Your Growth is Our Mission

Sheldon Cummings is the Chief Executive Officer of Cin7. He brings more than 25 years of experience leading and scaling technology businesses serving small and mid-sized businesses. Sheldon most recently served as President of Smarsh Corporate Business Unit and previously was Chief Operating Officer at Mailchimp. Formerly an Intuit sales leader and Chief Diversity, Equity and Inclusion Officer, he has broad experience across sales, marketing, and operations. Sheldon holds an MBA from Northwestern University’s Kellogg School of Management and a BA from Wesleyan University. At Cin7, he is focused on driving growth and advancing AI-powered innovation across the platform.

Ben Goodyear is currently the CFO at Cin7 where he oversees the Finance, Revenue Operations and Partnerships functions. Ben has more than 20 years of experience in financial services and fintech as a finance, operations and strategy leader. He has served as the CFO for Pipe Technologies and Intuit Mailchimp and previously spent time at Visa, Intuit and Washington Mutual (now JPMorgan Chase). Ben has a bachelors in Accounting from the University of Portland where he serves on an advisory board for their School of Business. Ben is based in the San Francisco Bay Area.

Maya Keekattil is Chief Product Officer at Cin7, bringing more than 30 years of software and technology experience and over a decade of executive product leadership. She leads Cin7’s product vision and strategy, with a focus on accelerating innovation, applying AI to improve customer experiences, and delivering lasting value for product-based businesses. Before joining Cin7, Maya served as Vice President of Product Management at Smarsh, where she led product strategy across a complex portfolio. With an engineering background and deep expertise in product and business transformation, she has built and scaled enterprise software products, developed high-performing teams, and turned ambitious ideas into focused, customer-driven strategies.

Jo Wensley is the Chief Technology Officer at Cin7, leading the global engineering team through the next era of product innovation. A 15-year SaaS veteran specializing in tech transformations, Jo combines a PhD-level physics background with deep software expertise to build resilient, high-performance products. Based in the UK, Jo is focused on accelerating Cin7’s engineering velocity through AI, using intelligent automation to optimize internal development workflows while embedding advanced predictive capabilities directly into the core platform to help product sellers scale with ease.

Christine Works, PMP is Chief Customer Officer at Cin7, where she leads customer success, onboarding, support, and retention. Christine has spent more than 15 years building and transforming customer success organizations in global SaaS, with deep experience in compliance software spanning employee education, hotline reporting, policy management, and content archiving. She has led organizations of 50+ professionals supporting multi-segment portfolios from $150M to $350M+ in ARR, designing the operating models, segmentation frameworks, and lifecycle programs behind them. Her results include sustained net revenue retention above 106%, a churn reduction of more than three percentage points through proactive risk frameworks, and more than $3M in incremental ARR from renewal and pricing optimization. She has also led customer organizations through post-acquisition integration and high-risk customer events while protecting trust and retention.

Jennifer Benison is Cin7’s Global VP of Operations, bringing more than 15 years of experience helping companies that serve small and mid-sized businesses scale smarter. Before joining Cin7, Jennifer led Revenue Operations and served as Chief of Staff to the President of Smarsh’s Corporate Business Unit. Her career also includes leadership roles in strategy at Mailchimp, sales operations at Intuit, and brand management at Anheuser-Busch—giving her a unique perspective across sales, marketing, strategy, and operations. At Cin7, Jennifer is unifying operations under one umbrella to strengthen alignment, improve efficiency, and accelerate AI adoption across the business. She holds an MBA from Indiana University’s Kelley School of Business and a BBA from William & Mary. Jennifer lives in Atlanta with her dog, Duke.

As the Global SVP of Marketing, Karla is responsible for Cin7’s marketing strategy, building and strengthening the brand, cultivating opportunities in new and existing markets and driving demand and loyalty for Cin7 globally. Prior to joining Cin7, Karla was CMO at Simpro Software, a $100M+ field service management platform. Before that, she held marketing leadership roles at global B2B companies across multiple industries. As a results-oriented marketing professional, Karla is passionate about building successful teams that fuel company growth. Karla graduated with honors from Creighton University with a Bachelor of Arts degree in Graphic Design. Karla is based in Denver, Colorado.

Crystal Gaskin serves as Global Vice President of People and Culture at Cin7, leading the company's global people strategy and culture initiatives. She joined Cin7 in July 2026 after more than 20 years in HR leadership at Fortune 100 companies, most recently as Chief People Officer at Mailchimp, where she led the people function through its $12B acquisition by Intuit. She also held HR leadership roles at Amazon, Honeywell, and Kimberly-Clark, and is an ICF-certified executive coach through the Hudson Institute. Crystal believes that when people are aligned and well, performance follows.

Michelle serves as Global VP of Partnerships at Cin7 where she oversees partnerships & channel sales. She joined the Cin7 team as a founding member of the US expansion in early 2020. She has 10+ years of experience building revenue and go-to-market teams. Previously, Michelle held roles at Zayo Group, Sling TV, and DISH Network, where she led partner development, marketing, product strategy, and complex deal negotiations. Michelle graduated with honors from Colorado State University with a BS in Business Administration and Marketing. Michelle is based in Denver, Colorado.

Hillary Major is the Global Vice President of Sales at Cin7, a leader in cloud-based inventory management software (IMS). With over a decade of experience in high-growth, fast-paced SaaS companies, Hillary has held roles ranging from BDR to VP at Sovrn, Fivetran, Datadog, and now Cin7. Since starting her career in 2011, she has built a reputation for leadership, scaling teams, and executing global sales strategies. A graduate of Colorado State University, Hillary is based out of Denver, Colorado.