Derrick Pledger on career development
From Failure isn’t a stain | Playing Injured Ft. Derrick Pledger · · 500 Pound Media
“I reframed it for myself and I noticed that I was a bit more willing to take risks, especially in the corporate setting — I would volunteer for the hard stuff, coming up the ranks from just being a field service engineer all the way up to the C-suite.”
On , Derrick Pledger, Chief Digital & Information Officer (CDIO) at MAXIMUS INC, spoke about career development during Failure isn’t a stain | Playing Injured Ft. Derrick Pledger on 500 Pound Media.
About Derrick Pledger
Derrick Pledger, Chief Digital & Information Officer at Maximus, appeared on the "Border Made" podcast in April 2026. During the episode, Pledger discussed his background as a U.S. Army veteran and his views on failure. He described himself as "a byproduct of probably 10,000 failures and maybe another 5,000 rejections," stating that he is "committed" to continuing to fail. Pledger said he believes "the folks that are the best at failure are also the most successful" because they take risks, and he teaches his children that "if you're not failing at something every single day, you're not trying hard enough." Pledger also spoke about his belief in "radical change," saying it "always works out for the better for me." He commented on social media usage, noting that approximately five billion people spend an average of two and a half hours per day on social platforms, totaling 12.5 billion hours daily. He suggested that if some of that "collective brain power" were redirected, it could be used to address problems such as cancer or geopolitical issues.