Hello, Gen Y.

Somewhere between “follow your dreams” and “update your résumé”, you became an adult. They said you could be anything. Then the world changed. So you’re figuring it out…AGAIN!

Takes 3 minutes. Gives you your top 5 side hustles. No MLMs. No manifesting.

GenwhY is home for Millennials figuring out how to make money, find their footing, & keep their values intact in a world that is constantly changing.
Melissa & Jake Lair
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Relax, this quiz isn’t graded.

It’s based on real-life,

not sketchy, get-rich-quick schemes.

We rank side hustles using real-life factors, like time, money, and sanity.

It’s practical & actionable,

not “how many friends and family can you call”.

No MLMs. No “just manifest it” or “all you have to do is”. No weird vibes.

It’s built on experience,

not, “I read about this once on the internet”.

Built by people who have actually tried way too many ways to make money

02
Why You Can

Trust Us…

…no really.

We’ve been there.

We’ve been laid off.
We’ve side-hustled.
We’ve failed…loudly, quietly, and expensively. Like $$$ expensive.

We want to help you skip the worst parts and meet you where you are at so you can start where it actually makes sense.

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Strength: Reading people better than algorithms ever will.

Melissa Lair

Mom. Wife. Writer. Empath with a dangerous ability to read people. She’s built businesses, survived side hustles and MLMs, and holds a B.S. in Child & Family Development—plus real-world wisdom you can’t Google. Hates technology, leads anyway. Actively starting a self-love revolution.

Strength: Logic with a conscience.

Jake Lair

Dad. Husband. Systems nerd. Air Force vet with a Master’s in Entrepreneurship and an unhealthy love for spreadsheets. Builds, codes, and optimizes everything—then remembers feelings matter too. Chooses empathy over ego, growth over noise, and is confident enough to admit he’s soft.

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03
The GenwhY

Ecosystem

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04
Pinky Swear

Our Promise

We don’t sell shortcuts. We remove guesswork.

✔️Clarity

✔️Reality
✔️Simplicity

✔️Humor

Everything we build is designed to take the spinning out of starting something new. Clear steps. Real-world testing. Systems that give you next steps so you’re not stuck Googling, second-guessing, or starting over every week. No hype. No mystery. Just fewer decisions. With a dash of humor.

From the GenwhY Life Podcast to WhyTF Magazine, we acknowledge that life as a Millennial (or human in general) is not easy. We ask the hard questions, do the research, and help Gen Y-ers just like us skip the confusion and chaos that has held us back more times than we can count.