Many times, you and your team will decide to choose a path that you know might come back to haunt you. The same has happened to me as a CTO of Wilco, It was a dark and stormy night when I made a fateful decision to choose a fast but fragile solution to one of our early problems. Unfortunately that solution later cost us $10k, a pretty significant to a small startup.

In this session I’ll share this horror story. More importantly, I’ll discuss the tools you have as a technical leader to assess the risks, mitigate problems when they show up, how to balance long-term and short-term solutions, and how to embrace whose scary moments.