questions

My ex-wife is getting remarried, but I got a letter from her attorney telling me that I will have to continue paying alimony. What do I do now?

Everyone thinks that alimony automatically ends when an ex remarries. And usually that is the case...but the truth is that it’s not always that simple. Laws, court orders, and contract language can all play a role. Here’s why your obligation might not disappear even after your ex says “I do” again.
October 22, 2025 Jesse Singer

I was just fired because I’m overweight. This can’t be legal, right?

Losing your job is bad enough—but being told (or suspecting) it’s because of your weight feels downright cruel. Can an employer really do that? Well, the honest answer is…it depends on where you live. Let’s break down how the law actually works, and what rights you actually do have.
October 16, 2025 Jesse Singer

I just got married and my new wife wants us to start saving to buy a house. I would rather just keep renting. Please tell me I'm right.

Welcome to your first big marital debate. To some, buying a home screams “adulting,” while to others renting whispers “freedom.” You’re both technically right—it just depends on your timing, your finances, what’s important to you, and how much you enjoy unclogging drains at 2 a.m.
October 15, 2025 Jesse Singer

I'm 60 with $250K saved and $1,800 in monthly expenses. Can I afford to retire at 65?

You’re 60, you’ve got about $250K saved, and your monthly expenses run around $1,800. Now you’re wondering: will that be enough to retire at 65? The truth is...it depends. Retirement isn’t just about your savings; it’s about how income, expenses, and lifestyle all fit together. So, let’s break it down carefully.
August 29, 2025 Jesse Singer

My boss made me share a hotel room with him on a business trip “to save money.” I felt uncomfortable and unsafe. What are my options?

Your boss says you have to share a hotel room on a work trip “to save money.” Now you’re imagining awkward silences, zero privacy, and possibly unsafe situations. No, you’re not overreacting—your comfort and safety matter. Here’s how to figure out your options, protect yourself, and set clear boundaries without torpedoing your career.
August 26, 2025 Jesse Singer

My boss insists on being called “Captain” and ends meetings with “Dismissed!” Is this a hostile workplace?

Look, sometimes bosses exhibit unusual behaviors—and if your boss insists on being addressed as "Captain" and ends meetings with commands like "Dismissed!", it makes sense that you might wonder if this crosses the line into a hostile work environment.
July 31, 2025 Jesse Singer