Tag: Tax Planning

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Life Settlements Explained: Turning Life Insurance into Opportunity (Ep. 93)

Life Settlements Explained: Turning Life Insurance into Opportunity (Ep. 93)

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Many retirees unknowingly walk away from life insurance policies without realizing they may still hold value. For women navigating retirement, widowhood, or major life changes, understanding every available option can make a meaningful difference.

In this episode, I talk with Lisa Rehburg, President of Rehburg Life Insurance Settlements, about how life insurance settlements work and why they are often misunderstood or overlooked. We explore when this strategy may be appropriate, how it fits into retirement planning, and why timing and education matter. Lisa also explains the legal foundation, tax considerations, and the role advisors play in helping clients make informed decisions.

This conversation is about awareness, asking better questions, and making thoughtful choices before letting a policy lapse or be surrendered.

Key takeaways:

  • Why many seniors let life insurance policies lapse and what may be missed
  • How life insurance settlements work and when they may apply
  • Legal foundations behind selling a life insurance policy
  • Tax considerations and the importance of coordinating with professionals
  • How this option may help fund retirement or long-term care needs
  • And more!

Resources:

Connect with Eric Blake: 

Connect with Lisa Rehburg: 

About our Guest: 

Lisa Rehburg is President of Rehburg Life Insurance Settlements, a life insurance settlements broker. Ms. Rehburg is passionate about assisting financial, insurance, legal, and non-profit professionals to help their clients benefit from their unwanted or unneeded life insurance policies. Lisa has been in the health and life insurance industries for over 30 years. She has presented to hundreds of organizations, including various Financial Planning Associations, Fiduciary Associations, Estate Planning Councils, Planned Giving Roundtables, NAPFA, NAIFA, and Health Underwriters Associations, to raise the visibility of life insurance settlements as an option for clients, when appropriate. She has held executive roles at carriers, general agencies, and TPAs. She holds a Bachelor of Arts degree in Finance and a Master of Arts degree in Organizational Development.

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2026 Retirement Contributions Explained: How to Prioritize Accounts & Help Reduce Lifetime Taxes (Ep. 91)

2026 Retirement Contributions Explained: How to Prioritize Accounts & Help Reduce Lifetime Taxes (Ep. 91)

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Most people know they should be saving for retirement, but fewer understand how contribution rules, taxes, and prioritization actually work together.

Small decisions, like where you save first or how you respond to changing tax brackets, can shape long-term outcomes far more than people realize.

In this episode, I walk through the 2026 retirement contribution limits and explain how to prioritize different retirement accounts when you cannot fund everything at once. I break down common misconceptions around employer matches, Roth versus pre-tax contributions, and the belief that taxes are always lower in retirement. We also explain how spousal IRA rules can keep savings moving even during caregiving or time away from work.

Key points:

  • How to prioritize retirement contributions when you have limited cash flow
  • Why an employer match matters, but does not tell the whole story
  • How tax brackets influence Roth versus traditional decisions
  • Why retirement planning should focus on progress, not perfection
  • How spousal IRA rules apply during caregiving or career pauses
  • And more!

Resources:

Connect with Eric Blake: 

This information is for general educational purposes only and is not legal, tax, or individualized financial advice. Roth IRA contribution and withdrawal rules, eligibility, limits, and tax treatment are subject to IRS requirements and may change. Qualified withdrawals depend on meeting specific conditions, and non-qualified withdrawals may result in taxes or penalties. Consult a qualified tax or financial professional before making contribution or withdrawal decisions

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7 Smart Giving Strategies for Family and Charities Before Year-End (Ep. 78)

7 Smart Giving Strategies for Family and Charities Before Year-End (Ep. 78)

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The holiday season often inspires generosity, but how you give can make a big difference for both your loved ones and your finances.

In this episode, I explore seven actionable gifting strategies you can use before the year ends to support your children, grandchildren, and favorite charities while also being mindful of tax planning opportunities. I walk through practical examples to help you give with purpose and joy.

Keypoints:

  • The $19,000 annual gift exclusion and how it works with lifetime estate tax limits
  • Gifting appreciated assets like stocks to family or charities to reduce taxes
  • Paying tuition and medical bills directly to providers without gift tax concerns
  • Leveraging 529 accounts, custodial accounts, and new temporary Trump accounts
  • Charitable giving strategies, including qualified charitable distributions and donor-advised funds
  • And more!

Resources:

Connect with Eric Blake: 

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Year-End Tax Planning Checklist for 2025 (Ep. 75)

Year-End Tax Planning Checklist for 2025 (Ep. 75)

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The final months of the year are the perfect time to review your finances and take action before December 31st. 

