Jason Wolfe on Entrepreneurship and his Career

Jason Wolfe is an entrepreneur through and through. After growing up in the Milton Hershey School, an orphanage founded by Milton Hershey, Jason found himself living out of his car.

He taught himself how to code by using books at the local library and CompUSA's 'Building the Perfect Web'. This led to building the first coupon website and launching his first internet business. From 1995 to 2000, Jason built the business, raising $500k in VC from Jupiter Media and garnering more than $1 million in annual sales and 20 million page views per month.

MyCoupons.com sold for roughly $23 million in 2000, shortly before the DotCom bubble burst.

Jason rolled over his proceeds into successive wins with his companies Direct Response Technologies (acquired by Digital River for $22 million), Jambo Media (for $15 million) and Giftcards.com (by Blackhawk Network for $120 million).

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