IT LEADERSHIP
Waypoint doesn't replace your current MSP or internal IT team — I work alongside them, giving you the strategic layer most SMBs are missing.
I translate your business goals into technical direction, help you get more value from the team you already have, and make sure IT spend and risk decisions are made deliberately, not reactively. The same people keep executing. You gain a set of experienced eyes making sure it all adds up to something.
What's included
Scaled to your size and needs — you don't need every item to get started.
Strategic Planning
IT Budgeting
Vendor Management
Long-term technology roadmaps aligned to where your business is headed — so every investment has a reason behind it.
Predictable forecasting and cost optimization across both internal and outsourced IT spend, helping you avoid technical debt.
Oversight of contracts and third-party performance — internet, cloud, business software, phone, security tools, and your existing MSP.
Security Reviews
IT Team Oversight
Technology Reviews
Posture assessments and practical risk mitigation, plus the security governance, policy, and risk oversight most SMBs never formally establish.
Ongoing review of your IT team's work to ensure you get what you're paying for and what your business actually needs.
Regular sessions to check progress, adjust the roadmap, and revisit the budget — so strategy stays current instead of going stale in a document.
A clear, collaborative process
No dashboards full of jargon. Just regular, honest conversations about what's working, what isn't, and what's next — so you leave every call more equipped, not more confused.
01
Discover
I get to know your business, your goals, and your current IT — before I recommend anything.
02
Align
We build a strategy that connects technology decisions to what your business actually needs.
03
Lead
I guide implementation, coach your team or provider, and report back in plain language.
Straightforward pricing
Retainers are monthly, have no fixed contract, and scale with your organization's size and complexity — smaller and simpler means fewer hours and lighter governance; larger and more complex means more of both. Every engagement gets the same expertise either way.
I'll walk you through the full rate card on our first call. You shouldn't have to go through a discovery process to find out what something costs.
Registered charities receive discounted community pricing — see the Nonprofits page.