The Life Planning 101 Podcast

This Week in the Market - Episode 88 (9/19/25)

In this episode of Black and White Market Minute, Aaron Kennedy and Sam Barker discuss the current state of the market and economy. They explore whether the market is in a bubble, considering factors like investment, productivity, and historical comparisons. They also touch on the potential impact of AI and energy on future growth.

Do You Really Have Enough Life Insurance?

On this week's episode, Angela discusses the importance of life insurance and addresses common misconceptions about its cost and coverage. She emphasizes the need to assess whether individuals are adequately insured, especially considering that many Americans are either uninsured or underinsured. The episode aims to educate listeners on making informed decisions about life insurance to protect their families' financial futures.
Key Takeaways 💡
A significant number of Americans, estimated at 42%, believe they are either uninsured or underinsured, according to a 2024 LIMRA study; however, this is a self-diagnosed statistic, suggesting the actual number of underinsured individuals may be even higher, highlighting the need for greater awareness and education about adequate life insurance coverage.
While permanent life insurance policies have their place, they are not always the best solution for everyone, and it's crucial to avoid canceling term insurance to purchase smaller permanent policies, as having the right amount of coverage is more important than the type of policy.
When determining the appropriate amount of life insurance, it's essential to consider income replacement for the surviving spouse, especially for younger families or those building towards retirement, as well as those in retirement who may need to fill gaps due to pension benefits or expected inheritances.
A million dollars in life insurance may not provide as much income as one might think, as a sustainable income that keeps pace with inflation might only yield $30,000 to $40,000 per year, emphasizing the need to consider the amount of income that would need to be replaced in the event of one's death.
Term insurance can be an inexpensive way to obtain a significant amount of coverage, and a 45-year-old man in decent health can obtain a million-dollar term policy for around $170 a month, making it a viable option for those who may have thought they could not afford adequate coverage.
When selecting a life insurance policy, it's important to consider factors beyond just the cost, such as the insurance carrier's stability and the policy's features, including the ability to convert to a permanent product or use the death benefit for chronic care, as the cheapest policy may not offer these valuable benefits.
Individuals can use the life insurance needs calculator provided by the Life Happens organization to determine how much life insurance they need, and it is important to seek professional guidance to build a holistic plan that fits their needs and goals.

What is Your Money Really Making?

In this episode, Angela discusses the importance of considering taxes and inflation when evaluating investment returns. She emphasizes that ignoring these factors can significantly reduce the real rate of return and impact long-term financial planning. She also touches on the potential financial challenges facing future generations due to factors like boomer spending habits, healthcare costs, and tax implications on inherited retirement plans.
Key Takeaways 💡
When evaluating investment returns, it's crucial to consider the impact of taxes and inflation to determine the real after-tax rate of return. A seemingly good return of 10% can be significantly reduced to around 2.9% when factoring in a 40% tax rate and 3% inflation, highlighting the importance of tax-efficient investment strategies. Ignoring these factors can lead to an inaccurate understanding of how much money you're actually making and whether your investments are truly keeping pace with the rising cost of living.
Even seemingly safe investments like money markets and interest-bearing instruments can result in negative real returns after accounting for taxes and inflation. For example, a 4.5% return on such investments can turn into a negative 0.29% real return when subjected to a 40% tax rate and 3% inflation, illustrating the need to consider all financial planning aspects. This underscores the importance of seeking professional advice to navigate the complexities of tax planning and investment strategies.
Boomers like to spend money, and the X and Y generations should not rely on inheriting their parents' money for retirement. Boomers may be spending more than they can sustain, and long-term healthcare costs could deplete their funds. Additionally, inherited qualified retirement plans are subject to taxes within 10 years of inheritance, which could significantly reduce the amount received.
Ignoring taxes and inflation in financial planning is a mistake, as Uncle Sam and inflation can significantly erode investment gains. However, there are strategies to mitigate these effects, such as creating tax-free investment vehicles and adjusting investment strategies. It's essential to consult with a financial professional to develop a comprehensive financial and tax plan that addresses these challenges and helps achieve long-term financial goals.

