Johnny LeHane

Technology Strategy, AI Advisory, & Business Coaching

I leverage decades of experience as a business owner, technologist, and investor to help organizations and their leaders navigate change. Whether serving as a strategic management coach or a fractional Executive IT Advisor, I act as a neutral sounding board to help teams cut through the noise and scale growth before compounding volume breaks existing manual workflows. I bridge the gap between your current reality and your business's true potential by providing the strategy, management frameworks, and proactive accountability your team needs to thrive.

Current Focus & Roles

Executive AI & Technology Advisory

I provide a neutral "CIO's Auxiliary Lens" to ensure technology investments are measured, secure, and deliver clear ROI. I specialize in vendor vetting, AI literacy, and deconstructing technical challenges without the sales noise.

Strategic Management Coaching

I help leaders navigate the transition from operational complexity to stable, managed growth. I specialize in identifying root causes, building stakeholder alignment, and implementing the high-EQ leadership and accountability frameworks needed to overcome institutional friction.

Hudson Valley Venture Hub

Serving as Entrepreneur-in-Residence (EIR) and Advisor at SUNY New Paltz's HVVH, mentoring and accelerating regional startups and growth-stage companies.

Background & Scale

Enterprise AI & Technology Analysis

Guiding regional organizations through comprehensive technology market analyses, architecting vendor vetting processes, and mapping operational pain points to emerging AI solutions.

Tangible AI Implementations

Developing and prototyping agentic systems and custom AI tools to optimize complex workflows—ensuring technology forecasting translates into practical, daily staff efficiency.

Hudson Valley Startup Fund

As Managing Partner, I conducted deep technical and business due diligence on emerging technology companies to guide investment strategy.

CLUBWAKA

Served as CIO and Co-Founder. I led enterprise software selection and managed a web services development team to scale a distributed $8.5M business.

AOL

Managed core host connectivity, UNIX systems, and software automation during the internet's first major scaling phase.

Speaking & Events

Available for panel moderation, workshops, and speaking engagements. I bring the perspective of a hands-on strategist willing to get into the details of technology implementation, investment strategy, and guiding diverse stakeholders toward actionable, shared decisions.

Projects & Client Portals

Connect

Get clarity in the chaos. Book a discovery call to figure out what hurts, overcome your biggest obstacles, and unlock the true potential of your organization.

📞 (845) 678-3122 Based in Rhinebeck, NY

*Meetings default to Google Meet. In-person meetings available between Poughkeepsie and Kingston (walking meetings preferred in the Rhinebeck area).