New tax laws bring both opportunities and risks, making this year’s planning even more important.

In this episode, I walk through my year-end tax planning checklist to help you understand the key areas that can impact your retirement, your taxes, and your long-term goals. I explain how to approach contributions, distributions, and deductions strategically while also touching on family gifting and estate considerations.

Key points:

  • Why reviewing your tax plan in October and November helps maximize opportunities before the year ends
  • How to use retirement accounts, Roth IRAs, and HSAs to reduce taxes and grow long-term wealth
  • The importance of required minimum distributions (RMDs) and qualified charitable distributions (QCDs)
  • Family gifting strategies and the unique advantages of 529 contributions
  • Deduction changes, charitable giving rules, and new provisions under the current tax law
  • And more!

Resources:

Connect with Eric Blake: 

Roth IRA earnings grow tax-free, and qualified withdrawals are also tax-free, provided certain conditions are met (e.g., the account has been open for at least 5 years and you are age 59½ or older, or meet another qualifying condition). Eligibility to contribute to a Roth IRA phases out at higher income levels. Non-qualified withdrawals of earnings may be subject to income taxes and a 10% early withdrawal penalty. Converting a traditional IRA or other tax-deferred account to a Roth IRA is a taxable event and may increase your current-year tax liability. Roth conversions cannot be undone.

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Understanding The Widow’s Penalty and What You Can Do About It (Ep. 66)

Understanding The Widow’s Penalty and What You Can Do About It (Ep. 66)

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Losing a spouse is heartbreaking, but it can also trigger financial challenges that many women aren’t prepared for. 

The Widow’s Penalty is real, and it can have long-term consequences on income, taxes, and retirement.

In this episode, I walk through the Widow’s Penalty, what it is, why it disproportionately affects women, and what proactive steps can be taken to protect your financial future. We share real client stories, clear up tax myths, and offer strategies to navigate the road ahead with more confidence and clarity.

Key points:

  • How the Widow’s Penalty results in higher taxes and lower income due to filing status changes and reduced Social Security benefits
  • Why women are more impacted due to longer life expectancy, smaller Social Security/pension benefits, and caregiving interruptions
  • Real-life client examples, including challenging planning scenarios involving early widowhood and limited access to retirement assets
  • Important tax strategies, like using Roth conversions and capital gains harvesting during joint filing years
  • When couples should begin retirement planning conversations, emphasizing proactive communication before unexpected life events
  • And more!

Resources:

Connect with Eric Blake: 

Roth IRA earnings grow tax-free, and qualified withdrawals are also tax-free, provided certain conditions are met (e.g., the account has been open for at least 5 years and you are age 59½ or older, or meet another qualifying condition). Eligibility to contribute to a Roth IRA phases out at higher income levels. For 2025, contributions begin to phase out at a modified adjusted gross income (MAGI) of approximately $146,000 for single filers and $230,000 for married couples filing jointly. Non-qualified withdrawals of earnings may be subject to income taxes and a 10% early withdrawal penalty. Converting a traditional IRA or other tax-deferred account to a Roth IRA is a taxable event and may increase your current-year tax liability. Roth conversions cannot be undone

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Q&A: Social Security Secrets, Widow’s Penalty Warnings, and Working in Retirement (Ep. 49)

Q&A: Social Security Secrets, Widow’s Penalty Warnings, and Working in Retirement (Ep. 49)

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What should you know before claiming Social Security benefits?

Do you know the ins and outs of applying for benefits or how working affects your payments? Are you confused about common-law marriage eligibility?

In this episode, I answer listener questions about Social Security benefits, from clarifying the differences between spousal and survivor benefits to explaining the impact of working while receiving benefits and the new identity verification requirements. I also address specific scenarios, including those involving teacher pensions and common-law marriages, to provide clear guidance and help listeners make informed decisions about their retirement.

Tune in as we discuss: 

  • Social Security identity verification changes and how to navigate them
  • Survivor and spousal benefits—understanding your options
  • How taxes impact surviving spouses and the widow’s penalty
  • Insights into working in retirement and making informed choices
  • And more!

Resources:

Connect with Eric Blake: 

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How to Pay Taxes in Retirement: What You Need to Know (Ep. 48)

How to Pay Taxes in Retirement: What You Need to Know (Ep. 48)

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What happens when you retire and no longer receive a paycheck? How do you pay your taxes in retirement? 

This week on The Simply Retirement Podcast, I dive into this common concern among retirees. With the tax season freshly behind us, now’s a great time to address how you’ll handle taxes in your golden years.

