About

OpenINSIGHTS
Customer Opportunities AI

OpenINSIGHTS empowers D2C retailers with AI-driven predictions that unlock personalized opportunities for every customer across every retail season. Our platform identifies high-impact acquisition, retention, and winback strategies, delivering results that drive measurable profitability and ROI. Whether targeting new customers with precision or engaging existing ones with personalized offers, OpenINSIGHTS ensures every interaction contributes to your bottom line. Retailers can achieve predictable, sustainable growth in even the most competitive markets by scaling personalization and optimizing decision-making.

Our Team

Meet Our Team Who
Makes Opportunities Reality

Headshot Angel

Angel Morales

Founder, CEO
Angel Morales, Founder and CEO of OpenINSIGHTS, is a recognized entrepreneur with a passion for building AI-driven solutions for the retail industry. He has a proven track record of developing and implementing innovative marketing technologies, stemming from his experience as Founder and Chief Innovation Officer at SmarterHQ.

With a focus on unified and cost-optimized marketing ecosystems, he has successfully delivered value to over 200 retail brands throughout his career. Angel’s expertise lies in leveraging machine learning to provide predictive insights that address key retail challenges, such as customer churn, profitability, and seasonality. His leadership and innovative vision are driving OpenINSIGHTS’ mission to revolutionize retail through data-driven marketing and AI.
reuben vandeventer

Reuben Vandeventer

CO-FOUNDER and advisor
Reuben is a serial entrepreneur and data science expert, with a focus on building AI-powered solutions for diverse industries. As founder of SecondSight, d2.ai, Data Clairvoyance Group, and OpenINSIGHTS, he has a proven track record of establishing and leading data-driven organizations.

Reuben works with Fortune 500 companies and mid-sized businesses to develop teams, methodologies, and organizational structures that leverage data assets for growth and monetization. With over 15 years of experience in building enterprise data offices, he’s passionate about creating dynamic data strategies that drive tangible change and competitive advantage.
kelly schwedland

Kelly Schwedland

President
Kelly brings 25+ years of experience in strategic alignment and driving results. He has a strong track record in startups and venture-backed companies, with multiple successful exits and significant revenue growth. His expertise spans diverse industries, including retail, technology, coaching, and venture capital.

Before joining OpenINSIGHTS, Kelly was Entrepreneur-in-Residence at Elevate Ventures, where he mentored high-potential startups and led funding for successful B2B SaaS companies. He excels in developing teams, orchestrating systems, and achieving organizational goals.
jake williams

Jake Williams

Chief Customer Officer
Jake has over 20 years of experience in retail and data-driven marketing, consulting with top 100 retail brands and specializing in customer lifecycle strategies. At OpenINSIGHTS, he drives measurable growth through AI-powered solutions tailored to enterprise retail challenges.

Previously, Jake held leadership roles at Nogin and SmarterHQ, where he transformed customer engagement with innovative digital marketing and automation strategies. His deep retail expertise and tech-forward approach make him a trusted leader in predictive analytics and marketing automation.
chad pressler

Chad Pressler

Chief technology officer
Chad Pressler is the Chief Technology Officer at OpenINSIGHTS, bringing over 20 years of experience in building and scaling robust technology solutions. He has a strong foundation in software engineering and systems analysis, honed through his work at companies like SmarterHQ, ANGEL Learning, and Sigma Micro. Joining OpenINSIGHTS in 2019, he’s been instrumental in driving our technological advancements.

Previously, as VP of Operations and Hosting at SmarterHQ, he managed critical infrastructure and ensured seamless service delivery for a wide range of clients. His experience also includes developing and maintaining complex systems, including learning management and eCommerce platforms. Chad’s expertise ensures OpenINSIGHTS delivers reliable, cutting-edge AI retail solutions for our clients.
Bill Karr

Bill Karr

Chief data scientist
Bill spearheads the development of advanced AI solutions, notably OpenML, a predictive customer insights platform. With a Ph.D. in Mathematics from the University of Illinois (NSF Graduate Research Fellow), his expertise spans Lorentzian geometry, computational science, and AI.

Prior to OpenINSIGHTS, he honed his skills at Caterpillar’s Data Innovation Lab and conducted award-winning research at IUPUI, resulting in multiple publications. Bill’s focus on the intersection of geometry and AI drives innovation in interpretability and model architectures, to deliver impactful, data-driven solutions for retail clients. He is dedicated to translating complex research into practical, transformative AI tools.
Jeff Long

Jeff Long

Enterprise sales manager
Jeff is a seasoned sales executive at OpenINSIGHTS, driving differentiated revenue growth for both physical and digital retailers through advanced AI solutions. With over 20 years of experience working with major retail clients, Jeff brings a pragmatic yet visionary approach, matching cutting-edge technology with specific business needs.

He emphasizes building value for clients and employees, fostering a professional environment that leverages industry resources to achieve mutual goals. His focus is on delivering impactful solutions that translate directly to increased revenue and optimized retail operations. solutions.
Douglas Karr

Douglas Karr

Chief Marketing officer
Douglas is a leading marketing expert, speaker, and author. Founder of Martech Zone and author of Corporate Blogging for Dummies, he brings extensive experience in driving business growth and digital transformation. As a respected voice in the industry, he’s led acquisition, product, and go-to-market strategies for Francisco Partners, SmartFOCUS, Emailvision, ExactTarget, GoDaddy, Angi, and more.

A sought-after speaker at major marketing conferences, publisher of Martech Zone and former co-host of an award-winning podcast with Dell, Douglas leverages his deep expertise to navigate the evolving marketing landscape. He is also a proud Desert Shield/Desert Storm U.S. Navy Veteran.