Scaling Technology & Driving Growth

Expert fractional CTO services to help your company grow, modernize, and execute at scale.

About Me

Ben Shichman, Fractional CTO

With nearly 30 years of experience as a technology leader, I help companies scale and optimize their technology operations. As a former public company CTO with expertise in technology strategy, product development, and data-driven decision-making, I provide fractional CTO services to help companies grow, modernize, and execute at scale.

My expertise spans technology strategy, engineering leadership, process optimization, data analytics, and technical due diligence for fundraising, M&A, and IPOs.

Service Offerings

Comprehensive technology leadership services to drive your business forward

AI Strategy & Implementation

  • Identify high-impact opportunities to leverage AI across products, operations, and customer experiences
  • Define an AI roadmap aligned with business priorities
  • Support build vs. buy decisions and vendor selection

Technology Strategy & Roadmap

  • Define and execute scalable technology strategies aligned with business goals
  • Establish a clear product & engineering roadmap
  • Drive innovation and efficiency through strategic planning

Scaling Engineering & Product Teams

  • Optimize team structure, hiring, and leadership development
  • Implement best practices in development and architecture
  • Support rapid growth with scalable team structures

Process & Execution Maturity

  • Improve engineering execution and delivery processes
  • Drive Agile transformation and roadmap execution
  • Enhance cross-functional collaboration and release management

Data & Analytics for Business Growth

  • Develop comprehensive data strategies for decision-making
  • Define KPIs, dashboards, and reporting frameworks
  • Build and manage high-performing data science teams

Technical Due Diligence

  • Support founders, CEOs, and investors with technical due diligence
  • Assess technology risks, scalability, and operational readiness
  • Prepare for fundraising, M&A, or IPO from a technical perspective

Vendor & Technology Management

  • Evaluate, select, and negotiate with technology vendors
  • Optimize cost and efficiency of technology solutions
  • Align architecture and tools with business goals

Security & Compliance

  • Ensure compliance with SOC 2, GDPR, SOX, and CCPA
  • Implement best practices for security and risk management
  • Balance compliance requirements with operational agility

How We Work Together

  1. 1

    Discovery

    We assess your current technology landscape and business objectives.

  2. 2

    Strategy

    We develop a tailored technology roadmap aligned with your growth goals.

  3. 3

    Implementation

    We execute the strategy with your team, providing hands-on leadership.

  4. 4

    Optimization

    We continuously refine and improve processes for sustainable growth.

Why Choose Summit Trail

Experienced Leadership

Nearly 30 years of technology leadership experience, including as a public company CTO.

Cost-Effective

Access executive-level expertise without the full-time C-suite cost.

Strategic Vision

Gain insights from diverse industry experiences and proven best practices.

Ready to Reach Your Summit?

Take the first step towards optimizing your technology leadership. Schedule a free consultation today.