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David Ramos

David Ramos

TECHNOLOGY & PRODUCT OPERATING MODEL TRANSFORMATION EXECUTIVE | Healthtech, Life Sciences, InsurTech & PE-Backed SaaS | Platform & AI Transformation

Talent
Saint Augustine300 USD/hourMember since October 3, 2026
C-Suite & Board EngagementFractional CTO LeadershipTechnology Due DiligenceExecutive Technology VisionDigital TransformationEnterprise ArchitectureOperating Model RedesignGlobal Team LeadershipPortfolio GovernanceM&A Readiness & IntegrationRisk ReductionStrategic RoadmappingP&L-Aligned Technology StrategyHealth System & Payer TechnologyHealth Tech Platform StrategyCloud-Native & Hybrid ArchitecturePlatform EngineeringMonolith-to-Services TransformationScalable Marketplace PlatformsEnterprise Data ArchitectureAPI & Systems IntegrationDevSecOpsZero Trust SecurityTechnical Debt ReductionPerformance & Reliability EngineeringAI Strategy & OperationalizationMachine Learning IntegrationAI-Assisted EngineeringPredictive AnalyticsAnalytics Democratization
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C-Suite & Board EngagementFractional CTO LeadershipTechnology Due DiligenceExecutive Technology VisionDigital Transformation

About

Technology and product executive who installs operating discipline inside complex platform environments across healthtech, life sciences, insurtech, and PE-backed SaaS, converting modernization and AI investment into delivery speed, scalability, and enterprise value. Trusted by CEOs, Boards, and investors to create clarity in ambiguous or high-growth environments and translate that clarity into durable operating systems, not one-time fixes. Brings a dual perspective as an enterprise technology leader and an owner-operator: built and ran a multi-unit business with full P&L accountability, and now advises investors, founders, and PE-backed healthtech leadership teams as a fractional CTO.

Track record includes acquisition readiness, technical diligence, and $50M+ in growth capital raised across multiple entities, each supported by the operating rigor installed ahead of the milestone. A collaborative, results-driven catalyst who adds value by:

Experience

Founder & Fractional CTO at ServantScale (2025-04 – Present)

Founded a fractional CTO and advisory practice serving early-stage health and wellness companies and PE-backed healthtech SaaS companies. Engaged by investors, founders, and CEOs to assess technology and operating risk, set product and go-to-market direction, and build the operating model needed for the next stage of growth.

  • Led technology and operating diligence for an investor, assessing platform scalability, security, product maturity, and team capability to inform the investment decision.
  • Built the go-to-market strategy and product roadmap for a pre-seed wellness app, giving the founders a sequenced plan to launch, prove traction, and pursue a $1.5M raise.
  • Reduced operating costs 30% for a wellness brand by automating core workflows and deploying AI agents across customer and back-office operations.
  • Reset the operating model for a client leadership team, realigning product and engineering priorities, decision rights, and planning cadence to business outcomes.
  • TV host and speaker on Horse’s Mouth and Tech Champions, covering AI, technology leadership, and business transformation.

Founder at WillieMae Mind & Body Inc. (dba StretchLab) (2023-08 – 2026-10)

Architected a scalable operating model to run multi-unit wellness franchise operations with full P&L accountability across four restorative health studios, launching new locations and stabilizing three acquisitions while driving member health outcomes and retention. Installed a layered leadership structure, standardized workflows, and AI-driven decision tools to reduce owner dependency and increase portfolio resilience.

  • Built a repeatable multi-unit operating system supporting launch and turnaround simultaneously across four locations.
  • Increased revenue by 50% within one year at an underperforming location, moving it to the top performance tier.
  • Reduced member attrition by 30%, stabilizing approximately $1.5M in annual run-rate revenue across four studios.
  • Selected to the StretchLab Franchise Advisory Council to represent 250+ franchise owners, based on operating track record, business acumen, and growth results.

