Startup pivots often get glorified in tech-world culture. That’s because you often hear about the ones that worked (think: Slack). They’re easy to commend in retrospect. But at the time of pivot, it’s less clear and a lot scarier, especially when the business’ fate—and people’s jobs—are on the line.

“As an entrepreneur, they always say you have to be gritty and tough, and the world’s going to kick you in the teeth, and you have to keep going and persevere,” said Gravy Analytics founder and CEO Jeff White, our latest guest on Heard on the Street. “But sometimes that comes at the expense of having a vision that’s blinding. So you can’t not take your head up and realize, we may be off course.”

Check out the full episode above, which also includes location intelligence best practices, on-demand economics, raising capital, the emergence of AI, and what farming can do for work/life balance.

This episode is also sponsored by Brandify Summit, happening in two weeks in L.A. Contact us if you’d like to sponsor an episode, find out more about Heard on the Street here, and stay tuned for episodes every two weeks.

Mike Boland is Street Fight’s lead analyst, author of the Road Map column, and producer of the Heard on the Street podcast. He covers AR & VR as chief analyst of ARtillry Intelligence and SF President of the VR/AR Association. He has been an analyst in the local space since 2005, covering mobile, social, and emerging tech.

Mike Boland has been a tech & media analyst for the past two decades, specifically covering mobile, local and emerging technologies. He has written for Street Fight since 2011. More can be seen at