Fletcher Kittredge

Fletcher Kittredge

Technology Transformation Consulting

Helping Maine businesses navigate technology-driven transformation with scarce resources

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About

Kittredge Technologies specializes in helping Maine-based start-ups, small and medium-sized businesses navigate technology-driven transformation—particularly when resources are limited. Whether it's capital constraints, labor scarcity, or both, we help companies achieve ambitious technology goals with what they have.

Fletcher brings over 30 years of experience in technology leadership, having founded and led GWI (Biddeford Internet Corporation) through five major business model transformations. His unique expertise lies in managing technology transformations with scarce resources—equivalent to executing five bootstrap start-ups in series.

Experience & Expertise

Career Highlights

1984-1993: Bolt Beranek and Newman (BBN)

Joined the team that developed the first deployment of Internet Protocols (IPv4)—the original Internet. Started as Source Code Analyst, immediately became Unix system administrator for the department, then advanced to C programming. The first IP rollout to ARPAnet was in 1983, the year before joining BBN. In 1988, transferred to the Software Products division.

1993-1994: Fidelity Investments Consultant

Specialized in distributed object-oriented systems and early interactive web development as the Internet gained popularity.

1994-2024: Founder & CEO, GWI (30 Years)

Founded Biddeford Internet Corporation (d/b/a GWI) as Maine's first local Internet Service Provider with $44,000 initial capital. Led the company through five major business transformations, each equivalent to a bootstrap start-up executed with existing resources:

  • The Start-up (1994-1998): Dial-up Internet services in southern Maine, word-of-mouth marketing
  • The Hockey Stick: Rapid Growth (1998-2004): Statewide expansion, cable broadband and early DSL adoption, broadcast TV and print advertising
  • Regulated Utility: The Phone Company (2004-2011): DSL via Class 5 Phone Switch, expansion to southern New Hampshire
  • Business Fiber Provider: The Three Ring Binder (2011-2020): Fiber connections via leased/built dark fiber, hosted PBX, dedicated business sales force
  • Infrastructure Builder and Operator (2020-Today): Fiber construction across Maine, New Hampshire, and Vermont

Recognition

  • Inc 500 & Inc 5000 companies
  • Mainebiz Next List
  • Mainebiz Business Leaders of the Year: Large Business
  • "Best Places to Work in Maine" for five years running (2020-2024)

Areas of Expertise

  • Technology Transformation: Managing strategic pivots with limited resources
  • Communications & Telecom: Infrastructure, regulation, and service delivery
  • Distributed Systems: Architecture and implementation
  • Software Development: Full-stack capabilities
  • Artificial Intelligence: Current applications and integration
  • Computer Science: Academic foundation with practical application

Education

  • BA "With Distinction" in English - Colby College (1984)
  • CAS in Computer Science - Harvard Extension School (1990)
  • Masters in Computer Science - Kenneth C. Griffin Graduate School of Arts and Sciences (1994)
  • Additional coursework at MIT

Services

Technology Transformation Consulting

Navigate major technology shifts and business model changes with limited resources. Drawing from 30 years of experience leading successful transformations at scale.

Strategic Technology Planning

Develop roadmaps for technology adoption, infrastructure development, and digital transformation initiatives in communications and distributed systems.

Technical Grant Writing

Secure funding for technology projects through expertly crafted grant proposals that combine technical depth with clear business value propositions.

Executive Advisory

Board-level consulting on technology strategy, regulatory compliance, and market positioning for telecommunications and technology companies.

Contact

Ready to discuss your technology transformation challenges? Let's connect.

Fletcher Kittredge

Kittredge Technologies

Available for consulting engagements, technical advisory roles, and grant writing projects.