Category: Business

One Big Beautiful Bill: Tax Changes Every Retiree Needs to Know with Brent Oliver (Ep. 15)

One Big Beautiful Bill: Tax Changes Every Retiree Needs to Know with Brent Oliver (Ep. 15)

Retirement planning doesn’t exist in a vacuum, especially when tax laws are shifting. 

Dan Reese and guest Brent Oliver, Senior Wealth Advisor at Avery Wealth, break down the latest tax legislation and what it means for your future income, charitable giving, and estate plans.

From the extension of lower tax brackets to the expanded standard deduction and SALT cap increase, Dan and Brent cut through the noise to highlight some impactful changes for retirees and pre-retirees. They also explain how to leverage tax-smart strategies, like qualified charitable distributions, to help make the most of your retirement income.

What you’ll learn in this episode:

  • How new tax brackets and deductions affect your retirement strategy
  • The truth about the “senior boost” for deductions
  • Charitable giving incentives and QCD benefits
  • Estate tax updates and planning opportunities
  • And more!

Resources:

Connect with Dan Reese CFP®:

Connect with Brent Oliver: 

About our Guest: 

Brent Oliver is a Senior Wealth Advisor based in Jackson, Michigan, with 11 years of experience in the field. As a CERTIFIED FINANCIAL PLANNER™ professional and Senior Wealth Advisor, Brent helps families identify and work towards achieving their financial goals. His comprehensive approach to wealth management helps families identify where they are today, where they want to be, and what gaps might prevent them from achieving all that is important to them. He has the heart of a teacher and works with clients to ensure they understand why strategies are being employed and how they can help families reach their goals.

Social Security Myths That May Derail Your Retirement Strategy (Ep. 14)

Social Security Myths That May Derail Your Retirement Strategy (Ep. 14)

Many people feel confident about Social Security until it’s time to file. That’s when the conflicting advice from neighbors, social media, and self-proclaimed experts can make a complex decision even harder. 

In this episode, Dan Reese, CFP®, breaks down the most common Social Security myths and explains how decisions around claiming, spousal benefits, and timing can affect your broader retirement strategy.

Whether you’re married, divorced, or filing solo, Dan shares key considerations that may help you make a more informed decision and avoid unintended tax and income surprises later on.

What to expect in this episode:

  • Why claiming at 62 may not be the right fit for every situation
  • What to know about spousal benefits and survivor income planning
  • How early filing can affect future tax liabilities
  • Why longevity should factor into your Social Security decision
  • And more!

Resources:

Connect with Dan Reese CFP®:

Building a Purposeful Retirement Rhythm (Ep. 13)

Building a Purposeful Retirement Rhythm (Ep. 13)

Retirement isn’t just about stopping work; it’s about starting something new.

What happens after the celebration, the rest, and the first few months off?

In this episode, Dan Reese, CFP®, shares how creating a rhythm, not a rigid routine, can bring meaning, fulfillment, and balance to your retirement years.

He also explains how tools, planning, and a little structure may help retirees feel more confident about how they spend their time.

Dan discusses: 

  • The psychological shift from a structured work schedule to open retirement time, and why having no calendar at all can feel overwhelming
  • The importance of creating a “retirement rhythm” that includes regular fitness, faith-based, social, and mentally stimulating activities
  • How having something on the calendar, whether it’s travel, events, or weekly routines, can add structure and anticipation
  • How ChatGPT can be a creative tool to help retirees plan weekly routines
  • The need to balance structure with flexibility, leaving room for spontaneity while still maintaining core habits that support well-being
  • And more!

Resources:

Connect with Dan Reese, CFP®:

Early Retirement Right for You? Key Considerations and Strategies (Ep. 12)

Early Retirement Right for You? Key Considerations and Strategies (Ep. 12)

What are the highs and lows of early retirement? We’re exploring whether it’s everything it’s cracked up to be and the steps needed to make it work for you.

Join Dan Reese from Avery Wealth as he delves into the pros and cons of early retirement. They discuss the allure of having more control over your time and the potential pitfalls that can trip you up. From understanding longevity risks to healthcare gaps and tax implications, this episode aims to provide a balanced perspective on retiring ahead of the traditional timeline. Dan also shares real-life client stories, offering insights into the emotional and financial preparations necessary for this life stage.

