up the ‘Traditional’ Retirement to Live the Life They Always Wanted: The Retirement Travelers
Redefining retirement with purpose and adventureJohn and Bev retired at 55, sold almost everything, and traded their dream home for two backpacks, golf clubs, and a life of full-time travel. Since then, they have visited 107 countries and all 50 states as “The Retirement Travelers.”Their journey began during COVID, when cancelled plans led to an Airstream trip across America’s national parks. Living in 220 square feet showed them how little they truly needed—freeing them to downsize, travel, and focus on experiences over possessions.With Bev’s MS diagnosis adding urgency, they embraced their “go-go years” while working closely with financial planners to ensure their plan supported their lifestyle. They now share stories, practical tips, and inspiration through their platform, proving meaningful travel does not require expensive, tourist-heavy destinations.Their message is simple: whatever your dream is, pursue it now.Learn more here: https://www.retirementtravelers.com_ Advisory services are offered through Root Financial Partners, LLC, an SEC-registered investment adviser. This content is intended for informational and educational purposes only and should not be considered personalized investment, tax, or legal advice. Viewing this content does not create an advisory relationship. We do not provide tax preparation or legal services. Always consult an investment, tax or legal professional regarding your specific situation.The strategies, case studies, and examples discussed may not be suitable for everyone. They are hypothetical and for illustrative and educational purposes only. They do not reflect actual client results and are not guarantees of future performance. All investments involve risk, including the potential loss of principal.Comments reflect the views of individual users and do not necessarily represent the views of Root Financial. They are not verified, may not be accurate, and should not be considered testimonials or endorsementsParticipation in the Retirement Planning Academy or Early Retirement Academy does not create an advisory relationship with Root Financial. These programs are educational in nature and are not a substitute for personalized financial advice. Advisory services are offered only under a written agreement with Root Financial.Create Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Aug 21, 2025 • 18min
The Hidden Cost of Financial Optimization (And How to Avoid It)
Is financial optimization always the best path to happiness? The discussion dives into the Five Types of Wealth—financial, time, social, mental, and physical. Real-life examples highlight how investing in convenience or health can lead to greater well-being. The balance between financial decisions and personal peace of mind is explored, illustrating how comfort levels play a crucial role. Ultimately, the conversation challenges the notion that wealth is solely about money and advocates for a life focused on fulfillment and joy.

Aug 19, 2025 • 21min
When Money Isn’t Enough: The 5 Types of Wealth You Need Before Retiring
Exploring the complexity of retirement, this discussion reveals that wealth isn't just financial. It highlights the importance of balancing financial security with time freedom, relationships, and well-being. Personal stories emphasize setting boundaries for family and emotional fulfillment. The journey of self-reflection guides listeners to redefine what 'enough' means in life. Ultimately, the conversation advocates for a holistic approach to wealth, encouraging a life well-lived beyond just numbers.

Aug 12, 2025 • 17min
Here's How Early Retirement Will Impact Your Social Security Benefit
Worried about how early retirement might affect your Social Security? Turns out, it likely won’t hurt your benefits! They discuss how benefits are calculated based on your 35 highest earning years, not your retirement age. Even part-time work can boost your income during semi-retirement. Monthly benefits range significantly based on when you claim them, with a striking difference between starting at 62 versus 70. Curious about your personal benefits? You can easily check your estimate on the SSA website!

Aug 7, 2025 • 17min
Does Your Spouse Really Know the Financial Plan? Why That Matters │ Root Talks
Engaging both partners in financial planning is essential for success. Discover how open communication can unveil hidden dreams and values that drive shared goals. Uncomfortable questions, like spending versus political donations, spark honest conversations that deepen relationships. This connection transforms financial planning into a collaborative journey, where both voices matter and decisions align with family aspirations. Learn why true financial conversation is about more than numbers; it’s about understanding each other’s hopes for the future.

Aug 5, 2025 • 17min
Can You Retire Without $1 Million? The Truth Might Surprise You
Toss aside the myth that you need a million dollars to retire happily. It's all about sustainable cash flow and understanding your expenses. With real examples, like a couple thriving on $300K, you'll see that small lifestyle tweaks can drastically lower your savings goals. The key is measuring what 'comfortable' means for you and calculating your real income gap. Guaranteed income streams, such as Social Security, play a crucial role in retirement planning, making personalized strategies more important than ever.

Jul 29, 2025 • 7min
The #1 Way to Ruin Your Retirement (Most People Do This)
Discover how a children’s poem can reshape your retirement perspective. The discussion reveals the mistake of prioritizing wealth over well-being. It highlights the difficulty of breaking free from the accumulation mindset, even with financial independence. Instead of fearing poverty, the real risk is not recognizing when you have enough. Learn how a tailored financial plan can transform your focus from merely growing wealth to truly enjoying life.

Jul 24, 2025 • 17min
How to Know If You’re Ready to Retire (Hint: It’s Not Just About Money)
Retirement isn't just about having the right finances; it involves a complex emotional journey. The discussion highlights how severance offers can serve as valuable trial runs for life beyond work. Golden handcuffs often trap high-achievers in jobs they wish to leave, overshadowing what truly matters: time and connections. Fear-setting emerges as a clever tool for tackling anxieties surrounding retirement. Ultimately, community support and shared experiences are emphasized as vital for navigating this significant life transition.

Jul 22, 2025 • 12min
This Is Why Financially Ready People Struggle to Retire
Many financially secure professionals hesitate to retire, caught in the cycle of 'just one more year.' This discussion highlights the five dimensions of wealth: financial, time, physical, social, and mental. Time wealth, often overlooked, emphasizes the importance of living healthily and vibrantly. Physical health influences the enjoyment of retirement, while social connections enhance longevity and happiness. Lastly, mental wealth focuses on purpose and clarity, suggesting that true readiness may involve more than just financial security.