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EP 89: Managing Money And Aging Parents With Jennifer Rosen

Ask The Planman

Release Date: 05/26/2025

EP 89: Managing Money And Aging Parents With Jennifer Rosen show art EP 89: Managing Money And Aging Parents With Jennifer Rosen

Ask The Planman

In this episode of Ask the Planman, Bruce Weinstein sits down with Jennifer Rosen of Mind Your Nest, a concierge bill management and daily money support service. We're covering how even the most financially stable people can fall behind, especially after divorce, illness, or the loss of a partner. Jennifer unpacks what families miss when they assume everything is “handled” and why proactive planning, not crisis response, is key to protecting aging loved ones. Follow me on 👇 Instagram: @asktheplanman Facebook: Ask the Planman ✅ “When you need some advice, always get it right, Come...

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EP 88: Kimberley Sixkiller - Long Term Care Insurance show art EP 88: Kimberley Sixkiller - Long Term Care Insurance

Ask The Planman

Think long-term care is only for later in life? Think again. In this episode of Ask the Planman, Bruce sits down with Kim Sixkiller to talk about why long-term care planning should start much earlier than most people think. Follow me on 👇 Instagram: @asktheplanman Facebook: Ask the Planman ✅ “When you need some advice, always get it right, Come Ask the Planman!” ✅ Contact Bruce! Call us at 1-844-Planman Text PLANMAN to (321) 421-5213

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EP 87: What do you do when your Insurance WON'T Cover YOU with Jimmy Choi show art EP 87: What do you do when your Insurance WON'T Cover YOU with Jimmy Choi

Ask The Planman

Jimmy Choi joins us on Ask the Plan Man to explain how homeowners in disaster-prone areas can still find insurance. With big companies pulling out of states like California and Florida, Jimmy shares how smaller insurers are filling the gap. We talk about why bundling your policies matters, how much it really costs to rebuild, and what happens if you're underinsured. We also cover why having a backup plan after a disaster is so important.  Follow me on 👇 Instagram: @asktheplanman Facebook: Ask the Planman ✅ “When you need some advice, always get it right, Come Ask the Planman!”...

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EP 86: Disability and Business Continuity Insurance show art EP 86: Disability and Business Continuity Insurance

Ask The Planman

Learn how to protect your business from potential disruptions like fires or the sudden loss of key personnel. I'll walk you through the key roles that key person insurance and buy-sell agreements play in this process, offering you actionable steps to fortify your business foundation against any eventuality. Follow me on 👇 Instagram: @asktheplanman Facebook: Ask the Planman ✅ “When you need some advice, always get it right, Come Ask the Planman!” ✅ Contact Bruce! Call us at 1-844-Planman Text PLANMAN to (321) 421-5213

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EP 85: How Do the Wealthy Avoid Taxes on Real Estate? With Pishoy Fahmi show art EP 85: How Do the Wealthy Avoid Taxes on Real Estate? With Pishoy Fahmi

Ask The Planman

That’s why we brought in tax expert Pishoy Fahmi, founder of PNF Accounting & Advisors, to break it all down. In this episode, we explore: How can you sell investment property and reinvest the profits—without paying capital gains tax? Can you swap life insurance or annuities tax-free? (Hint: Yes, but do it wrong, and the IRS will notice.) What deadlines, rules, and loopholes do you need to know before making a move?  How do high-level investors play the game to maximize their wealth? Follow me on 👇 Instagram: @asktheplanman Facebook: Ask the Planman ✅ “When you need some...

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EP 84: PPO vs. HMO: Are You Paying Too Much for Healthcare? show art EP 84: PPO vs. HMO: Are You Paying Too Much for Healthcare?

Ask The Planman

In this episode, we break down the real differences between HMOs and PPOs, why insurance costs are out of control, and—most importantly—how people are saving thousands every year. In this episode, we explore: 👉🏻 Are PPOs really worth the insane price difference? 👉🏻 How one family saved $19,200 a year just by switching plans. 👉🏻 What health insurance companies don’t want you to know about HMOs. 👉🏻 The key terms you must understand before picking a plan (or risk overpaying). Follow me on 👇 Instagram: @asktheplanman Facebook: Ask the Planman ✅ “When you need...

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EP 83: How Can I Save Money On My Health Insurance? show art EP 83: How Can I Save Money On My Health Insurance?

Ask The Planman

In 49 of the 50 states there's a cost efficient option for affordable health insurance you might not be aware of. In fact, we recently saved a client over $1500/mo on their health insurance. In this episode, we're talking all about it and how you can get started. Are you paying over $1000 a month on your health insurance? Then we need to talk. Send me a DM on IG or FB @asktheplanman.  Follow me on 👇 Instagram: @asktheplanman Facebook: Ask the Planman ✅ “When you need some advice, always get it right, Come Ask the Planman!” ✅ Contact Bruce! Call us at 1-844-Planman Text PLANMAN...

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EP 82: Student Loan Forgiveness - Who Actually Qualifies & Who’s Stuck Paying? show art EP 82: Student Loan Forgiveness - Who Actually Qualifies & Who’s Stuck Paying?

Ask The Planman

We're joined this episode by certified student loan expert Glenn Sanger-Hodgson to tackle the complex world of college financing and student loan repayment. We'll break down three critical topics every parent and borrower needs to know: 1) The Parent PLUS Loan Trap – Why these loans come with the highest interest rates (9%+), how they accumulate quickly, and why doing nothing locks parents into costly repayment plans. 2) The Double Consolidation Loophole – A little-known strategy that can lower monthly payments and unlock access to more affordable repayment and forgiveness options—but...

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EP 81: Protect Yourself from Financial Pitfalls with Paul Shalhoub show art EP 81: Protect Yourself from Financial Pitfalls with Paul Shalhoub

Ask The Planman

In this episode, Bruce Weinstein chats with personal injury attorney Paul Shalhoub to break down the often confusing world of insurance. We're talking about how to protect yourself from financial surprises by understanding your insurance coverage better. Whether it's auto or homeowner's insurance, we're sharing real-life stories and tips to help you avoid costly mistakes and make smart choices. Paul explains why having uninsured motorist coverage is crucial and clears up the myths around "full coverage." The episode also dives into stacking insurance policies and why it's important to know...

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EP 80: End Of Year Money Tips with Tatianna Tsoir show art EP 80: End Of Year Money Tips with Tatianna Tsoir

Ask The Planman

Unlock the secrets to smart tax savings with insights from Tatiana Tzior, an award-winning accountant and business turnaround advisor. With Tatiana's two decades of experience and expertise as a United States Tax Court Practitioner, you’ll learn how to maximize deductions, especially in a post-COVID world where working from home has become the norm. Follow me on 👇 Instagram: @asktheplanman Facebook: Ask the Planman ✅“When you need some advice, always get it right, Come Ask the Planman!”✅ Contact Bruce! Call us at 1-844-Planman Text PLANMAN to (321) 421-5213

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More Episodes

In this episode of Ask the Planman, Bruce Weinstein sits down with Jennifer Rosen of Mind Your Nest, a concierge bill management and daily money support service. We're covering how even the most financially stable people can fall behind, especially after divorce, illness, or the loss of a partner. Jennifer unpacks what families miss when they assume everything is “handled” and why proactive planning, not crisis response, is key to protecting aging loved ones.

Follow me on 👇
Instagram: @asktheplanman
Facebook: Ask the Planman

✅ “When you need some advice, always get it right, Come Ask the Planman!” ✅

Contact Bruce!
[email protected]
Call us at 1-844-Planman
Text PLANMAN to (321) 421-5213