Podcast: How Grit And Generosity Will Lead To Wealth With GiftYa's Jason Wolfe

Jason Wolfe Twitter.png

Jason Wolfe sold several companies for huge profits, including GiftCards.com for 120 million dollars. The gifting entrepreneur grew up as an orphan at the Milton Hershey School when his mentally ill mother could not care for him. The lessons learned at the school focused on not just a strong work ethic and structure, but also specific lessons on building businesses with a spirit of generosity.

Office Updates


The building has gone through a lot of changes over the past year. I wanted to make a great work environment for the entire team and to give them a sense of place. From open offices with glass walls to cozy bean bags and motion detector lights, the office has seen a huge transformation. Employees can work in a space that's best for their productivity and the feedback has been overwhelmingly positive. 

The icing on the cake, and our latest addition, is the Wolfe sign.

2014 'You Gift. We Gift.' Trip


  We just returned from another amazing You Gift. We Gift. tour. The tour is part of the overall You Gift. We Gift. programs, which provides needy children unexpected gifts around the holidays.This year marks our second outing as we made the journey from Pittsburgh to Tampa in just four days. Stops on the way include Charlotte, Augusta, Greenville and Gainesville. In each city, we had the chance to visit local family shelters, food banks and nominated children.

I encourage you to check out the recap on the GiftCards.com blog. My son Morris provided most of the updates along with some great photos. Also below is a link to a great feature from the Pittsburgh Post Gazette.

Thank you to everyone who made this trip possible and to the amazing people we met along the way!

Pittsburgh's Comeback Kid [Fortune.com]


Deep within the recesses of the DoubleTree Hotel in Pittsburgh, Jason Wolfe is mentally preparing himself to deliver a speech at his company’s quarterly meeting. He’s stationed in the back of the hotel’s ballroom, seated, swiping through slides, reviewing his talking points. He looks up, takes a breath, and begins to make his way toward the front. Wolfe, the 45-year-old chief executive of GiftCards.com, is hardly shy. But there’s always something a little unnatural about speaking to—and answering questions from—a hundred or so employees gathered in a single room.

Congrats to the Pittsburgh Tech 50 Winners!


The Pittsburgh Technology Council announced the winners of the 18th annual Tech 50 awards this past Tuesday. I'm proud to say that GiftCards.com was a nominee in not one, but two catigories: Advanced Manufacturing Company of the Year & CEO of the Year. While we didn't walk away with a win I'm very proud that we were nominated to stand with such great business partners in the Pittsburgh Tech community. Congrats to all winners and hopefully see you there next year!

GIftCards.com Named one of Pittsburgh's 'Smart 50'


GiftCards.com was recently recognized as one of Pittsburgh's 'Smart 50' companies within the region. The Smart 50 Awards recognize the top executives of the 50 smartest companies in the region for their ability to effectively build and lead successful organizations. All 50 winners were honored at a black-tie celebration in this past week. In addition to included within the ranks of the Smart 50, GiftCards.com received a specialty award for our achievements in innovation. This award means a lot to me as we strive to produce a great product for our customers and employees. We have a lot of big things planned for the remainder of 2014 and even bigger things to come in 2015! Thank you to all our customers and employees who help us keep innovating and make 'em smile : )

4 Things Businesses and Consumers Need Before They Adopt Mobile Payments [Entrepreneur Magazine]


At some point, every new business has to address the basic question of how customers will pay for their product or service. Although the traditional payment choices are still useful, here are some questions they raise:

  • Checks. Come on, don’t checks belong in a museum?
  • Cash. Do you really want to carry stacks of paper in your wallet?
  • Credit/debit cards. Do you want to pay bank fees, and deal with potential fraud issues and resulting headaches?

GiftCards.com named one of the fastest-growing private companies in America. [Inc. Magazine]


On the heals of GiftCards.com being names one of Pittsburgh's fastest growing companies, we just learned that the company has again been named one of the fastest growing private companies in America by the editors of Inc. Magazine. The Inc. 5000 list, now in its 33rd year, profiles the fastest-growing privately held companies in an annual ranking. GiftCards.com came in at #4085! The full list can be found using the link below.