Category: Financial Planning
Practical Tips for Traveling (Ep. 22)

Practical Tips for Traveling (Ep. 22)

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Dreaming of world travel but unsure how to do it safely?

In this episode, Josh Leonard dives into how you can transition into a retirement life filled with safe, intentional travel. Learn how to embrace the excitement of exploring new places while also ensuring your safety, health, and financial well-being.

We’ll cover:

  • Blending in and maintaining a low profile while traveling
  • The importance of having an emergency plan and what it should include
  • The essentials of a travel first aid kit
  • The need for short-term travel insurance and its implications
  • Why digital copies of your important documents are vital and how to securely manage them
  • The pros and cons of solo travel and maintaining connections back home
  • Strategies to stay sharp, alert, and aware, minimizing risks during your travels
  • The significance of an emergency cash stash and how it can be a lifesaver
  • And more!

Resources:

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Are You Thinking About Un-Retiring? (Ep. 21)

Are You Thinking About Un-Retiring? (Ep. 21)

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Retirement just isn’t what it used to be.  

In this episode, Josh Leonard discusses the concept of “unretirement” and finding a mission in the next phase of life. They challenge the conventional understanding of retirement, discussing the potential pitfalls, tax implications, and the emotional aspects of stepping away from a lifelong career.

Josh unpacks:

  • The future of retirement and how individuals are seeking purpose beyond the paycheck
  • Caution against claiming social security too early due to potential repayments
  • Reasons why individuals return to the workforce post-retirement
  • The emotional aspects of work: finding a mission, purpose, and social connection
  • How work can serve as a gateway to community involvement
  • Tax implications of relocating during retirement
  • And more!

Resources:

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Overcoming Challenges and Achieving Goals (Ep. 20)

Overcoming Challenges and Achieving Goals (Ep. 20)

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We’ve got our very own IRONMAN 70.3 Steelhead accomplisher in the studio! 

In this episode, Josh Leonard shares his experience completing a half ironman race. Despite facing thunderstorms and a delayed start, Josh was able to swim comfortably and exceed his expectations on the bike leg. He emphasizes the importance of focusing on what you’re good at and enjoy, both in the race and in retirement. Despite setbacks, including a shelter-in-place order, Josh remained determined to complete the race.

Josh discusses: 

  • The key takeaways from his training
  • Reflections on the value of accepting unexpected challenges
  • The importance of the loving support he received from his wife and the community around him
  • The importance of setting goals and staying motivated
  • How this relates to achieving the goals that you set for yourself in retirement
  • And more

Resources:

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5 Reasons to Ignore the Market When You Retire (Ep. 19)

5 Reasons to Ignore the Market When You Retire (Ep. 19)

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Are you worried about the market affecting your retirement plans?

In this episode, Josh Leonard talks about five reasons to ignore the market when you retire. He explains each reason and emphasizes the importance of the corresponding retirement planning steps. But ultimately, it’s all about sticking to a long-term plan. Just like climbing a mountain, reaching the peak doesn’t mean you’re done. Your investments need time to grow. So, relax and tune in to learn more about creating a solid financial plan so you can ignore the market.

The 5 reasons Josh discusses: 

  • You still have a long timeline
  • You have planned for your retirement income
  • You can reduce market risk with a proper tax plan
  • Planning for market corrections
  • You have an ample emergency fund

Resources:

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Important Life Lessons Learned: Father’s Day Edition With Bill Leonard (Ep. 18)

Important Life Lessons Learned: Father’s Day Edition With Bill Leonard (Ep. 18)

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Father’s Day is a great time of the year to reflect on some of the most important life lessons and skills you have learned over the years.

In this episode, Josh Leonard invites a VERY special guest on the show, his father, Bill Leonard! Together they discuss some of the unforgettable life lessons and mindset-altering moments that made them into the fathers, professionals, and family men they are today.

Josh and Bill discuss: 

  • The mindset each of them was taught about work early in life and how it influenced their work ethic
  • How they curated a lifestyle that allows them to be at most, if not all, their kids’ ball games (and how you can too!)
  • Some advice for new parents and how to discover your child’s unique skills and interests throughout their development
  • Strengthening your family’s structure 
  • And more

Resources:

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About Bill Leonard: 

William Leonard founded Leonard Advisory Group to fill in the gaps he saw when helping his mother plan for retirement. Bill focused much of his career on the insurance and annuity industry. As an independent advisor, he helped thousands of retirees and pre-retirees face the financial challenges that lie ahead with confidence. Since 1996, Bill has worked in a variety of capacities, gaining valuable experience with insurance. In 2007, he became an independent consultant, focusing on income protection and retirement planning. Bill was an honorary host of the “Protecting Your Profits” radio show on 94.5 3WS Pittsburgh and a weekly guest on the national broadcast “Financial Safari” radio show heard locally on NewsTalk 104.7 FM. He has also been featured on WISR 680 AM and WORD FM. In his free time, Bill enjoys traveling, boating, skiing, hiking, biking, restoring antique vehicles, and spending quality time with family, friends, and clients. He has been married to his wife, Cindy, for almost 40 years. They have three children: Zach, Josh, and Zoey, as well as a crazy border collie named Sweep. After over 25 years of assisting families transition into retirement Bill is excited to transition himself into retirement at the end of 2022.

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Transitioning into Retirement with Jerome Myers (Ep. 17)

Transitioning into Retirement with Jerome Myers (Ep. 17)

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Getting stuck doing the things that you’ve always done just because you’ve always done them is one of the biggest atrocities of life. We have an opportunity each day to make something new and you should make the most of it.

