Entrepreneurs Entering the Corporate World: How to Tackle the Elephants

Kyla Duffy
2 min readAug 8, 2023

Entrepreneurship is hard. It requires a great deal of hard and soft skills. Titanium resolve. Dogged tenacity. Unwavering faith.

At first glance, it makes sense to create a resume that screams, “Hey! I’m an entrepreneur!”

Think of all the good things you get from an entrepreneur!

· They can wear many hats

· They can build a strategy and execute on it

· They are innovative and forward-thinking

· They have experience building teams

· They’re motivated and solutions-focused

· They’re not afraid to take risks and fail

But there are a few big red flags that come to mind for employers when they hear “founder,” “owner,” or “entrepreneur.”

1. Is this person a lone wolf, or can they work well with others?

2. How does this person function within a team?

3. Is this person difficult to get along with?

4. Can this person execute, or are they only able to create ideas?

5. Can this person assimilate into our culture?

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Kyla Duffy

Energized by “A-ha!” moments, I’m a career coach and resume writer who helps people move toward happiness & fulfillment. Get help at https://kyladuffy.com.