Student Loan Planner

Payments are back, SAVE is over, and one in five borrowers is already behind. If your payment is unaffordable, or you've been ignoring your loans and want to know what happens next, this episode is for you. We’ll walk through your options before you miss a payment, what deferment and forbearance actually cover now, and the real timeline from delinquency to default. You'll also learn why loan rehab...

In a new survey of physicians, dentists, veterinarians, and others, two groups reported similar incomes and spent about the same on homes and cars. Yet one group grew its investments at least twice as fast. What set them apart? This episode walks through the data to compare how the two groups save, invest, and feel about reaching their goals. You'll learn where busy people tend to let things slip,...

Federal student loans are about to feel a lot more like private debt, especially for anyone starting a master’s, dental, medical, or law degree after July 2027. Shrinking federal loan caps, fewer repayment options, and tighter limits on forbearance could mean relying more on private loans or managing higher payments. Learn how these changes affect your future borrowing, repayment options, and publ...

If you started repaying federal student loans around 2001-2006 and have been on a 20, 25, or 30-year income-driven repayment plan, you’re right on the doorstep of forgiveness. Here’s the catch: the forgiven balance triggers a potentially staggering tax bill — what we call the “tax bomb.” Learn who’s at risk, how big the tax bill could be, missteps to avoid, and the exact steps to prepare. Key mome...

Should you prioritize paying off your student loans or is it smarter to focus on investing? With interest rates changing dramatically since the days of ultra-low 3% loans, we break down how the math (and the mindset) has shifted. You’ll learn how rising interest rates affect that balance, how your tax bracket factors in, and why it might be smarter to shift extra money toward debt rather than your...

This is a two-for-one episode. We’ll start by digging into the mailbag and answering questions you sent in. Then we’ll get to the topic filling my inbox with panicked emails: whether the Department of Education can take back forgiveness counts that were already granted. If you followed the rules, you shouldn’t be worried, and I’ll explain what I think is actually going on with these count correcti...

You’re coming off years of low or no student loan payments, only to face 10-20x jumps seemingly overnight. We get into why payments are up so sharply, what to do (and not do) if your budget’s getting squeezed, and how to use tax and filing strategies to lower your monthly student loan bill. We also share how to navigate marriage, family size, and community property rules when recertifying, so you...

If you’re on an income-driven repayment plan, you might be paying a marginal tax rate that rivals (or exceeds) those in high-tax countries. We walk through exactly how that number gets built, showing how many borrowers effectively lose close to half of every additional dollar earned. We get practical about how this impacts your investment strategy, spending habits, and even decisions like working...

Summer’s winding down and, let’s be real, if you’ve got kids, you’re counting the minutes until school starts. But whether you’re squeezing in that last vacation or piecing together a back-to-school checklist, we make the case that you should also start collecting something else: so-called “old person hobbies.” We share why diving into activities like sourdough baking, tree planting, or astronomy...

Most people who care about money — especially those with big student loans — eventually end up worrying, "Am I on track to retire?" But that’s not the right question. Today, I break down why obsessing over retirement misses the point, and explain how shifting your focus to what you actually want in the next year can have a much bigger impact. Plus, I get real about what happened when I chased earl...

If you're coming out of professional school this fall, here's the quirk in your favor: you almost certainly didn't borrow after July 2026, which means you still have access to every repayment plan that existed before that cutoff. Some of these new-grad moves have been around for years, but the arrival of the Repayment Assistance Plan (RAP) changes the math, and we walk through the hacks that let h...

Servicers started sending official 90-day notices on July 1, and roughly 6 million borrowers are still sitting on SAVE trying to figure out what comes next. Learn what that notice actually means for your timeline, why the new 1% autopay interest reduction is more of a distraction than a deal for most people, and why consolidating right now could cost new grads a decade of extra payments. Plus, the...

AI hype is everywhere — and it’s about more than AI taking over your job. It also affects the stock market, your investments, and even your student loan paydown strategy. Find out if we’re living through another tech bubble moment, why student loan borrowers should pay attention, and how you might want to rethink where your extra cash goes in uncertain times. Key moments: (03:46) Deciding between...

