Category: Retirement

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Exit Planning for Business Owners: Preparing Financially, Personally, and for Legacy (Ep. 72)

Exit Planning for Business Owners: Preparing Financially, Personally, and for Legacy (Ep. 72)

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Exiting a business is more than just a financial transaction. It’s a life transition that can affect family, legacy, and the future you envision.

In this episode, I sit down with Renita Wolf, MBA, founder and CEO of Poe Wolf Partners, to discuss how business owners can thoughtfully plan for a smooth and meaningful exit. We explore the importance of preparation, both financial and emotional, and what truly defines a successful transition.

Renita discusses:

  • Why over 80% of businesses never sell, and how to avoid being in that group
  • How emotions and identity play a big role in preparing for life after selling a business
  • The importance of early planning and cleaning up financials before going to market
  • How family members can influence and support exit readiness
  • Why a successful exit is about freedom, legacy, and choices, not just the sale price
  • And more!

Resources:

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Connect with Renita Wolf:

About Poe Wolf Partners:

Poe Wolf Partners is a boutique advisory firm that helps middle-market business owners, particularly those with companies generating between $10 million and $100 million in revenue, prepare for and navigate business exits. We specialize in aligning financial outcomes with personal and legacy goals, so owners can exit confidently and on their own terms.

About Renita Wolf:

Renita Wolf is the founder and principal advisor at Poe Wolf Partners, a boutique exit planning firm serving middle-market business owners. With a background in corporate finance and M&A at Fortune 50 companies like Wells Fargo, HP, and Cray Research, Renita brings over 20 years of strategic and financial expertise to business transitions.

At Poe Wolf Partners, she guides owners through complex exit planning, helping them define a clear vision, build a tailored strategy, and assemble the right advisory team. Renita’s approach is holistic and client-focused, addressing not just the financial side of an exit, but the personal, emotional, and legacy-driven aspects as well.

She is especially passionate about supporting women business owners and those navigating life transitions, such as widowhood or divorce, to ensure they exit their businesses with confidence and clarity.

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Can I Stop My Social Security Benefits If I Go Back to Work? A Listener Case Study (Ep. 71)

Can I Stop My Social Security Benefits If I Go Back to Work? A Listener Case Study (Ep. 71)

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Retirement rarely unfolds exactly as planned, especially when unexpected life changes occur.

In this episode, I share a real listener’s story involving Social Security, divorce, and the possibility of going back to work. I walk through step-by-step strategies to help women understand their Social Security options and prepare for future benefits.

Key points:

  • How to determine whether Social Security payments are based on personal or spousal benefits
  • The rules for withdrawing a Social Security application within 12 months (Form SSA-521) and the repayment requirements
  • The earnings test and how going back to work before full retirement age can reduce or later recalculate benefits
  • How additional work years can replace low-earning years and improve future Social Security benefits
  • The differences between ex-spousal benefits, survivor benefits, and how remarriage affects eligibility
  • And more!

Resources:

Connect with Eric Blake: 

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Planning Beyond Documents: Building Support as a Solo Senior with Kathy McNair (Ep. 70)

Planning Beyond Documents: Building Support as a Solo Senior with Kathy McNair (Ep. 70)

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Too often, retirement planning focuses only on documents, but what happens when you don’t have the right people to rely on?

In this episode, I sit down with elder law attorney and founder of Solo Allies, Kathy McNair, to talk about the unique needs of solo seniors and why legal paperwork alone isn’t enough. We explore how to choose the right people for critical roles, when to consider professional support, and how to build a community for peace of mind in retirement.

Kathy discusses:

  • The difference between an estate planning attorney and an elder law attorney
  • What it really means to be a solo senior and why planning matters
  • Why “Planning + People = Peace of Mind” is a critical formula for aging well
  • How to choose and prepare a power of attorney, and what happens when you don’t
  • Resources, tools, and community programs like Solo Allies and the Aging Allies Club
  • And more!

Resources:

Connect with Eric Blake: 

Connect with Kathy McNair: 

About our Guest: 

Kathy McNair is an elder law attorney with over 25 years of experience serving seniors. She is the founder of Senior Solutions LLC in Boston and the national resource platform Solo Allies, dedicated to helping solo agers—those without reliable family support—plan for their legal, financial, and personal well-being.

