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Rob Strulowitz

Fractional / Interim Chief Product Officer — EdTech, compliance, and B2B SaaS

About Me

Senior B2B SaaS Product and GTM Executive and Strategic Advisor with 20+ years leading and advising product strategy, roadmap ownership, AI-enabled innovation, and global product and GTM organizations across GRC, HRTech, and EdTech platforms. Deep experience operating in private equity-backed environments, including pre-close product diligence, post-close value creation, organizational scaling, and exit preparation. Known for evaluating product defensibility, AI credibility, and execution risk with precision - and translating complex product dynamics into investment-grade insight. Available fractional, interim, or project-based.

Jurisdiction

United States | Canada | United Kingdom | France

Experience

Seniority LevelExecutive
Years of Experience20+ years
Current StatusActive
Managing DirectorLearnSimple
2016 - Present

Embedded product leader and diligence advisor to mid-market private equity firms and B2B SaaS portfolio companies. Work spans pre-acquisition product diligence through post-close value creation, with emphasis on product defensibility, AI capability assessment, roadmap credibility, and scalable execution. • Led commercial and product due diligence engagements evaluating roadmap integrity, product competitive differentiation, product management / development assessments and organizational execution risk across SaaS targets in GRC, HRTech, and EdTech. • Assessed AI positioning within portfolio companies, distinguishing true data/model-driven differentiation from vendor-dependent or marketing-layer claims. • Conducted executive and customer interviews to evaluate defensibility, expansion potential, and growth assumptions underlying investment theses. • Built post-close product value creation roadmaps focused on innovation velocity, pricing optimization, margin improvement, and scalable product organization design. • Partnered with executive teams to modernize platforms and align product strategy with revenue expansion, driving 429% revenue growth for one GRC SaaS provider. • Designed global product and engineering resourcing models, increasing development capacity by over 600% while improving cost efficiency for GRC SaaS provider.

Vice President, ProductNAVEX
2011 - 2016

Led the Compliance Training division for a global GRC SaaS leader, reporting to executive leadership. Directed strategy, product management, and platform modernization during a high-growth private equity roll-up and subsequent acquisition. • Managed product strategy, engineering, and operations during a four-company merger backed by The Riverside Company, later acquired by Vista Equity Partners. • Doubled product revenue through revamped product design of compliance training product suite to create best-in-market product, driving high new client acquisition and client retention. • Increased development capacity by 600% through global resourcing and offshore expansion. • Delivered 32% cost reduction through streamlined operations and vendor transformation. • Directed upgrade of the company’s LMS platform to meet enterprise client needs and support scalable growth.

Director of Global Content Development LRN
2005 - 2009

Led global product development organization for ethics & compliance SaaS provider. • Owned roadmap and global product delivery across international creative and development teams. • Increased product output 60% and delivered 61 new market-ready products in one year (target: 40). • Generated $5M incremental revenue through new product line expansion. • Led diligence and integration of UK/India-based eLearning acquisition (Fuel), including in-country integration leadership.

Education

Degree of AccountingUniversity of South Florida
1988 - 1992

Skills

Core skills10
Interests6
Languages1

Skills

product
product management
product strategy
go-to-market strategy
private equity
M&A
operations
SaaS
product development
B2B

Interests

Edtech & Workforce Learning
Compliance & GRC
AI Product Development
PE Value Creation
Pricing & Packaging
Early Stage Growth

Languages

English