Fractional CTO & Advisory

Your CTO, without the full-time hire.

Senior technical leadership for founders building products. Architecture reviews, product roadmapping, AI strategy, and hands-on guidance from an engineer with 4 exits and $63M+ in outcomes.

Capabilities

What a fractional CTO covers.

  • Architecture Review & RoadmappingThe right foundation

    Deep analysis of your system architecture with an actionable roadmap. Identify bottlenecks, scalability constraints, and the highest-impact improvements before they become expensive problems.

  • AI Readiness AssessmentHighest-ROI opportunities

    Evaluate your data infrastructure, team capabilities, and product roadmap to identify where AI creates real competitive advantage, not just hype.

  • Product Strategy & PrioritizationShip what matters

    Translate your business goals into a technical roadmap with clear priorities. Know exactly what to build first, what to defer, and what to skip entirely.

  • Team Building & Hiring GuidanceThe right team

    Engineering org design with role definitions, hiring sequences, and interview frameworks. Know who to hire first, what to look for, and how to structure the team for your stage.

  • Technology Stack EvaluationCut through the noise

    Assessment of your current or planned technology stack against what actually matters for your stage and goals. Identify technical debt, licensing risks, and modernization paths.

  • Build vs Buy AnalysisSmart investment decisions

    Data-driven build vs buy analysis with total cost of ownership modeling. Know when custom software is the right call and when off-the-shelf solves the problem.

What you get

Not generic consulting reports. Actionable guidance from an operator who has built products behind four acquisitions and 2 Series A fundraises totaling $44M. Every recommendation is grounded in what works in production.

  • Architecture Review & Roadmap

    Comprehensive assessment of your current or planned architecture with a prioritized roadmap for the next 6-12 months.

  • AI Opportunity Assessment

    Identify high-ROI AI use cases with feasibility analysis, data readiness scoring, and implementation plans.

  • Product Roadmap & Scoping

    Translate business goals into a phased technical roadmap with clear milestones, dependencies, and resource requirements.

  • Hiring Plan & Org Design

    Engineering team structure, role definitions, hiring sequences, and onboarding frameworks for your growth stage.

  • Technology Migration Strategy

    End-to-end migration planning with parallel-run strategies, data migration plans, and rollback procedures.

  • Vendor & Tool Evaluation

    Structured vendor assessment with weighted scoring, total cost analysis, and integration complexity mapping.

Why Fortissimo

  • $63M+ in exits

    4 products acquired, built by the same engineer advising you.

  • Fourteen years shipping

    50+ products across many industries, not just theory.

  • Hands-on approach

    Your advisor writes code, reviews PRs, and builds prototypes.

  • Direct access

    No layers. You talk to the principal engineer, not an account manager.

Technologies we advise on

AWS · Docker · Python · PostgreSQL · Terraform · Kubernetes · OpenAI · Anthropic · Datadog · Snowflake · GCP · SonarQube

Ready for technical leadership?

Whether you need a one-time architecture review or ongoing CTO-level guidance, let’s talk about what your product needs to succeed.