Grow & Tell

Growing a CS Team: Joseph Schmitt on leading success at UpKeep

Joseph Schmitt, VP of Success at UpKeep, shares his learn-by-doing approach to growing Customer Success teams. 

Joseph Schmitt is exactly the type of growth story we like to tell—from a few perspectives.

He’s had a surprisingly fast personal career arc from entry-level support to senior Customer Success leader and also helped grow two startup customer success teams from the ground up.

On today’s show, Joseph and Alex chat about:

  • Transitioning from entry-level support to management & senior leadership
  • Joining UpKeep as their first CS hire
  • Hiring and retaining UpKeep’s CS team for the past 6 years
  • Structuring UpKeep’s CS teams
  • Working with a non-tech-savvy customer base
  • Advice for early CS hires