Sales professionals in Education technology
Both school and university selling show up in these education technology sales careers: Parchment Higher Education Sales at Instructure on one side, and K-12 roles at Varsity Tutors, Intervene K-12 and Western Governors University on the other. Greg Bishop was a high school principal right before joining Imagine Learning, so the group can explain an adoption decision from both the vendor's side and the school's.
Professionals to explore
Barb Essenmacher
LinkedInExperience: Vice President, Head of Adoption Sales · Cengage
Barb Essenmacher holds three current Vice President titles at Cengage: Solution Sales since 2026, Head of Adoption Sales since 2024 and Head of Field Sales since 2022. Barb was also Regional Vice President of Sales - Southwest Region (2019–2022) and Director of Sales- Midwest Region (2013–2019) there, and describes sales transformation and digital innovation in education technology, which fits questions on adoption sales in education.
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Becky Klais
LinkedInExperience: Director of New Business · GoGuardian; Former Regional Sales Director · Renaissance Learning
Director of New Business at GoGuardian since 2026, Becky Klais was briefly Vice President of Sales at Intervene K-12 (2026). At Renaissance Learning, Becky was Regional Vice President (2023–2026), Regional Sales Director (2020–2023) and Inside Sales Manager (2016–2020), and describes leading complex, multi-stakeholder sales, a fit for questions on district deals with many decision makers.
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Brian Mihalik
LinkedInExperience: Former Regional Vice President of Sales · Promethean
At Samsung Electronics America, Brian Mihalik was Director, Education Sales (2024–2026), and Mihalik was Regional Vice President of Sales at Promethean (2019–2024). Brian also held Business Development Manager at GoGuardian (2016–2019) and Regional Channel Manager - Western North America (2015–2016) and Regional Education Manager (2014–2016) titles at SMART Technologies, and describes 20+ years in K-12 education technology with a focus on channel strategy.
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Cheryle Gehrlich
LinkedInExperience: Sr. Director, Parchment Higher Education Sales · Instructure
Cheryle Gehrlich has been Sr. Director, Parchment Higher Education Sales at Instructure since 2025 and was Director, Parchment Higher Education, Award Sales there (2024–2025). At Parchment by Instructure, Cheryle held Director, Higher Education Award Sales (2023–2024), Manager - Higher Education, Award Sales (2022–2023) and Sr Regional Sales Manager Team Lead - Higher Education, Award (2022), and names territory architecture and cross-product strategy in higher ed as strengths.
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Greg Bishop
LinkedInExperience: Former Vice President of Sales · Imagine Learning
In 2026 Greg Bishop became Vice President of Sales at Imagine Learning, after Regional Executive Director there (2008–2026). Greg was High School Principal at Cousino High School, Warren MI (2000–2008) and Mathematics Department Head at Detroit Public Schools Community District (1997–2000), and holds a master's degree in educational leadership, so Greg can speak to district buying from the principal's office as well as the vendor side.
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Jeannine DePaul
LinkedInExperience: Regional Vice President of Sales · Discovery Education
In Greater Philadelphia, Jeannine DePaul has been Regional Vice President of Sales and Sales Director Mid-Atlantic at Discovery Education since 2023. Jeannine was Regional Vice President-Sales Mid-Atlantic at Renaissance Learning (2017–2022), and Market Team Lead- Manager (2014–2016) and Manager of Business Development (2013–2014) at Compass Learning (now Edgenuity Inc.), a fit for Mid-Atlantic education sales questions.
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Jess Awtrey
LinkedInExperience: Senior Vice President, Sales · BoodleBox; Former Strategic Account Manager · Instructure
Senior Vice President, Sales at BoodleBox since 2025, Jess Awtrey was Head of Americas (2024–2025) and Vice President, Sales- North America (2024) at Inspera, and Strategic Account Manager at Instructure (2023–2024). Jess also became a member of Women We Admire in 2025 and writes about making education accessible to all, a fit for questions on selling education technology across the Americas.
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Lauren Wrosinghert
LinkedInExperience: Director, New Business · Blackboard
Since 2025, Lauren Wrosinghert has been Director, New Business at Blackboard, managing new business for the West region. At Anthology Inc, Lauren was Senior Regional Sales Manager (2025–2026), Account Executive (2022–2025) and Client Experience Manager (2021–2022), and was Associate Director, Global Clubs at The Wharton School (2018–2021), with almost ten years in higher education overall.
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Mike Kisow
LinkedInExperience: Chief Revenue Officer (CRO) · MagicSchool AI
Mike Kisow has been Chief Revenue Officer (CRO) at MagicSchool AI since 2025, after Head of Sales there (2024–2025). Mike was Head of K-12 Sales at Varsity Tutors, a Nerdy Company (2021–2023), Vice President of Sales at Bridge (2020–2021) and Vice President Sales - Clever Goals at Clever Inc. (2018–2019), and holds an M.Ed. in Educational Leadership and Policy, which suits questions on selling to K-12 schools.
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Sonia Cruz-Cassatt
LinkedInExperience: Senior Technical Partnerships Manager, K12 · Western Governors University; Former Director of Sales · Aeries Software
Senior Technical Partnerships Manager, K12 at Western Governors University since 2025, Sonia Cruz-Cassatt was Director of District Partnerships at Stages Learning (2024–2025). At Aeries Software, Sonia was Director of Sales (2016–2024) and Sales Executive (2014–2016), and was Account Representative Inside Sales, Parent & Community Engagement at Blackboard (2014), so district partnerships and enterprise school software sales fit.
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Choose the right perspective
For a university buying decision, Cheryle Gehrlich holds higher education sales titles, Lauren Wrosinghert describes almost ten years in higher education, and Jess Awtrey has Instructure and Inspera in their history. For K-12 sales, Becky Klais, Mike Kisow and Sonia Cruz-Cassatt fit, with Greg Bishop adding a former principal's view; Jeannine DePaul covers the Mid-Atlantic, Brian Mihalik brings sales titles at SMART Technologies, Promethean and Samsung, and Barb Essenmacher adoption sales at Cengage.
Questions to take into the conversation
- 01Who in a school district signs off on a new software purchase, and how long does that usually take?
- 02How do you get faculty to use a new platform after a university has bought it?
- 03Which budget sources do districts use for education technology purchases, and how does that shape the sales calendar?
About this directory
This is a professional research starting point based on business profile data retrieved on . Titles and companies reflect that source snapshot; roles marked former had ended by then. Check the linked profiles for current details. Inclusion does not imply Instant Expert membership or availability.