Drew Dinkmeyer is one of the most respected experts in the fantasy sports industry. Along with Mike Leone, they co-founded DailyRoto, which is one of the most accurate and comprehensive research sites for fantasy sports. In 2013, at the age of 31, Dinkmeyer left his job as a financial investment analyst behind to become one of just a handful of fantasy sports professionals. In December of 2014, he won a million dollars in a football contest on Draftkings.
In 2017, Drew was named the “Humanitarian of the Year” by the Fantasy Sports Trade Association (FSTA) for his work as the organizer of the Welly-Maker. The Welly-Maker ultimately raised over $40,000 and provided clean water solutions for more than 1,300 people. In 2018, Drew launched Welly-Maker 2.0 and pledged to match up to $40,000.
“Dinkpiece”, as he is known in the fantasy world, earned an Ivy league degree in Psychological and Brain Studies (which means he is really smart) from Dartmouth University. Drew also played Division I Tennis – where he is 2nd all-time in wins. He worked for Morgan Stanley as a an investment analyst. He has been featured in both Maxim and the Wall Street Journal, as well as being interviewed by NPR.
In today’s episode, we discuss:
- His passion for sports
- Advice for starting to play fantasy sports
- The need for clean water in third-world countries
- Why he started the “Welly-Maker”


Adam Levitan is a fantasy football expert that helps thousands of casual and serious players each week. He is a DraftKings analyst. Along with Fantasy Football Millionaire Maker Winners, Peter Jennings and Al Zeidenfeld, they co-host The Daily Fantasy Football Edge pod. Levitan is also an analyst and writer for Fantasy Labs. He is a two-time Fantasy Sports Writer Association award winner. In 2015, PlayingLegal.com named Levitan as one of the Top-50 Influential People in Daily Fantasy Sports. Not only does he have a loyal following of people wanting fantasy sports advice but he also provides entertaining answers to listener questions each week on his “solo pod” fantasy edge podcast.
Keith Lipscomb has been at ESPN.com for 20 years. He is currently the Senior Editor for Fantasy Football. He has served many roles through the years, including editor, writer, on-air talent and podcast host for the ESPN Fantasy editorial team. He works closely with the Fantasy Focus Football 06010 podcast that is hosted by Matthew Berry, Field Yates, and Stephania Bell. This podcast is regularly listed among Apple’s Top-100 most downloaded podcasts. Keith has been an editor for Sports Nation and one of ESPN’s NBA researchers. He writes an article every year prior to the NCAA Tournament that outlines all the information that you need to know for completing your March Madness brackets. He was a star baseball player and communications major at Hiram (OH) College prior to going into journalism full-time.