scrappy startup


FreeeUp CMO Connor Gillivan talks about building a scrappy startup to a 20 million dollar company on the Moment Masters podcast with Shakira M. Brown.

Shakira M. Brown, also known as The Small Biz Whisperer, talks with Connor about Amazon selling and bootstrap startup success in this episode.

Connor Gillivan is a 27-year-old serial entrepreneur and best selling author. After developing expertise in eCommerce on Amazon, he worked to hire  60 people for the store. He has since generated over $20 million in sales for that store, Portlight. Currently, he is the co-founder and CMO of, an online hiring platform that brings together high quality freelancers and growing businesses in need. FreeeUp vets hundreds of remote workers every week in the fields of eCommerce, digital marketing, web development, and other areas. They keep only the top 1% to offer to clients for $5 to $50 per hour.

Connor has mastered the art of effective supply and demand. When he was a college student, he and his business partner Nathan Hirsch created a dorm room-based used textbook reselling business on Protlight was designed to offer more competitive prices to students for their used textbooks than the college campus bookstores were offering. From there, Connor and Nathan started crating partnerships with manufacturers as they adopted the drop ship business model. They mostly didn’t touch or have to buy upfront what they sold on The rest is $20 million in sales history.

Connor soared to the rank of best selling author on in the first week that his book opened for sale. The book, Free Up Your Business: 50 Secrets to Bootstrap Million Dollar Companies, shares 50 lessons entrepreneurs can apply today to grow and hire high quality workers for their businesses.

Join Shakira and Connor as they go through his inspirational journey from college student to successful entrepreneur. Listen below for the tips he drops as he recounts the steps that he and his business partner took along the way to multi-million dollar success. Have you been thinking about selling anything on Do you want to build an online business? This episode has lots of tips and insights worth millions.

Click here to listen to the full episode with show notes on 

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Don’t forget to check out Connor’s blog,, where he shares his knowledge about starting eCommerce businesses, growing as an entrepreneur, and navigating the startup world. Check out his best selling book as well, Free Up Your Business: 50 Secrets to Bootstrap Million Dollar Companies, available on the site and on Amazon. The book is filled with the secrets that he and FreeeUp CEO Nathan Hirsch learned over the past 7 years that they have been working together on their Amazon store Portlight, and gives the steps that entrepreneurs can take to scale their businesses to pull in over $1 million in sales.


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