Kathy is also the creator of the Aging Allies Club, a small-group planning program designed to provide both legal tools and meaningful connections. She frequently speaks to community groups and has written The Solo Senior’s Guide to Thrive, a practical guide to aging with independence and security.

Appointed by Governor Deval Patrick in 2008, she served 15 years as a Public Administrator of Suffolk County, managing estates with no known heirs. She also serves on the Board of Directors at McNamara House, an affordable senior housing community in Boston.

Kathy earned her J.D. from Boston College Law School and her bachelor’s in psychology from St. Lawrence University.

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Navigating Life After Loss – Part 3: Planning Your First Year with Clarity and Care (Ep. 69)

Navigating Life After Loss – Part 3: Planning Your First Year with Clarity and Care (Ep. 69)

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The first year after losing a spouse brings overwhelming emotions alongside important decisions. Knowing what needs immediate attention versus what can wait can make the difference between added stress and thoughtful progress.

In Part 3 of our Navigating Life After Loss series, I share how to approach both urgent and long-term planning after the loss of a spouse. I explain which financial and lifestyle choices deserve early focus, how tax planning can protect your future, and why building a supportive foundation is essential. Together, we look at practical ways to move forward with clarity and confidence.

Key takeaways include:

  • The impact of pre-death planning, wills, estate plans, and beneficiary designations on easing stress after loss
  • The key financial updates in the first year, including executors, trustees, Social Security timing, and income sources
  • How tax filing status changes after a spouse’s passing, and strategies like Roth conversions and capital gains harvesting
  • Rebuilding a financial foundation through account consolidation, investment updates, and income planning
  • The importance of lifestyle and emotional choices, such as housing, community support, and designing the next chapter of life
  • And more!

Resources:

Connect with Eric Blake: 

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Navigating Life After Loss – Part 2: Financial & Legal Aspects (Ep. 68)

Navigating Life After Loss – Part 2: Financial & Legal Aspects (Ep. 68)

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In Part 2 of our Navigating Life After Loss series, I share compassionate, practical advice for the critical first weeks after losing a spouse. I walk through the legal, financial, and everyday matters that can feel overwhelming, offering clear action steps to bring order during a difficult time. From meeting with an estate attorney and understanding probate versus living trusts to retitling property, updating beneficiary designations, and addressing debts, we help you focus on what matters most. 

You’ll also learn how to protect against fraud, safeguard your privacy, and manage your loved one’s digital and social media presence. This conversation is about more than tasks; it’s about helping you prepare, prioritize, and protect your well-being while working through one of life’s hardest chapters.

Key takeaways:

  • Why meeting with an estate planning attorney early can prevent costly delays and probate complications
  • The importance of retitling property, vehicles, and accounts in your name to avoid future issues
  • How Social Security payments and survivor benefits work, including timelines and required forms
  • Steps for handling debts, protecting against fraud, and safeguarding your spouse’s digital footprint
  • When a living trust may be worth considering for privacy, efficiency, and avoiding probate
  • And more!

Resources:

Connect with Eric Blake: 

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Navigating Life After Loss – Part 1: The First Week (Ep. 67)

Navigating Life After Loss – Part 1: The First Week (Ep. 67)

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Grieving the loss of a spouse is devastating. During that fog, there’s still paperwork, decisions, and urgent tasks demanding attention.

In this episode, we open up a three-part series called “Life After Loss.”  I start by focusing on the first few days after losing a spouse, sharing essential steps to help with emotional healing and practical planning.

Key takeaways:

  • How to prioritize both emotional well-being and urgent financial responsibilities in the first week of widowhood
  • The importance of requesting 20–30 certified death certificates and why it’s better to order more than needed
  • Who to contact immediately, including attorneys, financial advisors, Social Security, and employers
  • The impact of joint vs. individual account ownership and how that can affect access to funds
  • How estate planning and clear communication can prevent emotional and financial turmoil for surviving spouses
  • And more!

Resources:

Connect with Eric Blake: 

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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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How the New Tax Law Could Impact Your Retirement (Ep. 65)

How the New Tax Law Could Impact Your Retirement (Ep. 65)

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Tax law changes might not sound exciting, but these updates could have a powerful impact on your retirement plans.

