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Jake Wolff began their career in 2004 as an Account Executive at Seamless.com. In 2010, they moved to the Legal Department at Riverbay Corporation. In 2011, they founded HitchSwitch, a wedding tech service that guides newlyweds through the legal name-change process. HitchSwitch was born out of an entrepreneurial spirit and the desire to make life easier, stemming from Jake's own marriage in 2010.

Jake Wolff attended Fordham University School of Law from 2007 to 2010, where they obtained a JD. Prior to that, they attended Union College from 2000 to 2004, where they obtained a B.A. in Politcal Science & English.