Fletcher Kittredge

Technology strategy for growing businesses

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.

  • Technology Transformation Consulting
  • Executive Advisory & Board Roles
  • Strategic Technology Planning
  • Technical Grant Writing
Learn more

About Fletcher

Fletcher Kittredge has spent his career building and transforming technology companies - and now helps others do the same.

From 1994 to 2025, Fletcher founded and led GWI (Biddeford Internet Corporation), growing it into Maine's largest internet service provider. Over three decades, he navigated the company through five complete business model transformations - from dial-up startup to statewide broadband provider to fiber infrastructure builder. Each pivot required rethinking strategy, technology, and operations with constrained resources. That experience - essentially five bootstrap startups executed in series - now informs his advisory work.

Before GWI, Fletcher spent nine years at Bolt Beranek and Newman (BBN), the research firm that helped build the original internet. He joined the team shortly after the first deployment of Internet Protocols to ARPAnet - the foundation of the modern internet.

EDUCATION

MS in Computer Science, Harvard University

BA in English (with distinction), Colby College

Additional coursework at MIT

RECOGNITION

MaineBiz Business Leader of the Year (2011)

MaineBiz Next List (2004)

Inc. 500/5000 - Five-time honoree (GWI)

First B Corp-certified broadband carrier in the United States (GWI)

Best Places to Work in Maine - Five consecutive years, 2020-2024 (GWI)

BOARD ROLES

Maine Technology Institute - Information Technology Sector Tech Board (current)

ConnectMaine Advisory Board

Maine Center for Entrepreneurs

Maine Center for Public Interest Reporting (The Maine Monitor)

Services

Technology Transformation Consulting

Helping companies navigate major technology shifts and business model changes - particularly when resources are constrained. Drawing on 30 years of experience leading a company through five complete transformations.

Strategic Technology Planning

Developing roadmaps for technology adoption, infrastructure buildout, and digital transformation initiatives. Practical planning grounded in what's actually achievable with your current resources.

Technical Grant Writing

Securing funding for technology projects through grant proposals that combine technical depth with clear business value. Track record includes leading the effort that secured $25 million in federal funding for rural broadband infrastructure in Maine.

Executive Advisory & Board Roles

Board-level consulting on technology strategy, regulatory compliance, and market positioning. Available for ongoing advisory relationships or board seats with technology and telecommunications companies.

Contact

Ready to discuss your technology challenges? Reach out and I'll be in touch shortly.

Or email directly: fletcher@kittredge.com