Jessica Szivos
Jessica Szivos is a dynamic leader in customer success with over seven years of experience driving growth and strategic initiatives within the cloud marketplace ecosystem. Currently serving as Vice President of Customer Success at Invisory, she leads a high-performing team of customer success managers, crafting scalable frameworks and proactive solutions that guide clients throughout their entire lifecycle. Jessica’s expertise lies in building comprehensive success strategies that accelerate product adoption, enhance customer retention, and unlock expansion opportunities across diverse enterprise accounts. Her collaborative approach aligns customer success efforts with sales, product, and support teams to deliver exceptional, data-driven customer experiences that fuel mutual growth.
Prior to her VP role, Jessica held progressive leadership positions where she honed her skills in cloud marketplace strategy, GTM (go-to-market) enablement, and revenue growth optimization. She is also a passionate coach, helping customer success professionals transition into go-to-market roles by developing data-driven mindsets and translating customer insights into measurable business impact. Jessica is known for her innovative approach to customer partnerships, focusing on strategic listening, competitive intelligence, and fostering long-term success for both customers and her organization. Her background includes advanced degrees in vocational rehabilitation counseling and years of experience in education and accessibility, underscoring her commitment to mentorship and empowering others.
• Customer Success Leadership Academy
• Courage as Your Superpower
• Azure Storage Essential Training
• System Administration: Backup and Recovery
• Inside Sales
• Learning Kubernetes
• Sales Foundations
• Sales Pipeline Management
• Jodi Glickman on Pitching Yourself
• CCSM
• Fitchburg State University- B.S.
• Assumption University- M.A.
• New England AHEAD
• National Rehabilitation Association
What advice would you give to young women entering your industry?
My advice to young women entering customer success leadership is to build confidence in your strategic impact, embrace data-driven decision making, and never underestimate the power of authentic communication to drive customer and business growth.
What are the biggest challenges or opportunities in your field right now?
One of the biggest challenges—and opportunities—in customer success right now is driving individual and team performance to exceed success goals while proactively keeping customers informed and aligned with rapidly evolving cloud partnership guidelines.