Fractional CTO Services — Strategic IT Leadership for Regulated Small Businesses
Technology guidance without the full-time cost.
At Waypoint Tech Advisors, we provide Fractional CTO services tailored to small businesses in regulated industries like law, accounting, and healthcare. Whether you're navigating compliance, scaling operations, or modernizing your tech stack, we bring executive-level IT strategy to your team—on a flexible, part-time basis.
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IT Strategy & Roadmapping
Align your technology with your business goals. We help you plan for growth, security, and compliance—without overengineering.
Vendor & Software Selection
Cut through the noise. We evaluate and recommend tools that fit your needs, budget, and regulatory requirements
Cloud & Infrastructure Planning
Whether you're migrating to the cloud or optimizing what you already have, we design secure, scalable environments that support your operations.
Compliance-Driven IT Governance
We help you build policies, controls, and documentation that align with HIPAA, GLBA, ABA, and other industry standards.
Executive Reporting & Board Communication
Translate tech into business value. We prepare clear, actionable reports for leadership and stakeholders..
IT Budgeting & Cost Optimization
We help you plan and manage your IT spend—prioritizing investments that deliver value, reduce waste, and align with your business goals. From licensing to infrastructure, we ensure every dollar supports your strategy.
Our Engagement Process
We make strategic IT leadership accessible and approachable. Here’s how we work with you to deliver Fractional CTO services that align with your business goals:
Step 1
Submit Your Request
Fill out our short intake form to tell us about your business, your current IT challenges, and what kind of support you’re looking for. This helps us understand where you are and where you want to go.
Step 2
Introductory Call
We’ll schedule a 30-minute call to explore your needs, goals, and whether a Fractional CTO engagement is the right fit. No pressure—just a conversation to see how we can help.
Step 3
Engagement Agreement & NDA
If we’re aligned, we’ll move forward with a simple agreement and mutual NDA to protect your business information and define the scope of our initial engagement.
Step 4
Strategic Discovery
We conduct a focused discovery process to understand your current IT landscape, business objectives, compliance requirements, and pain points. This includes reviewing infrastructure, vendors, and existing policies.
Step 5
Roadmap & Recommendations
You’ll receive a tailored IT strategy roadmap with prioritized initiatives, budget guidance, and governance recommendations. We also provide communication materials to help you align internal stakeholders.
Frequently asked questions
Highlighting our strengths is important. Let's provide a clear view of what sets us apart from the competition.
What is a Fractional CTO?
A Fractional CTO is a part-time, contract-based technology executive who provides strategic IT leadership without the cost of a full-time hire. We help you make informed technology decisions, manage risk, and align IT with your business goals.
How is this different from hiring an IT consultant or MSP?
Unlike traditional consultants or managed service providers (MSPs), a Fractional CTO operates at the executive level—focusing on strategy, governance, budgeting, and long-term planning. We often work alongside your internal IT team or MSP to provide leadership and direction.
What types of businesses benefit most from a Fractional CTO?
Our services are ideal for small to mid-sized businesses in regulated industries—such as law firms, accounting practices, and healthcare providers—who need strategic IT guidance but don’t have an in-house CTO.
How do you charge for Fractional CTO services?
We offer flexible pricing based on the scope and duration of the engagement. This could be a fixed-fee project (e.g., IT roadmap development) or a monthly retainer for ongoing advisory support. All pricing is transparent and tailored to your needs.
Can you help us with compliance and audits?
Yes. We specialize in compliance-driven IT leadership. We help you prepare for audits, implement policies, and align your technology with standards like HIPAA, GLBA, and ABA cybersecurity guidelines.
Do you replace our existing IT provider or team?
Not at all. We complement your existing IT resources—whether that’s an internal team, an MSP, or both. Our role is to provide strategic oversight, fill leadership gaps, and ensure your technology supports your business objectives.