Our Leadership

The BerniePortal leadership team is composed of industry experts with years of experience working together to help organizations across the country keep going and growing.
Alex Tolbert
Alex Tolbert

Alex leads BerniePortal’s day-to-day operations. His entire career has been dedicated to helping HR at small employers succeed in fostering great places to work. Outside of BerniePortal, he serves on the board of Big Brothers Big Sisters of Middle Tennessee and enjoys spending time with his wife and two small children.

Alex received his B.S. and B.A. in Finance and International Studies from the University of Pennsylvania and obtained his J.D. and M.B.A. from Vanderbilt University. He has passed all three levels of the CFA and earned the aPHR designation.

Charlie McMackin
Charlie McMackin

Charlie is one of the leaders of the development team at BerniePortal, working to ensure that the platform’s security and performance are top-notch and that the company builds what customers demand as efficiently and effectively as possible. He has been with the company since 2016.

Charlie received his B.S and M.S. in Computer Graphics and Animation from East Tennessee State University.

Ben Watson
Ben Watson

Ben leads product and development efforts at BerniePortal. Outside of work, Ben loves to stay active. He is involved with youth group development and enjoys tennis, volleyball, kickboxing, and rock climbing.

Ben graduated from Te Herenga Waka in Wellington, New Zealand, with a BSc in Computer Science and a minor in New Zealand Sign Language.

Steven Critchfield
Steven Critchfield

Steven is one of the leaders of the development team at BerniePortal, working to provide first-rate security and performance on a daily basis. His career in software programming has taken him from medical transcription to tracking continuing education, and now, to HR. In his spare time he enjoys building and maintaining both cars and motorcycles, programming for fun, and spending time with his family.

Steven has been building and designing web-based applications professionally for more than 20 years.

Lindsey Van Cleave
Lindsey Van Cleave

Lindsey leads the client success team at BerniePortal. Her team provides trusting operational expertise that helps both our customers and partners succeed with our software. Outside of BerniePortal, she loves to spend her time volunteering with Best Buddies as well as working with the children’s ministry at West End United Methodist Church. When she is not out on the lake with her partner Sam and their two dogs, she loves to cook, workout, and read.

Lindsey received her B.S. in Finance and Statistical Science from the Cox School of Business and Dedman College of Humanities at Southern Methodist University and obtained her M.B.A. from the Lipscomb University College of Business.

Sarah Weinstein
Sarah Weinstein

Sarah leads the sales and marketing teams, which are responsible for creating awareness and demand for BerniePortal’s products and services. Outside of BerniePortal, she enjoys traveling and spending time outside with her dog, Skip.

Sarah received her B.S. in Advertising from Middle Tennessee State University and obtained her M.B.A. from the Lipscomb University College of Business. She has multiple marketing certifications and has earned her aPHR certification.

Brian Tolbert
Brian Tolbert

Brian leads the Bernard Benefits day-to-day operations. Since joining Bernard in 2007, he’s spent his entire time helping employers re-evaluate how they finance employee benefits while also helping them move HR processes online with BerniePortal. Outside of Bernard, he serves on the Nashville Habitat for Humanity Chapter’s Advisory Council and enjoys spending time with his wife and two sons.

Brian received his B.S. from Vanderbilt University and obtained his M.B.A. from the Owen Graduate School of Management at Vanderbilt.

Trennie Williams
Trennie Williams

Trennie is one of the leaders of the client success team at BerniePortal, which provides our customers with expert solutions for their software needs. Trennie grew up as the oldest of 5 children. He is an Eagle Scout and loves the Tennessee Vols. He volunteers with the Middle Tennessee Boxer Rescue and is a board member with Appalachia: A Southeastern Wind Symphony. In his spare time, he enjoys co-hosting a sports podcast.

Trennie received his B.S. in Journalism and Electronic Media with a minor in Business Administration and continued his education with an M.S. in Recreation and Sport Management at the University of Tennessee – Knoxville.

Andrew La Haie
Andrew La Haie

Andrew is one of the leaders of the client success team at BerniePortal, which provides customers with expert solutions for their software needs. He is a native Nashville resident and a parent to four young, energetic (and sometimes patience-testing) children. He enjoys doing anything outdoors when it’s warm outside, especially playing golf with friends.

Andrew received his B.S. in Human Resource Management at the University of Tennessee – Knoxville and an M.A. in Higher Education at Florida State University.

Millie Hoffmann
Millie Hoffmann

Millie is one of the leaders of the product team at BerniePortal. Her experience in health insurance has helped BerniePortal grow into the world-class HRIS Software it is today. In her spare time, she enjoys playing tennis and watching the Kansas City Chiefs, as well as hiking and boating with her husband and their dog.

Millie received her B.S. in Business from Missouri State University.

Take a look at all our open positions!

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Take a look at all our open positions!

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