Careers at Sydney Consulting Group
We don’t have open roles listed right now — but we’re always interested in hearing from experienced actuarial, compliance, strategic, and consulting professionals who know this industry from the inside.
WHY SYDNEY
A Firm Built Around Specialization, Not Generalism
Most firms in this industry treat supplemental health as one line of business among many. At Sydney, it’s the whole business — which means the people here don’t spend their time explaining the nuances of this market. They already know them.
That shows up in how we work. Small teams. Direct client relationships from day one — not years of internal ladder-climbing before you’re trusted with real work. And a culture that values being right over being loud: quiet expertise, applied carefully, without the theater some firms mistake for rigor.
If you’ve spent your career becoming genuinely good at something specific in this industry — actuarial work, compliance, strategy — and you’re tired of explaining why that specificity matters, you’d probably fit in here.
“We built this firm for people who wanted to go deep in one industry instead of wide across many. That’s still true for everyone who works here.”
— Bill Bade, Founder
AREAS OF INTEREST
Where We're Always Interested in Connecting
We don't post every opening — much of our hiring happens through relationships in the industry. These are the practice areas where we're consistently interested in meeting strong candidates.
Actuarial
Actuaries with carrier-side pricing, valuation, or product development experience in supplemental health or a closely related line.
Compliance
Compliance professionals with rate and form filing experience — SERFF fluency and a track record of anticipating regulator questions are a plus.
Strategic & Consulting
Strategy-minded professionals who can help carriers, producers, and employers think ahead — not just execute against a brief.
GET IN TOUCH
Don't Wait for a Posting
If Sydney sounds like the kind of firm you'd want to be part of, reach out. Tell us about your background and what you're looking for — there's no formal application to fill out, and no posting required to start a conversation.
We review every message personally. If there's a fit — now or down the road — we'll follow up.