Change is uncomfortable, especially when stability has worked for a long time.
In this episode, the guys unpack the end of the Mike Tomlin era in Pittsburgh and what nearly two decades of consistency really delivered. Always competitive, rarely collapsing, but increasingly stuck in the middle. That same question carries over to Jerry’s world, as he opens up about a major shift in his business after 19 tax seasons and the toll that doing everything himself quietly took on his company, his family, and his sanity.
From the Steelers’ definition of “the standard” to the difference between loyalty and growth, this conversation explores when playing it safe stops serving you. It’s about recognizing burnout, redefining success, and understanding that sometimes progress requires letting go of what once worked.
Whether you run a business, manage people, or feel stuck in something that looks stable from the outside, this episode is a reminder that standing still can be the riskiest move of all.