In this episode, I unpack the top provisions from the new One Big Beautiful Bill Act and how they may affect retirees, especially women planning for long-term income.

I break down tax deductions, clarify what’s changing (and what’s not), and offer timely planning strategies you can apply before 2028.

Key points:

  • The new $6,000 bonus tax deduction for those age 65 and over, and how it stacks on top of standard or itemized deductions
  • The deduction’s income limits, expiration in 2028, and how to plan around it strategically
  • Changes to the SALT cap and how high-tax-state residents may benefit from a significant increase in deductible amounts
  • The importance of reevaluating Social Security filing decisions and leveraging Roth conversions
  • Charitable giving options, widow tax planning, and long-term income strategies to reduce lifetime tax liability
  • And more!

Resources:

Connect with Eric Blake: 

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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Navigating Career Transitions for Women Over 55 with Kristi Cline (Ep. 64)

Navigating Career Transitions for Women Over 55 with Kristi Cline (Ep. 64)

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Changing careers or returning to the workforce after a long break can feel overwhelming. But what if the process could feel empowering instead?

In this episode, I sit down with Kristi Cline, Founder & CEO of We Write It Now Resumes & Career Resources, to discuss how women approaching or in retirement can pivot their careers with confidence and purpose. Kristi shares strategies for crafting impactful resumes, networking effectively, and regaining clarity on your career values.

Kristi discusses:

  • Why job seekers must be intentional and strategic rather than relying on mass applications
  • The value of identifying your career values and crafting a list of ideal companies
  • How to use resume customization and the “mirroring” strategy to stand out
  • The importance of networking and the role it plays in landing interviews
  • Using LinkedIn and AI-powered tools to upskill, gain clarity, and build a confident job search plan
  • And more!

Resources:

Connect with Eric Blake: 

Connect with Kristi Cline: 

About our Guest: 

Kristi Cline is a 3X certified résumé writer, interview prep coach, job search strategist, and LinkedIn expert who helps high-achieving professionals—from emerging leaders to C-suite executives—land roles they’re proud of. As the founder of We Write It Now, Kristi has helped over 1,000 clients secure interviews, negotiate offers, and command salary increases of up to $50K. After earning a Journalism degree from Texas A&M, Kristi built a career spanning corporate communications, training, and marketing with companies like Eastman Kodak, Zale Corporation, and JCPenney. But her most defining pivot came at 50, when she realized she would be more fulfilled leveraging her skills and expertise to help job seekers navigate the job search space. In 2019, We Write Now was founded, and she has never looked back.

Today, Kristi blends deep industry knowledge with a sharp writing instinct to deliver bold, modern, and highly personalized career documents that open doors. She’s especially passionate about helping senior professionals clarify their brand, show up with confidence, and navigate their next career transition with intention, strategy, and ease. And whether speaking on a virtual stage or working 1:1, her message is clear: job seekers deserve more than templates—they deserve strategy, clarity, and results. Her involvement with associations, including PARWCC, SERWC, the Dames, and the Thought Leadership Branding Club, has helped her skills remain sharp, keeping her at the top of her game.

Kristi is a proud Texas native, mother of two recent grads, lifelong music lover, and enjoys living life on the Texas Gulf Coast.

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Social Security Planning After Divorce: Crucial Rules and Mistakes to Avoid (Ep. 63)

Social Security Planning After Divorce: Crucial Rules and Mistakes to Avoid (Ep. 63)

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Divorce is difficult enough without letting confusion over Social Security take a toll on your future income.

In this episode, I explain the essential Social Security strategies every divorced woman should know, from the ten-year rule to remarriage traps. I highlight true stories of women who faced preventable financial setbacks and how proper planning could have saved them thousands. 

This episode discusses:

  • The importance of understanding the 10-year marriage rule for eligibility on an ex-spouse’s Social Security record
  • How the timing of claiming benefits, including the impact of claiming early, can affect your lifetime income
  • The effects of remarriage, before and after age 60, on eligibility for both spousal and survivor benefits
  • The distinction between ex-spousal and survivor benefits, including how and when you can switch between them
  • Why consulting a financial advisor or certified divorce financial analyst can help you avoid costly mistakes and make the most of your options

Resources:

Connect with Eric Blake: 

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