Greg Leonard

Director of Higher Education, Business Development

Academian Inc

Mar 2026 - Current (8 months)

I lead higher education partnerships and EdTech business development initiatives at Academian, driving institutional growth through strategic alliances with colleges, universities, and academic organizations. My role focuses on expanding Academian’s footprint across higher education by aligning innovative EdTech solutions with institutional priorities, student success goals, and workforce outcomes. I partner with senior academic and administrative leadership to design, launch, and scale higher education partnerships that deliver measurable value while supporting Academian’s long‑term growth strategy. Key Responsibilities & Areas of Impact - Lead EdTech business development strategy for the higher education market, identifying new partnershi

Enterprise Account Executive

DRUID AI

Apr 2025 - Feb 2026 (11 months)

As an Enterprise Account Executive focused on higher education at Druid AI, I led enterprise SaaS sales and institutional partnerships centered on deploying conversational AI solutions to improve student services, administrative efficiency, and digital engagement across colleges and universities. My role focused on partnering with higher‑education leaders to position AI‑driven virtual assistants and automation as strategic tools for enhancing student experience, streamlining operations, and supporting institutional transformation. Key Responsibilities & Areas of Impact - Drove enterprise SaaS sales within the higher‑education market, selling AI‑powered conversational solutions to colleges and universities - Built strategic higher education

Director of Sales

HelioCampus

Apr 2022 - Apr 2025 (3 years 1 month)

As Director of Sales at HelioCampus, I led EdTech sales and higher education partnership development efforts focused on helping colleges and universities use data, analytics, and predictive modeling to improve student success, enrollment outcomes, and institutional decision‑making. I was responsible for driving new business across the higher education market by building trusted relationships with institutional leaders and positioning HelioCampus as a strategic partner to colleges and universities navigating complex enrollment and retention challenges. Key Responsibilities & Areas of Impact - Led higher education sales and EdTech business development strategy across colleges and universities nationwide - Drove new institutional revenue throu

Senior Strategic Account Executive - Enterprise

eSSENTIAL Accessibility - Merged with Level Access

May 2021 - Apr 2022 (1 year)

As Senior Strategic Account Executive – Enterprise at Essential Accessibility, I led enterprise‑level SaaS sales and strategic partnerships focused on helping enterprise organizations meet digital accessibility, compliance, and inclusive user‑experience goals. My role centered on managing complex, multi‑stakeholder sales cycles, developing long‑term enterprise partnerships, and positioning accessibility as a strategic, institution‑wide priority rather than a one‑time compliance solution. Key Responsibilities & Areas of Impact - Drove enterprise SaaS sales across enterprise organizations, focusing on accessibility, compliance, and digital inclusion solutions - Engaged senior stakeholders, including CIOs, CTOs, legal teams, compliance leaders

Enterprise Account Executive

Deque Systems, Inc

Oct 2019 - May 2021 (1 year 8 months)

As an Enterprise Account Executive at Deque, I led enterprise SaaS sales efforts focused on helping large, complex organizations embed digital accessibility into their software development, compliance, and user‑experience strategies at scale. My role centered on working with enterprise organizations across multiple industries to position accessibility as a critical component of risk management, product quality, and inclusive digital transformation—supporting long‑term, strategic adoption rather than one‑time compliance initiatives. Key Responsibilities & Areas of Impact - Drove enterprise SaaS sales with large organizations, supporting accessibility programs across development, QA, legal, and executive leadership teams - Built and managed s

Account Executive - Telecommunications & Financial Services

Level Access

Sep 2016 - Oct 2019 (3 years 2 months)

As an Enterprise Account Executive at Level Access, I led enterprise SaaS sales focused on helping telecommunications and financial services organizations meet digital accessibility, regulatory compliance, and risk‑management requirements at scale. My role centered on guiding large, highly regulated enterprises through complex accessibility initiatives—positioning accessibility as a strategic business priority tied to compliance, customer experience, and operational risk reduction. Key Responsibilities & Areas of Impact - Drove enterprise SaaS sales within telecommunications and financial services organizations, including large, multi‑brand, and global enterprises - Built and managed strategic relationships with enterprise stakeholders acro

Digital Sales Executive

Groove Commerce

Dec 2014 - Sep 2016 (1 year 10 months)

As a Digital Sales Executive at GrooveCommerce, I led digital sales and eCommerce growth initiatives focused on helping brands scale their online commerce through modern platforms, integrations, and digital commerce strategy. My role centered on working with mid‑market and enterprise organizations to position GrooveCommerce as a strategic partner for Shopify Plus, Adobe Commerce (Magento), and custom eCommerce solutions, supporting revenue growth, customer experience, and operational scalability. Key Responsibilities & Areas of Impact - Drove digital sales for eCommerce platform implementations, optimization, and ongoing services engagements - Sold consultative eCommerce solutions to marketing, digital, and commerce leaders across B2C and B

Account Executive

Bridgeway Benefit Technologies

Sep 2012 - Jul 2014 (1 year 11 months)

As an Account Executive at Bridgeway Benefit Technologies, I supported SaaS sales and client acquisition efforts focused on delivering modern benefits administration and HR technology solutions to employers, brokers, and benefits professionals. My role centered on helping organizations streamline benefits enrollment, compliance, and employee experience through configurable technology platforms—positioning Bridgeway as a trusted partner in benefits administration and HR operations. Key Responsibilities & Areas of Impact - Drove SaaS sales for benefits administration and HR technology solutions - Sold to HR leaders, benefits managers, brokers, and employer stakeholders across small to mid‑market organizations - Managed the full sales cycle: p

Account Executive

Zurich North America

Jan 2011 - Sep 2012 (1 year 9 months)

Associate District Manager

Automatic Data Processing

Jan 2009 - Jan 2011 (2 years 1 month)

Exceeded 2010 quota (107% of goal). District Manager of the Month (March 2009, November 2010). Elected VP of the District Manager Council for Small Business Sales Reps (2009–2011).

Staffing Manager

Robert Half International

Jul 2008 - Jan 2009 (7 months)

Surpassed weekly goals for client outreach, sales activity, and job orders. Built strong relationships with hiring managers to meet staffing needs.

Recruiter

Tech USA

Jun 2007 - Jul 2008 (1 year 2 months)

Sourced and recruited IT professionals, from entry-level to executive positions. Managed all aspects of the hiring process, benefits, and onboarding.

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Greg Leonard

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