Dan discusses:

  • Longevity Risks in Early Retirement (00:09:57)
  • Healthcare Coverage Before Medicare (00:11:47)
  • Sequence of Returns Risk (00:13:01)
  • Social Security Timing and Benefits (00:14:13)
  • Emotional and Purposeful Transition (00:22:06)

Resources:

Connect with Dan Reese CFP®:

Navigating Market Volatility: How Emotions Impact Your Investments (Ep. 11)

Navigating Market Volatility: How Emotions Impact Your Investments (Ep. 11)

What drives your investment decisions—logic or emotion? 

In this episode of Ramp Up Your Retirement, Dan Reese of Avery Wealth explores how political emotions can influence investor behavior and market perceptions. From election-year anxiety to partisan-driven reactions, Dan unpacks why it’s essential to stay grounded and stick to a long-term plan, regardless of who’s in office.

Dan discusses: 

  • How emotions play into investment decisions. (00:01:36)
  • The rational behavior of markets in the long term. (00:02:46) 
  • The dangers of reacting to political shifts in investment strategies. (00:03:56) 
  • Real-world examples of market reactions post-elections. (00:07:18) 
  • Strategies to stay the course during market volatility. (00:14:45)
  • And more

Resources:

Connect with Dan Reese CFP®:

The Importance of Communication in Estate Planning (Ep. 10)

The Importance of Communication in Estate Planning (Ep. 10)

What does it take to help ensure your wealth supports your family and favorite causes even after you’re gone?

In this episode, Dan Reese CFP® discusses the critical aspects of estate planning, focusing on inheritance and the importance of communication. Discover why talking about money with family isn’t as taboo as you might think and learn ways you can make these conversations more frequent and meaningful. Dan walks through traditional practices and innovative solutions, like family meetings and donor-advised funds, showcasing the power of teamwork in pursuing a legacy that aligns with your values.

Dan covers: 

  • (02:29)The necessity for open and frequent communication about financial plans 
  • (06:41) The strategic incorporation of philanthropy into your estate plans 
  • (08:26) The importance of regular reviews and updates to your estate plans 
  • (10:27, 13:34) Insight into estate planning tools like GRATs and ILITs for managing tax implications 
  • The timing of conversations and financial distributions (18:21)
  • (22:28) Ensuring life insurance policies and beneficiaries are up-to-date
  • And more

Resources:

Connect with Dan Reese CFP®:

Preparing for Retirement: Key Challenges and Solutions (Ep. 9)

Preparing for Retirement: Key Challenges and Solutions (Ep. 9)

Are you wondering about the top pitfalls to avoid as you plan for retirement? Why do so many retirees end up facing unexpected financial challenges?

Tune in to this episode, where Dan Reese, host of “Ramp Up To Retirement,” invites Senior Wealth Advisor Brent Oliver to discuss eight critical retirement blunders you should avoid.

Together, they shed light on common mistakes like underestimating the true cost of health care, overlooking future tax liabilities, and relying too heavily on Social Security. Brent emphasizes the importance of flexible planning and proactive tax strategies, sharing insider tips to help ensure a smooth financial journey into retirement. Whether you’re five years away or already retired, there’s something for everyone in this insightful episode.

Dan and Brent discuss:

  • (04:25) Overestimating regular living expenses
  • (07:10) Ignoring skyrocketing healthcare costs
  • (09:56) Misjudging the impact of taxes
  • (14:28) Retiring sooner than anticipated
  • (15:33) Supporting loved ones financially
  • (17:41) Underestimating longevity
  • (20:09) Counting solely on Social Security
  • (22:55) Neglecting required minimum distributions
  • And more

Resources:

Connect with Dan Reese CFP®:

Connect with Brent Oliver: 

About our Guest: 

Brent Oliver is a Senior Wealth Advisor based in Jackson, Michigan, with 11 years of experience in the field. As a CERTIFIED FINANCIAL PLANNER™ professional and Senior Wealth Advisor, Brent helps families identify and work towards achieving their financial goals. His comprehensive approach to wealth management helps families identify where they are today, where they want to be, and what gaps might prevent them from achieving all that is important to them. He has the heart of a teacher and works with clients to ensure they understand why strategies are being employed and how they can help families reach their goals.

