Lisa’s Substack

Lisa’s Substack

Share this post

Lisa’s Substack
Lisa’s Substack
Lone Wolf or Pack Hunter

Lone Wolf or Pack Hunter

Before going into business for yourself, you need to know if you can excel in an "Eat What You Kill" world

Lisa Jaster's avatar
Lisa Jaster
Nov 18, 2024
∙ Paid

Share this post

Lisa’s Substack
Lisa’s Substack
Lone Wolf or Pack Hunter
Share

This is a tough topic for me, because I really loved going into business for myself. The idea of ditching a boss and a strict schedule sounded amazing—especially after dealing with a micro-manager who had a bit of a trust problem. I LOVED the grind, most people’s least favorite part. Being available to clients 24/7, traveling constantly—it was fun because I was always meeting new people and solving different problems. Plus, I could hit all my kids’ events—tournaments, plays, you name it—because I could always say "no" to work when it was time to prioritize family.

But here’s the catch: to really succeed, you’ve got to be good at every part of the business. And well... I’m *terrible* at marketing. Once I gained a new client, they were hooked. But bringing new people on board? Not so much. I even hired a marketing person, but that didn’t exactly move the needle either. I’d hustle with cold calls, landing a few jobs, but it wasn’t enough to keep the momentum going. So, I decided to try partnerships, thinking they’d help my business soar. Spoiler alert: it didn’t work. What started as supportive collaborations turned into a cutthroat “eat what you kill” setup.

At the end of the day, I learned I’m not meant to be a lone wolf—I thrive as part of a collaborative team, a pack. Although the below list includes far more than my sticking points, you should consider each of these potential pitfalls before taking the plunge into entrepreneurship.

Keep reading with a 7-day free trial

Subscribe to Lisa’s Substack to keep reading this post and get 7 days of free access to the full post archives.

Already a paid subscriber? Sign in
© 2025 Lisa Jaster
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture

Share