The shocking murder of UnitedHealthcare’s CEO is a tragic story that highlights deeper issues within the health insurance industry — wealth, greed, inequality, and power dynamics — and raises important questions about the prioritization of profits over patient care. We’re taking a closer look at the broader implications of this event and its ties to the systemic challenges healthcare professionals already know too well. Sim Terwilliger, CFP®, CSLP®, joins us and shares a personal connection to the story. We explore the emotions and frustrations it brings up, especially for those working in a system often criticized for putting profit before people.

Key moments:

(04:35) Unpacking the growing anger toward health insurance companies (10:36) Insurance companies overriding physicians leads to worse outcomes for patients (13:00) A recap of what happened, the manifesto, and the controversial sympathy for the alleged shooter’s motives (21:07) Fear and frustration leave many wondering if change in healthcare is even possible

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Feeling helpless when it comes to your student loans?

• Try our free student loan calculator
• Check out our refinancing bonuses we negotiated
• Book your custom student loan plan
• Get profession-specific financial planning

Do you have a question about student loans? Leave us a voicemail here or email us at [email protected] and we might feature it in an upcoming show!

The PSLF buyback program could be the key to reaching forgiveness faster, but there’s a catch. You must use exact language in your reconsideration request, or it won’t count. Without it, your request might be dismissed as just an inquiry — seriously. We break down everything you need to know about PSLF buyback, including the steps to get your application right the first time, how this program came to be, and why it’s still available despite the SAVE plan injunction. Plus, we'll touch on the importance of keeping an eye on refinancing rates and what to expect if policies shift under a new administration. If you’re worried about PSLF or wondering how things might change under a different political landscape, this episode has the answers to help calm your nerves.

Key moments:

(01:51) The exact steps and language needed to apply for PSLF buyback

(05:32) How PSLF buyback could save borrowers a ton of money

07:34) Potential impacts if a Trump administration repeals PSLF buyback or the SAVE plan

(11:02) How falling refinancing rates could create new opportunities for borrowers

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Feeling helpless when it comes to your student loans?

• Try our free student loan calculator
• Check out our refinancing bonuses we negotiated
• Book your custom student loan plan
• Get profession-specific financial planning

Do you have a question about student loans? Leave us a voicemail here or email us at [email protected] and we might feature it in an upcoming show!

Social media is overflowing with flashy trends and hyped-up advice, making it easy to feel like you’re missing out. From “get rich quick” schemes to so-called success shortcuts, the constant FOMO can lead to bad financial habits and second-guessing your decisions. We’re exposing the trends that claim to help but actually hold you back. Discover how harmful financial behaviors and misleading investment advice can keep you stuck — and learn how to avoid these traps. Tune in for practical tips to cut through the noise and focus on building real, sustainable financial success.

Key moments:

(01:39) Influencers say “do this,” but their success doesn’t mean it’ll work for you

(10:07) Are you falling behind, or is social media making you feel that way?

(22:47) Unqualified influencers sell dreams, but they rarely deliver real results

(29:53) Hustle culture glamorizes nonstop work but keeps you from what really matters

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• Follow on Apple Podcasts, Spotify or Amazon Music
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Feeling helpless when it comes to your student loans?

• Try our free student loan calculator
• Check out our refinancing bonuses we negotiated
• Book your custom student loan plan
• Get profession-specific financial planning

Do you have a question about student loans? Leave us a voicemail here or email us at [email protected] and we might feature it in an upcoming show!

Over the past four years, student loans have been at the center of some of the most dramatic changes we’ve ever seen — both good and bad. We’ll explore the Biden administration’s legislative and executive actions, such as making student loan forgiveness tax-free through the American Rescue Plan, the PSLF waiver, and the introduction of the SAVE plan. Along the way, we’ll unpack the political pressures Biden faced, comparisons to FDR, and the influence of key players like Senator Warren and Richard Cordray. In addition, we’ll examine the political ramifications and speculate about the future of student loan policies under a Republican-controlled government.

Key moments:

(06:13) Misrepresented loan repayments paved the way for executive actions

(11:01) A once-in-a-generation opportunity to rewrite the social contract

(17:57) Why Republicans saw an opening to sue over student loan cancellation

(21:13) The SAVE plan’s billion-dollar promise — and why it was never realistic

(26:08) Are plans in motion to roll back Biden’s student loan reforms? What we’re hearing

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• Follow on Apple Podcasts, Spotify or Amazon Music
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Feeling helpless when it comes to your student loans?

• Try our free student loan calculator
• Check out our refinancing bonuses we negotiated
• Book your custom student loan plan
• Get profession-specific financial planning

Do you have a question about student loans? Leave us a voicemail here or email us at [email protected] and we might feature it in an upcoming show!

Roth IRAs are a fantastic tool for building tax-free retirement wealth, but they’re not without their pitfalls. Uncover common Roth IRA mistakes, like contributing too much, missing key deadlines, or triggering taxes you didn’t expect — and how to avoid them. Already made a misstep? Don’t worry. We’ll walk you through how to fix these mistakes, from recharacterizing contributions and correcting excess contributions to handling IRS notices.

Key moments:

(04:35) Why a Backdoor Roth IRA might be right for you (and the new 2025 phase-out limits)

(10:01) The five steps to completing a Backdoor Roth IRA

(16:32) Common Roth IRA mistakes and how to fix them

(19:27) The Pro Rata Rule and its potential tax consequences

(24:57) Strategies to avoid taxable conversions

Like the show? There are several ways you can help!

