James Tysz

Regional Vice President – Enterprise Account Management, Cornerstone OnDemand @ Cornerstone OnDemand

About

I build and lead high-performing enterprise sales teams that consistently crush quota! 135% in 2023, 116% in 2024, and 185% in 2025. As a Regional Vice President managing a $60M ARR portfolio with 95% customer retention, I partner with enterprise organizations across technology, financial services, healthcare, manufacturing, retail, and public sector to solve their most complex talent management challenges. My teams don't just sell software, they deliver measurable business outcomes that drive long-term partnerships. Right now, I'm leading one of the most significant initiatives in Cornerstone's history, migrating hundreds of legacy platform customers to our next-generation CSX Galaxy platform while simultaneously growing the business and deepening customer relationships. I'm deeply passionate about leveraging AI to transform the sales profession. I've built AI enablement programs for my sales teams. From AI-assisted account planning and deal strategy to AI-driven customer insights and personalized outreach. Giving my team a competitive edge that shows up in the numbers. I believe AI isn't replacing great salespeople; it's making them unstoppable. What I bring to any organization: ✓ Proven track record of exceeding quota year after year across diverse enterprise verticals ✓ AI-forward sales leadership, building enablement programs that multiply team productivity ✓ Deep expertise in complex, multi-stakeholder enterprise sales cycles ✓ Cross-functional collaboration with product, marketing, and customer success ✓ Team builder who develops talent and promotes from within

Country

United States

City

Williamsburg

Industry

E-learning

Skill

HCM Technology, Talent Management, Sales Team Leadership & Coaching, Cross-Industry, Multi-Vertical Sales, Enterprise SaaS Sales, Revenue & Profit Growth, AI Enablement, AI in Sales, Artificial Intelligence (AI), Digital Transformation, Customer Retention, Enterprise Software, empathy, Sales Processes, Professional Services, Managed Services, Strategic Partnerships, Team Leadership, Go-to-Market Strategy

Experience

Regional Vice President – Enterprise Account Management, Cornerstone OnDemand

Cornerstone OnDemand

2022-9 - Present · 4 yrs 1 mo

Lead a team of eight enterprise account managers responsible for a $60M ARR portfolio serving Fortune 500 companies, major healthcare systems, leading financial institutions, government agencies, top retailers, and global manufacturers, achieving 95% customer retention. Key Results: 2025: Team achieved 185% of quota, 6 of 8 reps earned Circle of Excellence (President's Club) 2024: Team achieved 116% of quota, 3 reps earned Circle of Excellence 2023: Team achieved 135% of quota, Named Leader of the Year (APEX Award) * Pioneered AI enablement programs for the sales team, implementing AI-assisted account planning, deal strategy optimization, and AI-driven customer insights to accelerate pipeline velocity and improve win rates * Spearhead the enterprise-wide migration of legacy Saba and SumTotal customers to Cornerstone's next-generation CSX Galaxy platform — partnering with cross-functional teams to ensure seamless transitions, protect $60M in ARR, and position customers for expanded platform adoption * Develop and execute go-to-market strategies across technology, financial services, healthcare, retail, manufacturing, and public sector verticals * Drive multi-million-dollar expansions through strategic account planning, cross-sell/upsell execution, and deep customer partnership * Foster cross-functional collaboration with product, marketing, and customer success to accelerate enterprise adoption of Cornerstone's talent management platform

Vice President - Sumtotal Systems

Cornerstone OnDemand

2020-2 - 2022-9 · 2 yrs 8 mos

Directed sales and customer success for SumTotal Systems (acquired by Cornerstone OnDemand), leading a team of account executives and managers serving enterprise clients across multiple verticals including technology, financial services, healthcare, manufacturing, and public sector. * Spearheaded expansion beyond legacy public-sector base into commercial enterprise verticals, contributing to double-digit revenue growth * Redesigned go-to-market strategies and value propositions for technology, finance, and healthcare buyers * Built strategic partnerships with system integrators and channel partners to penetrate new markets and accelerate cross-sell opportunities * Navigated the SumTotal-to-Cornerstone acquisition transition, retaining key accounts and ensuring continuity for enterprise customers

Sr. Sales Director - Eastern US - (Formerly SumTotal Systems)

Cornerstone OnDemand

2017-2 - 2020-2 · 3 yrs 1 mo

Eastern US

Managed a multi-state territory generating multi-million-dollar SaaS revenue across a diverse enterprise customer base, from Fortune 500 companies to mid-market organizations spanning technology, healthcare, finance, and public sector. Recruited, developed, and coached account executives, driving consistent quota attainment and promoting top performers into leadership roles Partnered with product and marketing to tailor positioning and demos for varied enterprise verticals, increasing pipeline generation and win rates Established repeatable sales playbooks and account planning frameworks adopted across the broader sales organization

Regional Sales Executive

Cornerstone OnDemand

2016-7 - 2017-2 · 8 mos

Southern US & Mid-Atlantic (Formerly SumTotal Systems)

Enterprise Software sales to entities over 3,000 users.

Regional Sales Executive, Commercial Enterprise Software- (Formerly SumTotal Systems)

Cornerstone OnDemand

2015-1 - 2016-7 · 1 yr 7 mos

DE, MD, WV, KY, VA,TN, NC, SC, MS, AR, LA, AL, GA, FL

SAAS/Hosted/Premise Sales for LMS, WFM, Talent, Content, Analytics SumTotal Systems partners with organizations to deliver a unified suite of learning, talent and time & attendance solutions. Our technology enables companies to become "Self-Developing Organizations" where the individual is at the center of a data-driven talent ecosystem.