In this episode, Josh Leonard brings on Jerome Myers to talk about one of the biggest lifetime transitions, transitioning into retirement. Jerome goes over the key areas of finding your next chapter in life and explains the significance of an “and” instead of an “or” lifestyle, the importance of prioritizing authenticity, how you can find your next mission in life, and how silence can help you find clarity.

Jerome discusses: 

  • Why he started to help people with exit planning and transitioning into retirement
  • The key areas of finding your next chapter 
  • The significance of an “and” lifestyle instead of an “or” lifestyle
  • Why it’s important to prioritize being your true, authentic self in all aspects of your life
  • How he helps people discover their next mission in life
  • How finding silence and peace can help you find clarity
  • And more

Resources:

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About our Guest: 

Jerome Myers is an award-winning engineer, investor, mentor, and business strategist who helps founders navigate their Exit Paradox through his masterminds and coaching programs.  

Prior to leaving his corporate leadership position, Jerome built a $20 million, 175-person division of a Fortune 550 company from scratch.  He now uses his project management, engineering, and business expertise to advise business leaders on key areas such as leadership strategy, process improvement, sales and data analytics in real estate, financial services, business services, and health care to help his clients double their revenue, time off and charitable giving.

Jerome is also a general partner in a multifamily real estate portfolio and serves on the North Carolina Agricultural and Technical State University Entrepreneurship Advisory Board. 

In 2022, Jerome won the prestigious alumni achievement award for the North Carolina A and T State University College of Engineering where a fully endowed scholarship has been created in his family’s name.  A noted media expert, Jerome has been featured in Business Insider, Black Enterprise, Entrepreneur, Biznow, CBS, ABC, and Fox.

Jerome has interviewed numerous newly exited operators (NEOs) on his top-ranked Dreamcatchers podcast which provides inspiration, education, and direction to his audience of founders who are building companies to sell after they exit the “Matrix”.

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Money Meets Machine: The Impact of AI in Financial Services (Ep. 16)

Money Meets Machine: The Impact of AI in Financial Services (Ep. 16)

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In a world where AI is slowly taking over our everyday lives, it is important to understand what exactly this technology is and how it may be beneficial to a number of different aspects of your life. 

In this episode, Josh discusses new AI ventures such as Chat GPT and how some of our everyday devices may not be so far from it. He shares the different ways this technology could be leveraged to serve our clients better.

Josh discusses: 

  • Some benefits AI might bring to your job and everyday life
  • The number of different AI vehicles you might not realize you are using on a day-to-day basis 
  • Ways we see it impacting the financial services industry 
  • How AI can be used to assist in data analysis and decision making
  • The benefits of using AI to personalize and enhance customer experience
  • The future of what these technologies could mean for us in a number of facets 
  • And more

Resources:

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Protecting Yourself from a Bank Collapse: Silicon Valley Case (Ep. 15)

Protecting Yourself from a Bank Collapse: Silicon Valley Case (Ep. 15)

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After the Silicon Valley Bank’s collapse, a lot of people panicked and started doubting the stability of their own banks where they hold accounts.

What is the difference between investing in a bank and depositing in it? Are my deposits insured? What can I do if I fear that my bank will collapse?

In this episode, Josh Leonard addresses the collapse of Silicon Valley Bank, what happened, and how it affected their clients and investors. He talks about how FDIC insurance works for our deposits, and what we can do to protect ourselves if our bank fails. Additionally, Josh explains high-yield savings accounts and how they give us good returns with our unused funds.

Josh discusses: 

  • The collapse of the Silicon Valley Bank and the factors leading to their failure
  • The difference between investing and depositing in a bank
  • How FDIC insurance can help protect your deposits
  • The importance of finding a diversified bank
  • High-yield savings accounts and some options for earning more interest on our unused money
  • And more!

Resources:

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Spring Cleaning! 10 Tips to Clean up your Finances (Ep. 14)

Spring Cleaning! 10 Tips to Clean up your Finances (Ep. 14)

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As the flowers bloom, the grass gets greener and our worries feel lighter, we know that spring is around the corner. You’re probably cleaning out your closets this spring or your garden beds but we’re going to talk about financial spring cleaning as this is a great time to get organized. It is a process of organizing your finances and reviewing your financial position. It can help find areas to save money, reduce expenses and improve your retirement.

In this episode, Josh Leonard discusses 10 different ways you can clean up your finances to get ready for this season and easily transition, helping you feel confident in your portfolio. 

Josh discusses: 

  • How you can calculate and review your expenses 
  • Cleaning up debt and checking your credit report
  • How to approach that junk drawer we all dread going in to 
  • Optimizing your tax strategy to pay fewer taxes in retirement
  • Some strategies on how to operate inactive accounts from prior jobs or student accounts that are no longer in use
  • And more

Resources:

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Your Recession Survival Guide (Ep. 13)

Your Recession Survival Guide (Ep. 13)

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Have you been in a sticky situation where you needed to pay a large amount of money but did not have liquid assets on hand? With price increases on basic necessary items, it is time to start thinking smarter, not harder. 

In this episode, Josh Leonard outlines a number of saving strategies you can start incorporating into your daily life now, to combat the stressors that come with surviving the current recession. 

Josh discusses: 

  • Some key tips for saving your money while prices hike up
  • Rising along with interest rates – locking in higher retirement rates
  • The 10% rule you can use as a guide for all of your investments in your portfolio
  • And more

Resources:

Connect with Josh Leonard: 

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