Sam Weiland
Director | Cloud, Data & AI Strategy | GTM & Growth Programs | Scaling Growth Engines
- Role
- Director, Strategy & Gtm Programs (Cloud & Ai) at 3Cloud
- Location
- Milwaukee, WI, US
- LinkedIn followers
- 500 followers
About Sam Weiland
I’m a strategy and GTM leader who helps companies scale repeatable growth in fast-changing cloud, data, and AI environments.Over the past several years at 3Cloud (acquired by Cognizant), I’ve built and scaled cloud, data, and AI strategy and GTM programs from early-stage offerings into a $65M+ annual impact business, sustaining 40%+ year-over-year growth across multiple years.My work sits at the intersection of strategy, revenue, and execution. I partner directly with GTM on strategic accounts, shaping client narratives, executive presentations, and long-term technology investment roadmaps, while also institutionalizing the operating rhythms, governance, and teams required to scale.I’ve led and grown organizations from small, founder-led teams to enterprise scale functions, with a focus on clarity of ownership, strong retention, and sustainable execution. I’ve worked across all major industry verticals, with particular depth in Financial Services, Healthcare, and Software / Digital Platform companies.I’m most energized by roles where I can build durable growth engines, operate close to customers and sales leadership, and help organizations translate technical complexity into measurable business outcomes.
Experience
Director, Strategy & Gtm Programs (Cloud & Ai)
Apr 2024 — Present
Progressive leadership roles spanning cloud strategy, GTM programs, and advisory growth.(3Cloud, acquired by Cognizant).Own strategy, GTM programs, and advisory growth across Cloud, Data, and AI, translating rapidly evolving technology landscapes into repeatable revenue and execution at scale.Built and scaled a Cloud, Data & AI strategy and GTM programs business from approximately $3M to $65M+ in annual impact, delivering sustained 40%+ year-over-year growth across four consecutive years.Partner directly with Sales Directors and Sales VPs on strategic accounts, shaping executive narratives, investment roadmaps, and deal strategy to drive alignment, pipeline quality, and downstream pull-through.Lead the design, launch, and enterprise-scale adoption of core advisory and GTM offerings across cloud modernization, data & analytics, AI strategy, and application modernization, enabling consistent conversion from strategy to delivery.Built and led a high-performing organization from 2 to 25 professionals, establishing leadership layers, operating cadence, and development models that produced strong retention and reduced dependency on individual leaders.Played a key role in 3Cloud’s growth journey from early-scale consultancy through acquisition and integration with Cognizant, helping institutionalize operating models, offerings, and GTM motions to support enterprise scale.Operated across all major industry verticals, with repeated success in Financial Services, Healthcare, and Software / Digital Platform organizations.Served as a senior escalation point for complex enterprise engagements, aligning executive stakeholders across sales, delivery, and leadership to protect outcomes and long-term client relationships.
Education
University of Wisconsin-Madison
Bachelor of Science - BS, Industrial and Systems Engineering
2014 — 2018
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