• Follow on Apple Podcasts, Spotify or Amazon Music
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Feeling helpless when it comes to your student loans?

• Try our free student loan calculator
• Check out our refinancing bonuses we negotiated
• Book your custom student loan plan
• Get profession-specific financial planning

Do you have a question about student loans? Leave us a voicemail here or email us at [email protected] and we might feature it in an upcoming show!

If you're counting down your final PSLF payments and feeling like you're losing your mind with all the uncertainty, this episode is for you. We'll tackle what's actually worth worrying about when you're close to forgiveness, explore strategies for navigating the final stretch, dig into the PSLF buyback situation, and cover what you need to know about potential new repayment plans and legislative changes on the horizon.

Key moments:

(01:19) Misinformation about applying for PSLF buyback: What’s real and what’s noise (08:31) Court rulings, tax changes, and what they mean for forgiveness programs (15:14) What to do while waiting for IBR application processing (16:07) New Republican proposal to reset student loan interest rates

Like the show? There are several ways you can help!

• Follow on Apple Podcasts, Spotify or Amazon Music
• Leave an honest review on Apple Podcasts 
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Feeling helpless when it comes to your student loans?

• Try our free student loan calculator
• Check out our refinancing bonuses we negotiated
• Book your custom student loan plan
• Get profession-specific financial planning

Do you have a question about student loans? Leave us a voicemail here or email us at [email protected] and we might feature it in an upcoming show!

Stuck in holiday traffic? Make the most of your travel time with our curated collection of student loan resources perfect for your commute. We'll explore the latest Pay As You Earn (PAYE) rumors, tackle tricky PSLF payment count challenges, and share a simple yet effective tool to estimate your IDR forgiveness progress while we wait for the Department of Education’s much-anticipated tracker.

Key moments:

02:41 New resources you’ll love: Podcasts for dentists, physicians, and veterinarians 05:36 How to pinpoint your payment count if you’re curious where you stand on forgiveness 14:11 Nearing 120 payments? Don’t miss this step-by-step guide we’ve been sharing with our clients 28:23 PAYE might be making a comeback: The pros, cons, and what it could mean for you


Links mentioned: 

• PSLF payment tracker through StudentAid.gov
• https://studentaid.gov/app/api/nslds/payment-counter/summary
• Financially Free Dentists podcast
• Financially Free Physicians podcast

Like the show? There are several ways you can help!

• Follow on Apple Podcasts, Spotify or Amazon Music
• Leave an honest review on Apple Podcasts 
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Feeling helpless when it comes to your student loans?

• Try our free student loan calculator
• Check out our refinancing bonuses we negotiated
• Book your custom student loan plan
• Get profession-specific financial planning

Do you have a question about student loans? Leave us a voicemail here or email us at [email protected] and we might feature it in an upcoming show!

The last few weeks have been a lot — election chaos, tensions running high, and now Thanksgiving is knocking on the door. If the thought of sitting at the table with family members who have very different opinions makes you cringe, you’re not alone. We've brainstormed tons of fun and unconventional methods to sidestep political tension, avoid unnecessary drama, and maybe even have a little fun. Plus, we'll explore the power of gratitude, the tactical use of distraction, and even a few spicy clap-back comebacks for when things get a bit too heated. Think of it as your guide to surviving the holidays without losing your cool (or your plate of pie).

Key moments:

(03:16) Turn the table into a stage with over-the-top campaign speeches for the best side dish (05:28) How to keep stressful conversations in check without drawing attention (13:05) Push boundaries with a bold clap-back (or stick to the nod-and-smile technique for a drama-free approach) (20:06) Two ways to handle conspiracy theories: a smooth exit or playful engagement (23:12) A low-key hack for escaping post-meal chaos while earning brownie points Turkey, Tension, and Dodging Drama

Like the show? There are several ways you can help!

• Follow on Apple Podcasts, Spotify or Amazon Music
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Feeling helpless when it comes to your student loans?

• Try our free student loan calculator
• Check out our refinancing bonuses we negotiated
• Book your custom student loan plan
• Get profession-specific financial planning

Do you have a question about student loans? Leave us a voicemail here or email us at [email protected] and we might feature it in an upcoming show!

It’s an unlikely scenario, but the possibility of President Trump abolishing the Department of Education in his second term is a hot topic that’s sparked questions and concerns among student loan borrowers. We’ll explore what that might mean, unpack the fears and anxieties expressed by our listeners, and provide context around the policy implications. Plus, stick around for our “listener mailbag,” where we tackle specific questions and worries that have been pouring into our inboxes. 

Key moments:

04:31 Republicans' plan is not actually to eliminate the Department of Ed 10:21 How to handle income recertification for IDR plans during job gaps 16:04 Will the discontinued PAYE plan return amid changes? 22:37 Timing actions around the 0% interest period for student loans

Like the show? There are several ways you can help!

• Follow on Apple Podcasts, Spotify or Amazon Music
• Leave an honest review on Apple Podcasts 
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Feeling helpless when it comes to your student loans?

• Try our free student loan calculator
• Check out our refinancing bonuses we negotiated
• Book your custom student loan plan
• Get profession-specific financial planning

Do you have a question about student loans? Leave us a voicemail here or email us at [email protected] and we might feature it in an upcoming show!