Retirement is Complicated. ThisBoomer makes it easy.

Look, nobody hands you a manual when you hit 65. Social Security seems designed to confuse you. Medicare has more parts than your car. And your grandkids keep asking why you're not on TikTok.

We get it. Because we're living it too.

ThisBoomer is your no-BS guide to the stuff that actually matters—from maximizing your Social Security check to finally figuring out FaceTime. Written by real people (certified experts, actually) who talk like humans, not textbooks.

You're 65. Congratulations, here's a pile of paperwork nobody explained.

Social Security has 47 different rules about when to file. Medicare has Parts A, B, C, D, and something called "Medigap" which sounds made up. Your phone updated and now you can't find anything.

And everyone keeps saying "enjoy retirement!" like you're supposed to just... know how.

We're fixing that.

ThisBoomer is the stuff nobody tells you—from "seriously, when should I take Social Security" to "how do I make this phone stop doing that thing."

Written by actual experts (Janet's been a financial planner for 30 years, David taught at Apple for 8) who talk like normal humans.

No jargon. No BS. Just the real answers to the questions you're actually asking.

The Medicare Bill That Just Went Up

Your Medicare Premium Just Increased. Here's Where That Money's Coming From.

Part B went up $10/month. Doesn't sound like much until you realize that's $120/year, and you're on a fixed income, and groceries also went up, and your property taxes aren't getting cheaper.

We called 6 insurance agents and found 3 ways to offset this. One of them might actually work for you.

6 min · Dr. Adams · Includes actual budget worksheet See the Options →

Making an Extra $500/Month (It's Easier Than You Think)

You Need More Money Coming In. Let's Fix That.

Social Security doesn't cut it. Your pension is smaller than you thought. Or maybe there is no pension. Either way, you're looking at the budget thinking "I need another $500 a month. At least."

Good news: People are doing it. Here's how.

The Stuff That Actually Pays

Freelance the thing you already know how to do

• Bookkeeping for small businesses ($30-50/hour)

• Tutoring kids in math/reading ($25-40/hour)

• Resume writing ($50-100 per resume)

• Basic admin work for busy people ($20-30/hour)

You already know how to do something someone will pay for. We'll help you figure out what.

The Online Stuff (No, Really)

• Selling stuff on eBay/Facebook (people make $300-800/month from their basement)

• Remote customer service ($15-18/hour, work from home)

• Online surveys that don't waste your time (the 3 that actually pay)

• Transcription work ($15-25/hour if you type fast)

The Local Stuff

• Babysitting/nannying for parents who trust experience ($15-25/hour)

• House sitting for travelers (free rent + $30-50/day)

• Pet sitting ($25-40 per visit)

• Driving for seniors who can't anymore ($20/hour + you pick your clients)

Real Numbers from Real People:

"I tutor 3 kids after school, 2 hours each. That's $600/month." - Carol, 68

"I clean Airbnbs between guests. 4 hours, $100. Do 6 a month, there's my $600." - Tom, 71

"I sell vintage stuff on eBay. Found it all at estate sales. Made $843 last month." - Linda, 66

What You Need to Get Started:

• Computer or phone (you have this)

• Internet (you have this)

• The thing you're good at (you have this too)

• Knowing where to look (we'll show you)

See All the Ways →

Bottom line: You don't need to be "good with computers" or "start a business." You just need 10-15 hours a week doing something people will pay for. We'll show you exactly what and where.