I was speaking with an entrepreneur recently about fundraising versus bootstrapping and one of my favorite topics came up. Would you rather own a slice of a watermelon or an entire grape?

Entire grape

When does it make sense to keep bootstrapping and maintain 100% ownership versus raising outside capital:

• For entrepreneurs who want to maintain complete control over all their business decisions

• If you believe additional capital doesn’t help you grow faster

• If you are already profitable and can self fund growth

• If you are uncertain on market size, and want to maintain optionality for earlier acquisition opportunities

Slice of a watermelon

When does it make sense to raise money and be diluted to a slice of a bigger opportunity:

• When you believe in a big market and going fast to get there

• When you have proven early traction and want to do more of what you know already works

• When you have found the right investors that can accelerate your business

There is no right answer to which is better. The math can work for any size grape or watermelon:

100% of $20M = $20M

20% of $100M = $20M

10% of $200M = $20M

It is very rare to own an entire watermelon - so do you believe you have an opportunity big enough to be a watermelon, or do you believe you may have a grape?