JM Addington Technology Solutions CyberSecureRIA
We're hiring · Director of Operations

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.

Director of Operations (Remote)

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

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:

What We're Looking For

Required Experience

Ideal Background

Compensation

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.

Interested? Reply to the recruiter who sent you this link, or email Jonathan directly at jonathan.addington@jmaddington.com.

Why this exists

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 through 2026 201220132014201520162017201820192020202120222023202420252026 201220142016201820202022202420262028

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

AKALARAZCACOCTDCDEFLGAHIIAIDILINKSKYLAMAMDMEMIMNMOMSMTNCNDNENHNJNMNVNYOHOKORPARISCSDTNTXUTVAVTWAWIWVWY
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.

Continue to the full page

Interested? Reply to the recruiter who sent you this link, or email Jonathan directly at jonathan.addington@jmaddington.com.