Aligning Tax Planning with Retirement Planning (Ep. 8)

Aligning Tax Planning with Retirement Planning (Ep. 8)

What can a well-thought-out tax strategy do for your retirement?

In this episode, Dan Reese delves into the crucial topic of tax planning, a subject that can significantly impact your financial future. Dan guides listeners through key strategies to help optimize tax outcomes, from tax loss harvesting to the advantages of 529 plans and health savings accounts. He sheds light on Roth conversions and charitable giving, offering practical advice for effective tax management. Dan brings clarity to complex topics, ensuring listeners are well-prepared for tax season and beyond.

Dan discusses: 

  • (04:00) Tax loss harvesting and its benefits
  • (07:20) The role of 529 plans in education savings
  • (11:28) Health savings accounts (HSAs) and flexible spending accounts (FSAs)
  • (16:23) Understanding Roth conversions for retirement savings
  • (19:29) Charitable giving strategies and qualified charitable distributions
  • And more

Resources:

Connect with Dan Reese CFP®:

Disclosures:

Investors should also consider whether the investor’s or beneficiary’s home state offers any state tax or other benefits available only from that state’s 529 Plan. Any state-based benefit should be one of many appropriately weighted factors in making an investment decision. The investor should consult their financial or tax advisor before investment in any state’s 529 Plan.

Converting from a traditional IRA to a Roth IRA is a taxable event.

Back to Basics: Simplifying Your Financial Future with Brent Oliver (Ep. 7)

Back to Basics: Simplifying Your Financial Future with Brent Oliver (Ep. 7)

What does “back to basics” mean for your financial planning?

In this episode, Dan Reese sits down with Senior Wealth Planner Brent Oliver to explore the foundational aspects of financial planning in their “Back to Basics” series. They discuss practical, actionable tips that help simplify the wealth management process, especially in today’s overwhelming financial world. Tune in to learn how to better identify your financial goals, prioritize budgeting at every life stage, and understand the power of compounding returns.

Dan and Brent discuss: 

  • (05:06) The importance of setting and prioritizing financial goals
  • (07:09) Why budgeting is essential at every stage of life
  • (09:14) Understanding the difference between financial needs and wants
  • (11:04) How engaging a financial coach can provide accountability and guidance
  • (19:31) Practical tips on diversifying your financial life beyond just investments
  • And more

Resources:

Connect with Dan Reese CFP®:

Connect with Brent Oliver: 

About our Guest: 

Brent Oliver is a Senior Wealth Advisor based in Jackson, Michigan with 11 years of experience in the field. As a CERTIFIED FINANCIAL PLANNER™ professional and Senior Wealth Advisor, Brent helps families identify and work towards achieving their financial goals. His comprehensive approach to wealth management helps families identify where they are today, where they want to be and what gaps might be preventing them from achieving all that is important to them. He has the heart of a teacher and works with clients to ensure they understand why strategies are being employed and how they can help families reach their goals.

Master Your Retirement: Monthly Financial Planning Tips for 2025 (Ep. 6)

Master Your Retirement: Monthly Financial Planning Tips for 2025 (Ep. 6)

What does a financially healthy year look like month by month?

In this episode, Dan Reese unpacks a whole year’s worth of strategic financial tips to help you navigate 2025 with confidence. From setting clear goals in January to analyzing your health insurance in October, Dan walks you through a manageable monthly game plan for boosting your financial well-being. Whether you’re tackling taxes or reevaluating your subscriptions, there’s a practical step for everyone looking to build a solid financial future.

Dan discusses: 

  • (01:53) Setting achievable financial goals for January
  • (05:14) Organizing for tax season in February
  • (08:00) Tracking your net worth in March
  • (10:14) Navigating tax time and IRA contributions in April
  • (13:17) Reviewing and managing debt in May
  • (15:27) Evaluating automatic payments and investments in June
  • (17:33) Refreshing your budget in July
  • (18:46) Making crucial financial adjustments in August
  • (20:29) Portfolio examination in September
  • (21:36) Health insurance analysis in October
  • (23:08) Exploring employer benefits in November
  • (25:17) Ensuring proper liability and insurance coverage in December
  • And more

Resources:

Connect with Dan Reese CFP®:

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