Key topics:

  • Navigating IRS expectations for tax payments without a regular paycheck
  • Options for tax withholding from Social Security, pensions, and IRAs
  • Understanding marginal versus average tax rates in retirement
  • The advantages of estimated quarterly tax payments 
  • The rule of mandatory 20% tax withholding from company retirement plans
  • The importance of consulting a knowledgeable financial advisor or tax professional 
  • And more!

Resources:

Connect with Eric Blake: 

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Three Game-Changing Social Security Strategies (Ep. 47)

Three Game-Changing Social Security Strategies (Ep. 47)

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Your Social Security decisions can significantly impact your financial future. How can you make the most of these benefits while avoiding common pitfalls?

In this episode, I explore three lesser-known Social Security strategies that could transform your retirement income plan. From timing benefits to maximizing survivor payouts, I give practical advice to help you make informed decisions for a stronger financial future.

Episode Highlights:

  • Withdrawing Social Security applications to correct early filing decisions, including the repayment process and impact on benefits
  • Suspending benefits at full retirement age to increase future payouts or enhance survivor benefits for a spouse
  • Claiming six months of retroactive benefits for flexibility in tax and income planning
  • The tax implications of Social Security strategies, highlighting scenarios where planning minimizes lifetime tax liability
  • The importance of consulting financial advisors who specialize in retirement to tailor strategies to individual circumstances
  • And more!

Resources:

Connect with Eric Blake: 

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Navigating Social Security and Retirement Planning for Caregivers (Ep. 19)

Navigating Social Security and Retirement Planning for Caregivers (Ep. 19)

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Are you a caregiver (or will be) with concerns about your financial future? 

In a compelling episode of The Simply Retirement Podcast, host Eric Blake turns the spotlight on women’s unique retirement planning needs, especially for those who are serving as a caregiver or very likely will be one day. Caregivers often face specific challenges that can drastically alter their financial future. As a seasoned financial professional specializing in retirement planning, Eric explores the specific challenges women encounter when taking on the honorable role of caregiver for parents, family, or close friends. This interview comes from a special Virtual Caregivers Conference hosted by Jeannie Dougherty, certified money coach. The conference was a passion project for Jeannie designed to support both caregivers and their families and was inspired by Jeannie’s 11 years serving as a caregiver for her parents, who both suffered from Alzheimer’s. 

Key Insights:

  • Savvy Social Security Planning: Learn the importance of understanding Social Security, highlighting nuances in eligibility for various benefits
  • Case Study Insight: Eric presents a poignant case study of a widow facing financial difficulties, emphasizing the need for personalized financial planning
  • Navigating Early Retirement: Explore the implications of early retirement decisions on Social Security and health insurance
  • The Emotional Factor: Recognize the significant emotional stress caregivers endure, underlining the crucial role of professional financial advice
  • Simply Retirement Roadmap: Eric introduces a structured planning process for comprehensive retirement planning
  • Social Security for Divorcees: Clarify eligibility requirements for ex-spouse benefits and potential Social Security policy changes
  • Full Retirement Age and Work: Highlight the importance of understanding full retirement age and its implications on benefits
  • And much more!

Resources:

Connect with Eric Blake: 

Connect with Jeannie Doughtery: 

About Jeannie Doughtery: 

As a determined woman ready to positively impact the world, Jeannie Dougherty continues to help people from all walks of life. She is a coveted counselor, certified money coach, mental fitness coach, and speaker.

She graduated with a master’s degree in counseling from Ottawa University. She graduated from the prestigious Money Coaching Institute as a Certified Money Coach for Individuals, Couples, and Businesses. She’s passionate about her area of expertise, and Jeannie set forth on her quest to do great things.

Moreover, she works with businesses, individuals, and couples to help them find better ways to reach their goals. Over the years, her efforts have earned her a reputation among clients who are ever eager to vouch for her holistic services.

She graduated with a master’s degree in counseling from Ottawa University. She graduated from the prestigious Money Coaching Institute as a Certified Money Coach for Individuals, Couples, and Businesses. She is also a former Federal Retirement Readiness professional. She’s passionate about her area of specialty, and Jeannie set forth on her quest to do great things. Evidently, her perspective on life is simple, and she’s wholly gentle in her approach to the clients. That’s precisely why her customer base continues to grow today.

You see, both of her parents passed away from Alzheimer’s. She spent 11 years of her adult life being a caregiver, dealing with financial and healthcare decisions with her family and their providers.

Her parents’ financial journeys were different, as well as how their diseases manifested. Jeannie understands why lots of folks who become caregivers overnight have their money-handling skills and financial psychology shifts.

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