Jill Blankenship
CEO
Frontline Group
Jill Blankenship is a serial entrepreneur and the founder behind Frontline Group—a family of companies providing cutting-edge solutions in Contact Center as a Service (CCaaS), AI-powered technology, and managed services. With over two decades of experience, Jill has built and scaled multiple profitable businesses from the ground up, leading a team that now generates nearly $20M in annual revenue. She is known for her authentic leadership style, deep industry knowledge, and relentless focus on empowering customers through innovative tools like Frontline Connect and strategic partnerships with platforms such as NICE CXone, Five9, and Zoom Contact Center.

Her entrepreneurial journey began as a single mom living on a remote island with limited opportunities, where she bootstrapped her first business, Frontline Call Center, to create year-round employment for her family and community. Today, Jill combines that same grit with bold vision, driving thought leadership around AI, CX strategy, and operational excellence. Whether advising enterprise clients, producing content to inspire other leaders, or preparing her companies for acquisition, she remains committed to doing the right thing, leading with purpose, and never settling for ordinary.
Jill Blankenship