Chief Technology Officer at Tivly (2023-01 – 2025-04)

Installed a product operating model spanning product management, engineering, infrastructure, security, and governance for a PE-backed digital insurance marketplace platform, replacing ad hoc delivery with a governed, OKR-aligned cadence. Used that operating discipline to eliminate technical single points of failure, modernize legacy architecture, and strengthen compliance posture across SOC 2 and NIST frameworks, aligning delivery to measurable outcomes in a cost-conscious environment.

  • Built the technology operating model for a PE-backed insurtech marketplace scaling from $40M to $70M.
  • Instituted a modern product operating cadence aligned to OKRs, increasing feature throughput 40% without adding headcount.
  • Modernized architecture from monolith to services, improving platform performance 40% and enabling 2x lead volume capacity.
  • Delivered $1.2M in annual operating expense savings through FinOps governance, tooling consolidation, and license rationalization.
  • Implemented SOC2 Type 2 in less than 18 months; instituted NIST-based cybersecurity framework with regular app scans and pen testing; and data governance that resulted in 50% reduction in deal close governance review, getting clients launched faster.

Chief Technology Officer at Seven Bridges Genomics (2021-07 – 2023-01)

Installed operating model discipline across a ~250-person global product and engineering organization powering a cloud-native genomics and bioinformatics analytics platform in a regulated health tech environment, aligning delivery, governance, and culture ahead of a capital raise and acquisition readiness period. That discipline supported a $39M capital raise and successful exit through platform stabilization and disciplined execution.

  • Scaled delivery through global expansion and agile transformation, increasing features released per quarter by 30%.
  • Reinforced governance maturity and stabilized execution across global teams, enabling acquisition readiness.
  • Reduced technical debt 35%, improving scalability for high-throughput genomic workloads.
  • Grew the organization 135% while reducing turnover 20% over 18 months, strengthening culture and retention.
  • Led an oversubscribed Series C round, raising $10M above target.
  • Cross-functional involvement with CRO and CSO (Science) to refactor sales pipeline, reducing time to close by +60 days.

Senior Director, Platform Engineering at Aetna (CVS Health) (2017-07 – 2021-07)

Led a 125-person platform engineering organization building cloud-native digital services for a health insurer serving 36M+ members, modernizing enterprise data infrastructure, security, and governance ahead of and through CVS Health’s $69B acquisition.

  • Secured $250M CEO and Board funding to build a cloud-native digital platform organization leveraging ML capabilities.
  • Led technology diligence for 19PB data fabric platform supporting $69B acquisition integration.
  • Scaled engineering organization from 12 to 125 members in 2.5 years, strengthening engagement and delivery velocity.
  • Launched zero-trust IAM and HIPAA-compliant FHIR integrations, enhancing interoperability and compliance readiness.

Director of Engineering | Director of Product Management | Group Manager (Tokyo) at Rakuten / LinkShare (2004 – 2017)

Led global data, analytics, and product organizations supporting large-scale affiliate and e-commerce platforms. Directed enterprise data warehouse architecture, product strategy transformation, and global BI democratization across the U.S., Europe, India, and Japan. Led technical due diligence and integration planning for strategic acquisitions, evaluating platform scalability, data integrity, security posture, and operational risk to support enterprise valuation and transaction execution.

  • Scaled real-time analytics adoption to 6,000 users (50%+ workforce) across 70 business units within 14 months.
  • Increased product delivery frequency 300%+ within 18 months, transitioning from waterfall to product-led agile execution.
  • Launched greenfield 100+ terabyte-scale analytics platform processing 250M+ daily transactions, supporting $425M enterprise acquisition and post-merger integration planning.
  • Reduced infrastructure costs 50% through cloud-as-a-service strategy and vendor renegotiation initiatives.
  • Championed the $25M acquisition of a product links company, directing the business case, due diligence, and integration of its team and technology into the product portfolio.
  • Supported technical due diligence of +5 US and EU company acquisitions; Led data integration for 15 global acquisitions.

Education

MASTER OF SCIENCE - Software & Information Systems - George Washington University

BACHELOR OF SCIENCE - Finance - St. John’s University

Skills

HealthtechLife SciencesInsurTech & PE-Backed SaaSPlatform & AI Transformation

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