About 24North Advisors

Where Experience Meets Integrity

Three decades of enterprise technology expertise, now working exclusively for you—not the vendors.

The Founder
Evan Bearry
Founder & Principal Advisor

Evan founded 24North Advisors to help enterprise organizations navigate complex technology decisions with confidence. He brings over 35 years of experience in the enterprise technology sector, having held leadership positions at major systems integrators and software manufacturers throughout his career.

Evan holds a B.S. in Finance from Syracuse University, graduating Cum Laude. His background in finance combined with deep technical knowledge allows him to structure creative solutions for complex, multi-year technology agreements. He has been recognized with more than 20 industry excellence awards over the course of his career.

Technology decisions are ultimately about managing risk and cost. My role is to help clients identify the risks that aren't obvious, structure deals that protect their interests, and find solutions that work for everyone involved.
Evan Bearry
Founder & Principal Advisor

Experience That Works for You

Having spent decades on the vendor side of technology transactions, Evan understands how these deals work from the inside. He knows where risk hides in contracts, what levers actually matter in negotiations, and how to structure agreements that serve clients' long-term interests.

24North Advisors was founded to bring that expertise to organizations who deserve an experienced advocate in their corner. Our advisory services come at no cost to clients—we're compensated by technology vendors, but our recommendations are always based on what's right for your business.

We focus on what matters: understanding your specific requirements, identifying the right solutions, and ensuring you get favorable terms and pricing.

Evan Bearry, Founder of 24North Advisors
Evan Bearry
Founder & Principal Advisor
The Team

Specialists Across Every Domain

24North Advisors is supported by a network of senior technology advisors, each with 25+ years of industry experience. Our team brings deep specialization across the full spectrum of enterprise technology—ensuring you work with someone who truly understands your specific challenges.

Contact Center

CCaaS platforms, workforce optimization, CX strategy

AI & Automation

Conversational AI, intelligent routing, analytics

BPO & Outsourcing

Partner selection, contract negotiation, transitions

Communications

UCaaS, voice, video, collaboration platforms

What We Stand For

Our Commitment to Clients

Risk-First Thinking

Every recommendation starts with understanding the risks—contractual, operational, and financial. We identify exposure points and structure solutions that protect your interests for the long term.

Win-Win Solutions

The best deals aren't zero-sum. With decades of experience on both sides of the table, we craft agreements where all parties succeed—creating partnerships that endure beyond the contract signing.

Financial Clarity

Technology decisions are financial decisions. We bring rigorous analysis to every engagement—modeling true costs, projecting long-term implications, and ensuring your investment delivers measurable returns.

Ready to Work with an Advisor Who's Seen It All?

Let's have a conversation about your technology challenges—no pressure, no obligation.

Get in Touch