Upland people are the best people.

Our team is sharp, passionate, experienced, and a whole lot of fun to work with.

Meet our leadership.

Our executive team guides Upland in building our business and optimizing our products to create powerful, positive outcomes.

Jack McDonald

Chief Executive Officer, Chairman, & Founder

Karen Cummings

President & Chief Operating Officer

Mike Hill

Chief Financial Officer

Matt Breslin Headshot, Chief Revenue Officer for Upland Software

Matt Breslin

Chief Revenue Officer

Matt Smith, General Counsel & Secretary

Matt Smith

General Counsel & Secretary

Dan Doman

Chief Product Officer

Oliver Yates

Oliver Yates

Chief Sales Officer

Rick Rinewalt

Rick Rinewalt

Chief Technology Officer

Rochelle Delley

Chief Security Officer

jonanna headshot

Jonanna Mikulenka

Chief Accounting Officer

Toby Hottovy

Toby Hottovy

SVP & General Manager

Shawn Freligh

Shawn Freligh

SVP & General Manager

Shawna Weaver, SVP & General Manager Headshot

Shawna Weaver

SVP & General Manager

Sean Coleman, SVP & General Manager Headshot

Sean Coleman

SVP & General Manager

Austin Woody

SVP, M&A and Corporate Development

Keith Berg

Keith Berg

SVP & General Manager

Amber Bennett

SVP, Finance

Brady Johnson, Upland's SVP Customer Success

Brady Johnson

SVP, Customer Success

DJ Yoder

DJ Yoder

SVP, Customer Services & Support

John Patterson

SVP & Managing Director, EMEA

Jen Verzal

SVP, Human Resources

Jantzen McLellan

SVP, Business Operations

Michael Frannea

VP, Demand Generation and Corporate Marketing

Srinivas Sampath

Srinivas Sampath

VP, R&D & Site Leader

Lou Takacs

Lou Takacs


Our team is pretty great. Want to join us?

We’re in the market for smart, positive, creative problem-solvers to join our team of 1,000+ global employees.

We look for people who take pride in their work, have an eye for delivering customer value, and love to take great ideas and run with them. Not literally, of course—unless you’re into running. You do you.

Join the team

We can tell you how great our teams are, but don’t take our word for it. Hear it from Uplanders in their own words.

Employee spotlights