JM Addington Technology Solutions · CyberSecureRIA
Help us build the next chapter.
We're hiring a Director of Operations. The job, in one line: take
us from $3M to $6M.
Two brands, one company. JM Addington Technology Solutions is the
Knoxville-rooted MSP that started this in 2010. CyberSecureRIA is the national
brand for the specialty we grew inside it — cybersecurity and compliance
for registered investment advisers. We're growing roughly 70% in MRR this year,
and most of our clients are RIAs.
Remote · Full-Time · Location: Remote | Knoxville, TN a Plus Salary: $90,000 to $120,000 + Performance Bonus
The Opportunity
We're looking for a Director of Operations to help lead the next stage of growth for a rapidly scaling managed IT services provider (MSP) serving the financial services industry.
The business has grown from $2.1M in annual revenue and is on pace to reach $2.7M this year, with plans to scale to $5M–$6M over the next few years. To support that growth, we expect to double the size of the team within the next 12 months.
This is a strategic leadership role for someone who enjoys building organizations—not just managing them. You'll work directly with the founder to create the systems, processes, and operational structure needed to scale efficiently while allowing leadership to focus on growth and strategy.
What You'll Do
Build and improve operational systems that support rapid company growth.
Partner directly with the founder to execute strategic initiatives.
Develop scalable processes across the organization.
Create accountability through documentation, KPIs, and operational reporting.
Start by doing. Today this role is hands-on in the daily work — and we're right at the pivot point where that has to change. As we scale, you'll move quickly from doing the work to building the team and processes that do it.
Own outcomes, deadlines, and timelines completely — without owning the doing. Delegate heavily, walk people through processes, and chase status in a way that removes bottlenecks rather than putting people on the defensive.
Build, coach, and hold accountable a growing operations team, mentoring early-career people until they fully own their functions.
Improve cross-functional communication and execution.
Identify operational bottlenecks and implement long-term solutions.
Help build the infrastructure needed to support a company doubling in size.
Establish repeatable processes that improve efficiency and customer experience.
Areas You'll Own
This is a service delivery leadership role. You won't be expected to be the deepest technical expert in the room, but the operational core of the business — what the MSP industry calls service delivery — is yours:
Service coordination and dispatch
Help desk and escalation oversight
Quoting, procurement, and vendor management
Process documentation
Operational KPIs and, over time, the operations P&L
What We're Looking For
Required Experience
Experience leading operations within a high-growth company.
Demonstrated success building systems, processes, and organizational structure.
Experience helping companies scale through periods of rapid growth.
Strong project management and execution skills.
Ability to balance strategic thinking with hands-on execution.
Comfortable working directly with founders and executive leadership.
A product person in operations — technical enough to understand VLANs and the OSI model and to credibly lead a help desk, without needing to be the deepest engineer in the room. Technical fluency is a prerequisite for doing the job well, not the job itself.
Demonstrated people leadership: comfortable setting expectations, having hard conversations, and holding a team accountable.
Ideal Background
Experience in an MSP, IT services, or other high-growth services company.
Proven track record supporting organizations through significant revenue and headcount growth.
Experience implementing operational frameworks, metrics, and accountability systems.
Strong business acumen across multiple departments rather than expertise in a single function.
Compensation
Base Salary: $90,000 to $120,000 + Performance Bonus
Full medical, vision, and dental coverage
Relocation reimbursement available for candidates willing to relocate to Knoxville
Significant opportunity to grow alongside the company
Why This Role?
This isn't a role where you'll inherit a mature operational machine. You'll help build it.
If you've successfully scaled companies before and enjoy creating structure from growth, you'll have the opportunity to make a measurable impact on every part of the business. The right person will become a key member of the leadership team and play a major role in helping the company scale from $2.7M today to $5M–$6M and beyond.
Interview Process
Candidates should be prepared to discuss how they would approach their first 90 days in the role. We're looking for someone who can bring ideas, challenge assumptions, and develop a practical plan for scaling the business.
I graduated in 2009 with a finance degree -- the single worst year in living memory to hold one. I ended up pushing carts at Home Depot store #731. (I still know where everything is in that store. Nothing has moved.)
A local entrepreneur convinced me to start an IT company instead. So in 2010, JM Addington Technology Solutions was born: me, myself, and not much of a business plan beyond feeding my wife and kid. My niche, such as it was, was anybody with money. Even a little bit of money.
Eventually I decided to run the business like a business. I looked at our client list and found three groups: evangelical mega churches, parachurch ministries, and financial advisors. There aren't enough mega churches to build a company on, and most ministries are near broke. But the advisors -- almost nobody served them well, the regulatory scrutiny kept climbing, and we had already picked up specialty knowledge (books-and-records rules, archiving, SEC exams) without noticing.
So we picked the niche on purpose. CyberSecureRIA became the national brand for that work -- a name that says what we do better than "Technology Solutions" ever did. Today most of our clients are RIAs, across 32 states, and the Knoxville practice still serves the businesses and ministries that got us here.
The next chapter is the one we're hiring for.
— Jonathan Addington, founder & CEO
Growth
Active clients, year by year, from our CRM — the
revenue picture is in the full version of this page, behind the password
below.
Active clients, by year
Client counts are actuals, not part of the revenue plan —
the shaded span marks where that data ends, not a drop to zero.
2026-08-01 is our actuals cutoff.
Geography
Where our clients are, and when each state came aboard.
New clients since the CyberSecureRIA launch
2026-08 ·
32 states
Each state fills on the month it became a covered state — the first
current client there, dated from first billing, or from signing where onboarding is
still under way; a handful are shown at our best estimate where neither date was
available. Alaska and Hawaii are shown as insets. Client counts are in the full
version of this page, behind the password below.
There's more
Who you'd work with, how we run the company on our own AI
tooling, and the recognition behind it. If our recruiter sent you a
password, continue below — or email Jonathan and ask.