Bootstrapping a Small Business with Connor Gillivan

Bootstrapping a Small Business with Connor Gillivan, an entrepreneur and the co-founder of He shares his life experiences, including his adventures in South Africa and Nicaragua, and valuable tips & advice for bootstrapping a small business – starting with no or very little borrowed money, and instead growing through reinvestment of the profits.

[Learn more about Connor]

Connor Gillivan - EntrepreneurConnor is an entrepreneur, and the co-founder of – a company that connects business owners with freelancers online. He is the author of “Free Up Your Business: 50 Secrets to Bootstrap Million Dollar Companies” .
He started his first business, Portlight, when he was 20 from his college dorm room – drop shipping products on Amazon and scaled it to sell over $20 million of product in its first 4 years. He then started in late 2015 to connect the top 1% of freelancers online with business owners. It now serves over 2,500 businesses worldwide. Today, he is the CMO of FreeeUp driving growth for the company through digital marketing strategies and he continues to run Portlight as its CEO.

Update: In October, 2021 Connor founded, a US based bookkeeping and analysis service for eCommerce businesses. They are on a mission to make bookkeeping, accounting, and finances simpler for eCommerce business owners so they can know their numbers better and make smarter decisions.


Books mentioned in this episode:
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Other Episodes:

Find all episodes of The How of Business podcast, the free on-demand audio show for small business owners, on our Archives page. Henry Lopez is the host of The How of Business podcast.

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