SECURE IT THATRUNS THEsame way, every time
Headway runs your technology so it stays secure, compliant, and dependable. One agreement, one price per person, and every service we offer included: support around the clock, security, compliance, and the improvement work most providers quote separately.
The usual IT arrangement is built backwards
We have spent years inside other people's IT operations, and the same pattern shows up almost everywhere.
You buy a slice, not a system
A monthly fee only covers part of what a business actually needs. Security tooling, compliance work, and modernization sit outside it, so the environment is only partially looked after.
Every improvement becomes a quote
Want to fix the thing that keeps breaking? That is a project, with its own scope and its own invoice. The extra costs add up, companies stop asking, and the issues compound.
You find out what is missing at the worst moment
The gaps in coverage usually surface during an outage, an audit, or an incident, when they cost the most time and money to resolve.
So we built the agreement the other way around
One monthly price per person covers the entire service offering, period. You are never quoted again for doing the right thing.
One price, everything included
Every service line we offer is included from day one. No starter tier. No premium bundle. No carefully engineered pricing ladder designed to keep the useful stuff just out of reach until you've maxed out your budget.
Projects are not extra
Migrations, rollouts, hardening, cleanup: the improvement work is part of the relationship, not a separate quote each time. We can fix root causes instead of rebilling symptoms.
The real tools, for everyone
Enterprise endpoint protection, a 24x7 security operations center, and a SIEM with a full year of retention. The same toolset regardless of company size.
Priced per person, and that is it
Your cost moves when your headcount moves. The only other charges are hardware & software and travel when we come on site. No line-item surprises.
Incentives pointed the right way
We are paid the same whether your team calls once a month or every day. The only way that works for us is to make things stop breaking, and that is where the value is for you.
Written down before it starts
Scope, response commitments, and how we are measured are agreed in writing. The rules don't change when it's convenient.
What we do
Three areas, every service included in one managed services agreement.
What would
this cost you?
Enter how many people are on your team, then see the two costs side by side. An employee is anyone who uses a computer: office staff, field technicians, shop floor workers, cashiers, and interns all count.
Our rate covers every service we offer and the tools behind it. The only extras are hardware & software, travel, and new people you add to the team.

BEYOND CHECKBOX
COMPLIANCE
Plenty of providers can produce a policy document. We make the policy real: the rules are enforced on every device, onboarding runs from a template instead of memory, and the evidence is collected as you go. That is the difference between passing a checklist and actually being secure.
Results
Real engagements. Names shared only with client permission.
Industrial Manufacturing
We moved everything onto one core business system, shut down 31 systems they no longer needed, and rebuilt the internal team around three senior hires. Costs went down while output went up.
Private Equity, Lower Middle Market
We found the software would need an expensive rebuild and that the business would stall if that one developer left. The buyer lowered the price and made both issues the first items on the post-deal plan.
Regional Financial Services
We gave everyone their own access with only the permissions they need, split the network into protected sections, and automated the paperwork. They went into the exam with every prior issue closed.
Multi-Site Healthcare
We put every site on the same standard equipment, automated setup and updates, and assigned named engineers with promised response times. Support tickets dropped by half in six months.
About Headway
Headway Strategy is a boutique technology consulting and managed services firm that helps organizations align technology with business growth and operational objectives. The company provides executive advisory services, managed IT, cybersecurity, compliance consulting, mergers and acquisitions support, and technology modernization initiatives. Headway Strategy focuses on solving complex business and technology challenges through strategic planning, practical execution, and long-term client partnerships built on trust and accountability. With deep experience in regulated industries and defense-related environments, the firm helps organizations navigate security, compliance, and operational transformation with confidence. Rather than simply supporting technology, Headway Strategy works alongside clients as a strategic partner to improve operations, reduce risk, and create sustainable business outcomes.
About HeadwayCommon questions
Straight answers about what we do and how we work.
Let’s talk
about your business
Tell us about your team and what is going on with your IT. A senior partner replies directly, usually within one business day.
