Miles Kirkpatrick is Chief Revenue Officer at SITE Technologies, the Chicago-based asset intelligence company that uses drones, satellite imagery and proprietary AI to assess the condition of commercial property portfolios. He joined SITE in 2024 and built its go-to-market function from the ground up, including standing up its customer success team. Before SITE he was CRO at Productiv, VP of Central US and Canada at Sprinklr, which he joined pre-IPO, and held sales leadership roles at Salesforce. Before tech he played competitive golf, including a run at it professionally. He is an outspoken advocate for mental health and daily breath work.
“When I had one, I literally couldn't breathe. I felt like my chest was caving in on itself. I had no idea what was happening. I felt like I was dying.”
“To be a peak performer, it doesn't mean that you have to be a peak performer between eight and five. It means that you've got to find the periods of time throughout the day that you are the most productive.”
“In order to be different, in order to be elite, you have to do the things that others are unwilling to do.”
“I'm a human first and then a boss second.”
“You're never going to get better if you don't reflect on what just happened, good or bad, and how we're going to move forward from that.”
“If all you're doing is giving to other people, to your job, to your coworkers, to your team, to others, others, others. If that's all you're doing, you are setting yourself up to have a crash.”
“At the time I thought that was what leaders did. That was just what you do, right? And now I've realized that that's what leaders at burnout do.”
“You crush it for five years and then ten years and then you burn out and you can't ever do it again. You never see your kids. At what cost? Is it worth it?”