Leon embarked on his journey into the human services, following the completion of his degree at Luther College in 1991. He found himself instantly engaged with disability services while working as a lead teacher at Handicare, in Coralville, and soon after, working in direct care for REM Iowa, New Horizons, and even briefly at Discovery Living. Over the years, he advanced through a number of program management positions within REM Iowa, and eventually in the mid-2000s, took on a role in IT and marketing for The MENTOR Network, owners of REM Iowa.

In 2010, he took a brief hiatus to pursue web and application development on his own, but soon returned to his roots in the human services, joining the Discovery Living Team in 2012.