What Do You Want Your Story to Be? (Rebroadcast)

In this episode, Angela encourages listeners to reflect on their lives and consider whether they are living with purpose. She shares an unusual obituary as a starting point for reflection and challenges listeners to envision their own lives and legacies, urging them to take steps to align their actions with their desired stories.
Key Takeaways 💡
Reflecting on others' lives, such as through obituaries, can provide valuable insights into our own lives and help us consider our purpose. The story of Pat Stocks, a 94-year-old woman whose obituary was shared on the podcast, serves as a reminder that life is short and encourages listeners to think about what they want their own stories to be.
It's important to periodically assess whether you are living the life you truly want and to align your actions with your values and goals. Many people get caught up in the busyness of life and fail to pause and reflect on whether they are living with purpose, often ignoring the signs that they may not be on the right path.
To gain clarity on your life's purpose, imagine yourself in your favorite place during your final days, looking back on your life and consider what you want your story to be. Then, assess whether you are currently living that story and identify any areas where you need to make changes.
We offer a tool called the "LifeScore Card" on our website (https://www.kennedy-financial.com/lifescore-card) to help individuals assess different areas of their lives and identify areas for improvement. This tool can provide a more detailed and nuanced understanding of how well you are living in alignment with your desired story.
Most people only get one chance to raise their kids, enjoy their grandkids, and experience retirement, so it's crucial to live with intention and purpose. Instead of simply going through the motions, strive to live a life that reflects your values and passions.
Writing your own obituary can be a powerful exercise to gain clarity on your priorities and identify areas where you may want to make changes in your life. This exercise can reveal discrepancies between what you consider important and how you are actually spending your time and energy.
The poem "The Dash" by Linda Ellis emphasizes that the most important aspect of a person's life is not their possessions or accomplishments, but how they lived and loved during the time represented by the dash between their birth and death dates. Listeners should reflect on whether they would be proud of how they spent their dash.

This Week in the Market - Episode 87 (8/29/25)

In this episode, Aaron and Kade discuss  the current market conditions, recent portfolio changes, and broader trends impacting investment decisions. Topics covered include the market’s recent lack of volatility, the influence of sentiment on bubbles, the semiconductor industry’s developments (especially Nvidia and ASML), changes in the portfolio such as selling Hershey’s and trimming Costco, and a new investment in Rolls-Royce with its innovative approach to power generation and motor leasing. The conversation provides detailed reasoning for each portfolio move and insight into current financial trends and psychology.

How Much Will Uncle Sam Benefit from the Sale of Your Business?

In this episode, Angela discusses tax planning strategies for business owners considering transitioning or selling their business. She emphasizes the importance of proactive tax planning to maximize benefits and avoid common mistakes that could negatively impact the sale and future financial security. The episode outlines three critical 'don'ts' related to tax planning when transitioning a business.
Key Takeaways 💡
Business owners should not be ignorant about potential taxes when selling their business, as guessing or adding estimated taxes to the business price can deter serious buyers. Understanding the tax implications for both the seller and the buyer can create negotiating power, potentially structuring the sale in a way that benefits both parties through deductions and favorable tax avenues.
Business owners should seek professional advice to obtain accurate tax assessments, as demonstrated by an example where a second opinion significantly reduced the initial tax estimate. Many business owners incorrectly assume they cannot sell their business due to high taxes, but strategic tax planning can significantly mitigate these taxes, potentially creating tax savings during the sale and throughout retirement.
Business owners should not wait until the last minute to engage in tax planning, as some tax strategies require years of implementation to be effective. For example, Section 1202 allows an exemption of up to $10 million or 10 times the basis when selling a business, but to maximize this benefit, planning needs to start six to seven years in advance.
Business owners should not ignore estate planning when preparing to sell their business, as it presents an optimal time to mitigate estate tax risks. Gifting shares of the business to trusts or heirs can be done at a lower valuation, potentially saving millions in estate taxes and future growth.
Business owners need expert assistance to navigate the complexities of tax planning during a business sale, as most lack the experience to simultaneously mitigate taxes during the sale, afterward, and at death. A team of professionals, including accountants and tax attorneys, can provide comprehensive support and specialized knowledge to optimize tax outcomes.

