Every issue, in one place.
Each Monday since 2017, plus mid-week extras and monthly AMAs. Read what landed in subscribers' inboxes — no email required.
- No. 023 Apr 30 Monday Brief
The new rules just dropped
Quick housekeeping before the news: my AMA is this Saturday at 11:00 AM Eastern. Bring whatever you've been sitting on — IDR, PSLF, default, collections, refi, parent PLUS, the SAVE wind-down. If you don't know who to ask, ask me.
- No. 022 Apr 29 AMA
AMA this Saturday
Most weeks, I get the same kinds of emails. Someone walks me through their loans, lists three options they're weighing, and asks which one to pick.
- No. 021 Apr 27 Monday Brief
"Loan forgiveness is not happening"
Last Thursday at the American Enterprise Institute, the Education Department's Undersecretary, Nicholas Kent, did something officials rarely do. He apologized.
- No. 020 Apr 20 Monday Brief
The next 90 days
I sat down with Adam Minsky this week to record an update. We planned for 15 minutes. We went over 20 and still didn't cover everything.
- No. 019 Apr 16 Monday Brief
He almost moved to Alaska instead
A court filing dropped this week with a number that matters if you're waiting on anything from your servicer right now: 643,000 borrowers are still in line.
- No. 018 Apr 15 Monday Brief
Two ways to buy yourself time
If you're married and on an income-driven repayment plan, your spouse's income might be killing your payment. I hear this every week: "My payment is $1,200 because they're counting my husband's salary."
- No. 017 Apr 08 Monday Brief
The decision you're stuck on
Last week, I talked about what's coming — SAVE is gone, payments are jumping, and you have until September to pick a new plan.
- No. 016 Apr 06 Monday Brief
$0 Payments (Legally)
Payments are going up.
- No. 015 Apr 01 Monday Brief
Your Next Move
Instead of new updates today, I'm sharing the articles we updated this week — the ones that help you make the decisions you're facing right now. Bookmark what applies to you.
- No. 014 Mar 31 Monday Brief
More SAVE, Forgiveness, and Parents
Yesterday I sent a breakdown of what happens next for SAVE borrowers — the timeline, your options, and what to watch out for when picking your income documentation. If you missed that email, here's the video version walking through everything
- No. 013 Mar 30 Monday Brief
When to leave SAVE
The Education Department announced last Friday what happens next for the 7.5 million borrowers still enrolled in the SAVE plan. If you're not on SAVE — if you're in IBR, PAYE, or ICR — this doesn't affect you. Skip this one.
- No. 012 Mar 18 Monday Brief
A Flood of Forgiveness?
Big news this week. Based on the Department of Education's latest court filing, a large wave of loan forgiveness is expected to be processed by the end of March.
- No. 011 Mar 11 Monday Brief
SAVE is DEAD. Now what?
SAVE is dead.
- No. 010 Mar 05 AMA
AMA Saturday at 11:00 a.m. EST
Ask Me Anything (Student Loans)
- No. 009 Mar 03 Monday Brief
What's happening with the SAVE Plan
So what's going on with the SAVE Plan?
- No. 008 Feb 26 Monday Brief
Automatic discharges coming soon?
A narrow group of federal student loan borrowers may soon see their loans automatically discharged following two court rulings this week involving theSweet v. McMahon (formerly Sweet v. Cardona) settlement.
- No. 007 Feb 19 AMA
Student loan update: what to do now
Forgiveness, taxes, SAVE, and Parent PLUS
- No. 006 Feb 17 AMA
AMA Replay Recording February 2026
Thank you for registering for the AMA session held this past Saturday, February 14, 2026.
- No. 005 Feb 13 AMA
AMA Tomorrow at 11:00 a.m. EST
Ask Me Anything (Student Loans)
- No. 004 Feb 12 Monday Brief
New forgiveness today
It looks like another round of student loan forgiveness went out today.
- No. 003 Feb 10 Monday Brief
Help w/IDR Tax Bomb
In December, we shared a short intake asking borrowers approaching IDR forgiveness to describe what a potential federal tax bill would mean for them.
- No. 002 Feb 04 Monday Brief
Open Letter
Let me tell you about Teri and Mina.
- No. 001 Jan 29 Monday Brief
Getting unstuck
Quick note on email response times
Get the next one in your inbox.
Free. Every Monday. Unsubscribe anytime.