The new RAP plan has gotten plenty of criticism, but it might not be all bad news for every borrower. Learn where RAP could help, where it could hurt, and why the right strategy depends so much on your income, forgiveness goals, and long-term financial picture. Key moments: (03:10) Who the RAP plan might actually help (06:37) RAP affects forgiveness timelines and PSLF strategy (08:20) Forecasting...

We just got back from the NASFAA conference in Washington, D.C., and there's a lot to unpack. From the launch of the Repayment Assistance Plan (RAP) and what it means for forgiveness strategies, to new federal loan limits and whether private loans can fill the funding gap for future grad and professional students, we're breaking down what these shifts mean for current borrowers, schools, and anyon...

Scroll through any financial feed, and you'll eventually hit the same pitch: AUM (assets under management) fees are a ripoff, and only foolish high earners pay them. We think that framing bends the math to sell you something, so we’re breaking down why AUM fees have become the villain in personal finance marketing and giving you a real test for judging whether any advisor is worth the cost. Key mo...

You've heard of HENRYs, high earners who are not rich yet. But what if you're a high earner with six figures in student loan debt on top of it? That's a SHENRY, and the path to wealth looks different when a 401(k), a 457, an HSA, and a $300,000 loan balance are all competing for the same paycheck. We walk through the five moves SHENRYs can make to accelerate wealth growth, from maximizing tax-adva...

A brand new income-driven repayment (IDR) plan is coming, and the rules are stricter than anything borrowers have dealt with before. We break down what we know about the Repayment Assistance Plan (RAP): who qualifies, how payments are calculated, and the deadlines you may need to beat before older plans like Pay As You Earn (PAYE) close their doors. If you have federal loans and want to make the r...

Since the One Big Beautiful Bill, the final student loan regulations have started landing, and we're seeing the real-world fallout in consultations every single day. We bring you what that looks like from the front lines: the latest ATF update on IDR backlogs, PSLF buyback wait times, and forgiveness eligibility checks, plus a few other things worth watching. We also cover the consolidation trap n...

Grad PLUS loans are going away, and the phase-out is going to create one of the strangest stretches in the history of student loan financing. If you're enrolled in a graduate or professional degree program, about to start one, or know someone who is, the new borrowing limits taking effect July 1, 2026, will reshape how you pay for school and how you'll repay later. Learn about the new borrowing ca...

The new federal student loan regulations are about to throw a wrench into grad and professional borrowers’ repayment options, and we’re tackling some of the most pressing questions borrowers are calling in with. We break down why one loan disbursed after July 2026 can flip somebody from a clear forgiveness path to being stuck in a repayment plan that costs you double (or more). You’ll also learn s...

Everyone's wondering whether AI is coming for their job (or wallet), so it's fair to ask how close AI tools are to replacing a real human student loan advisor or even your future career. We get into why some professions may weather the AI storm better than others, what the superstar effect means for your career (and your loans), and how upcoming policy changes like the One Big Beautiful Bill Act w...

What happens when forgiven student debt becomes taxable income again? That’s the “tax bomb” we’re breaking down this week — why it’s coming back, who could get caught by surprise and what you can actually do about it (even if Congress keeps punting the ball down the road). We’ll get into 20- and 25-year forgiveness for private-sector folks, insolvency exclusions and why the whole mess falls hardes...

A candid look at what our student loan experts are seeing in real-time consultations. The throughline: borrowers need to pull their heads out of the sand because too many are sitting on consolidation deadlines, surprise recertifications, and PSLF misconceptions that could cost them years of credit. The conversation moves from urgent Parent PLUS deadlines to PSLF edge cases, then to disability plan...

Graduate and professional school just got a lot trickier to finance. With the One Big Beautiful Bill (OBBB) Act slashing federal loan limits in 2026, figuring out how much you should borrow and whether private loans make sense is a whole different ballgame. We examine old vs. new borrowing math, which degrees might justify taking out private loans, where the ROI completely falls apart, and how the...