3 Costly Mistakes When Transitioning Your Business

In this episode, Angela discusses costly mistakes business owners make when transitioning their businesses. She emphasizes the emotional aspect of business ownership and how it can lead to poor decision-making during the transition process. The episode focuses on three common mistakes: running on empty, building a honeybee business, and prioritizing everything, and provides tips for avoiding these pitfalls to ensure a successful transition and retirement.
Key Takeaways
Many business owners drive themselves too hard without planning for the future, leading to burnout, health issues, or even death, which forces them to transition their business under less than ideal circumstances. Waiting until a crisis occurs to plan for the transition often results in not getting top dollar for the business and a grimmer retirement outlook, both financially and physically. Business owners should start planning for their business transition now, regardless of their age, considering that they will eventually exit the business either vertically or horizontally.
Business owners often create a "honeybee business" where every decision and approval must go through them, making the business unattractive to potential buyers or successors. Buyers are less likely to invest in a business that heavily relies on the owner, as it poses risks of instability and loss of customers or key employees after the owner's departure. Instead, business owners should aim to create a self-managing company, like a "Christmas tree," that can sustain and grow even in their absence.
Business owners frequently prioritize everything in their business, living in the moment rather than strategically planning for the future and work-life balance. This approach can negatively impact the business, the owner's health, their family, and their future retirement. To avoid this, business owners should ensure their business is ready to transition or sell every quarter, giving them the choice to either keep growing it or sell it, and they should identify and address any gaps that prevent this from happening.
Progress starts with honesty, especially with oneself, and business owners need to acknowledge the changes they must make to prepare their business for transition. If business owners want their business to be attractive and ready for transition, leave a lasting legacy, and retire successfully, they need to take action now. There are resources available to help business owners with this process, and they should take advantage of them rather than waiting until they are burned out and forced to make hasty decisions.

This Week in the Market - Episode 86 (8/22/25)

In this episode, Aaron Kennedy, Sam Barker, and Kade Sparger discuss the week's market activity, the potential impact of interest rate cuts, and the importance of financial literacy and legacy planning. They explore how different sectors respond to economic announcements and the changing landscape of investment risk appetite. The guys also touch on the potential of Bitcoin and the need for financial education within families.

This Week in the Market - Episode 85 (8/15/25)

In this episode, Aaron, Sam, Kade, and Henry discuss the psychological challenges of investing in individual stocks versus viewing oneself as an owner of a company. They delve into the importance of long-term investment strategies and analyze specific companies, Novo and Palantir, to illustrate the differences between stock trading and company ownership. The guys also touch on market trends, value investing, and the potential impact of AI on the economy.

Where Are You Getting Advice?

In this episode, Angela discusses the importance of seeking sound advice and avoiding common pitfalls. She shares humorous anecdotes of bad advice and emphasizes the need to be cautious about the voices influencing our decisions. Angela highlights the significance of having a trusted team of professionals to address various aspects of life planning, including business, finances, and legacy.
Key Takeaways 💡
It is important to be mindful of the sources of advice we receive and how they impact our decisions, not only in faith but also in relationships, raising children, business, and financial matters. There is a lot of advice available on every topic, but it's crucial to discern whether it's accurate and appropriate for your specific situation, especially with the rise of AI and readily available information on the internet.
Relying solely on a single professional, even a trusted one, can lead to gaps and overlaps in financial plans because they may not have a holistic view or the necessary expertise in all areas. It is important to ensure that the professional is equipped with the right tools and knowledge to provide comprehensive guidance, as even well-intentioned professionals can give bad advice if they lack expertise in a particular area.
Bad advice from even skilled professionals can stem from two main reasons: they may not know what they don't know, leading them to offer advice outside their expertise, or the right questions are not being asked, resulting in a limited or biased perspective. For instance, asking a banker how to pay for a business succession plan may lead to solutions involving banking products, while a broader approach might consider tax benefits, insurance, or alternative funding methods.
As financial situations grow more complex, individuals outgrow the need for a single professional and require a team of experts, with a quarterback to lead the charge and coordinate efforts. The role of a life planner is to help individuals define what it means for them to live life on purpose, understand their future goals, current situation, family dynamics, and feelings about risk and money, and then identify the right professionals to involve at the appropriate times.
When seeking advice for business, money, or legacy matters, it's beneficial to consult with a life planner first to help formulate the right questions and avoid costly mistakes down the road. Life planners can help identify holes in financial plans, determine which professionals need to be involved, and ultimately guide individuals towards living life on purpose.

This Week in the Market - Episode 84 (8/8/25)

In this episode of Life Planning 101's Black and White Market Minute, Aaron Kennedy and Sam Barker discuss the potential impacts of tariffs, the performance of their stock strategies, and the valuation of companies in the current market. They also explore the implications of allowing Bitcoin in 401(k)s and the democratization of alternative investments.

This Week in the Market - Episode 83 (8/1/25)

In this episode, Aaron, Sam, and Henry discuss the irrationality and volatility of the market, particularly during earnings season. They highlight the disconnect between strong earnings reports and stock performance, emphasizing the influence of computer-driven trading and short-term investment strategies. The guys also share strategies for weathering market downturns and taking advantage of opportunities to buy quality companies at discounted prices.