In October 2020, just a year after founding their company Meaningful Gigs, founders Ronnie Kwesi Coleman and Stephanie Nachemja-Burton prepared for a vital investment meeting with Rethink Education. They had already reached $400,000 in annually recurring revenue (ARR) on their mission to connect American companies with skilled freelance digital designers in Africa and were committed to developing an upskilling platform to nurture their designers' growth. However, early advice from advisors and investors cautioned Ronnie and Stephanie to focus on marketplace growth. The team needed to decide if their upskilling product was worth the investment now or if they should focus on sales and engineering of their marketplace in this round of investments. Furthermore, given the founders' ambitions to turn Meaningful Gigs into a $1 Billion revenue company, was Rethink the right capital partner for them or should they target a more traditional venture capital fund?