Go Back Up

Kristina Headshot

Kristina Prescott is the founder of Casco Bay Solutions and an Executive Technology Strategist who works alongside leadership teams to bring clarity to technology decisions.

She does not sit on the sidelines.

She partners with owners, CEOs, and executive teams as a fractional leader who helps guide decisions that impact operations, growth, and long-term performance.

Kristina’s strength is simple and rare.

She listens first. She meets people where they are. She understands that not every business leader speaks technology, and not every technologist speaks business. Her role is to translate between the two so decisions make sense, budgets align with strategy, and teams can move forward with confidence.

Her background is grounded and certainly well-rounded.

She has worked on a lobster boat off the coast of Maine and negotiated enterprise-level technology agreements in complex vendor environments. That range shapes how she leads. She understands hard work at every level of an organization, from the front lines to the boardroom. She can sit with field teams and with private equity. She respects both.

Technology touches every function in a company. When it lacks alignment at the leadership level, it creates friction, risk, and unnecessary complexity. Kristina helps organizations step back, assess what they truly have, identify what is missing, and build a practical path forward.

Her approach focuses on:

  • Clear executive alignment

  • Simplifying complex systems and vendor relationships

  • Practical AI education grounded in real business use

  • Cybersecurity that protects without paralyzing

  • Vendor partnerships that support business goals

  • Coaching leaders to ask better questions and make stronger decisions

Kristina’s leadership style is direct, calm, and grounded in real-world experience. She has worked across software, telecom, managed services, cybersecurity, and business development. She understands both the technical detail and the business pressure leaders face every day.

Beyond her advisory work, Kristina is deeply committed to developing people.

She has coached field hockey goalies for over two decades, mentoring young athletes in confidence, resilience, and leadership. She is also the founder of The Queen Bee Network, a community that brings professional women together for real conversations, connection, and support. Her work there reflects the same belief she brings to business: when people feel heard and supported, they perform better.

At her core, Kristina is a strategic partner who helps leaders think clearly.

She simplifies what feels overwhelming.

She creates structure amid the noise.

And she builds practical strategies that help businesses scale with confidence rather than confusion.

Let’s simplify what feels overwhelming.

Connect with Kristina to assess where you are, identify what matters most, and build a practical strategy that supports your business goals.