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Robert Sheppe

@robertsheppe

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Senior product director leading SaaS/B2B onboarding, enterprise engagement, and scalable product frameworks.

United States

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What I'm looking for

I’m looking for a senior product leadership role in digital healthcare, entertainment or related fields. I specialize in SaaS/ B2B platforms with deep expertise in user onboarding, enterprise engagement, and building out the product framework. I’m skilled at translating stakeholder needs into requirements and driving cross-functional teams to deliver impactful solutions.

I’m a senior product leader specializing in SaaS and B2B platforms, focused on turning stakeholder needs into clear requirements and delivering measurable outcomes. I’m known for building scalable product frameworks that help teams move faster and ship with confidence.

At Sharecare, I was the founding product manager for Sharecare 2.0, driving 3M+ user sign-ups and proﬁle conversions across iOS, Android, and Web. I led onboarding and profile management for both consumer and enterprise platforms, supporting 40+ B2B customers while serving 3M end-users.

I also built the product speciﬁcation framework and processes adopted organization-wide, standardizing how product work is defined across all teams. I owned end-to-end product strategy across multiple product areas, including UX, feature roadmaps, content integration, and platform-wide capabilities—often being the first product manager on core features.

Earlier, as VP Product at Inform, I led product strategy and portfolio management for a top SaaS digital video platform, including a new platform portfolio and a first mobile app. Before that, I held product leadership roles at Remark Media and Discovery Communications (HowStuffWorks), where I led award-winning app work, redesigned major experiences, and oversaw the Petﬁnder Admin System 2.0, a B2B CMS serving 50,000+ users.

Experience

Work history, roles, and key accomplishments

Director, Product

Sharecare

Mar 2015 - Feb 2024 (8 years 11 months)

Founded Sharecare 2.0 and drove 3M+ user sign-ups and profile conversions across iOS, Android, and Web. Built a company-wide product specification framework and led onboarding/profile management for 40+ B2B enterprise customers, owning end-to-end product strategy across multiple platform areas.

SaaS Product Management User Onboarding Product Specification Roadmapping Stakeholder Management Cross functional Leadership

Vice-President, Product

Inform

Jan 2013 - Mar 2014 (1 year 2 months)

Owned product strategy, portfolio management, and change agency work for comScore’s Top 10 SaaS digital video platform, overseeing a new platform portfolio including the first mobile app. Introduced and trained the organization on product management discipline and processes to standardize delivery.

Product Strategy Portfolio Management SaaS Video Platform Cross Functional Stakeholder Management Agile Delivery Requirements Gathering

Vice-President, Product

Remark Media

Apr 2012 - Jan 2013 (9 months)

Led product strategy and new platform development for a suite of consumer financial digital properties, migrating legacy brands and standing up new brands. Created requirements and wireframes, managed vendors, and mentored product and design teams.

Product Development Requirements Gathering Wireframing Vendor Management Product documentation Product Operations Stakeholder Management Cross functional Leadership Mentorship

Director, Product

Discovery Communications

Feb 2006 - Apr 2012 (6 years 2 months)

Served as Principal Product Manager and cross-functional team lead across Discovery’s digital portfolio, including Health Channel product leadership and award-winning iPad/iPhone apps that increased traffic 100%. Delivered an 8-month redesign for millions of users and scaled enterprise capabilities by overseeing the Petfinder Admin System 2.0 B2B CMS for 50,000+ users.

Digital Product Management Product Redesign Delivery Content Strategy Traffic & Growth Optimization Cross functional Leadership Enterprise Platform Ownership Agile Methodologies