Five Quiet Hints You’re Dealing with a Trust Fund Baby

Avoid these types when making money online or starting a business. Their results are fake.

Tim Denning
The Startup
Published in
4 min readApr 6, 2022


Photo by Daniel Lincoln on Unsplash

There’s a plague online.

It screws with your ability to make money, start a side hustle, or run a startup.

Trust fund babies.

They’re those sons of b*tches that never have to worry about money because their family is stinking rich.

A great example is the Kardashians. Kim tells us we have to “get our f*cking asses up and work harder” to succeed in business.

Yet she started with $100M left behind in a trust fund from her famous daddy. She can fail 99 times in a row and still be a millionaire.

I’ve never seen the disease of trust fund babies talked about. So here goes.

Here’s how you spot one (more on that soon) so they don’t ruin your business, side hustle, or ability to make money online.

They go from zero to hero fast

Five years ago I was sitting in a cafe sipping a $2 coffee quietly while reading my Harry Potter book.

A colleague comes in and screams “we all need to get a job with this customer!”

The latte went down the wrong hole and I coughed ferociously. (Story of my life.)

“What you talking about old man?” I said.

He goes on to tell me about a client three streets away that offered him a job. They have a fintech business. It’s doing millions of dollars and is only a few months old. In finance, that just doesn’t happen.

A few weeks later, we visit the client to update the information we need to give our risk team. The office has more than 50 desks and no employees. Kinda stranggggeee.

A softly spoken woman begins to tell us how they’re doing millions of dollars of transactions a day. They’d hired a senior executive from a big four consulting firm to represent them. He told us the same info.

To cut a long story short, weeks later we learned the supposed transactions were just them sending money to themselves and their family.



Tim Denning
The Startup

Aussie Blogger with 500M+ views — Writer for CNBC & Business Insider. Inspiring the world through Personal Development and Entrepreneurship —