AI-Enhanced Executive Search Firm

We partner with organizations across the U.S. to identify and attract exceptional talent with a precision most firms can’t match — using the power of human insight and artificial intelligence.

2500+

Executive Searches Complete

90+%

Client Retention Rate

80+

Years of Combined Experience

50

States Served

Why Ai-Enhanced Search Matters

Deeper Insight. Better Decisions. Stronger Hires.

Our AI-enhanced process pairs deep industry knowledge with the precision technology makes possible — so you see better-qualified candidates and decide with more insight than the interview alone would give you.

Talent Others Miss

The candidates who matter aren’t on job boards. We reach the professionals other firms never surface — and bring you people you wouldn’t have found on your own.

Candidates Who Fit

Every candidate is evaluated against what your role actually requires, not a generic profile — so the people you meet fit the role, the culture, and the outcome you’re hiring for.

A Sharper, More Efficient Search

A focused process means less time spent on the wrong candidates and more on the right ones — depth and efficiency at once, without trading one for the other.

Confidence in Every Decision

The right hire isn’t just one who interviews well — it’s one who gets results. Our process is built to find the difference — so the hire you make is one that delivers.

What We Do

One Service. Select Industries.

We do one thing: executive search. What sets us apart is where we do it — inside a few industries we know deeply, rather than across every market at once. That focus is why we reach the candidates others miss and recognize the right hire when we see one.

executive-search-the-howard-group

The companies that build, sell, administer, and contain the cost of self-funded employee benefit plans — and improve the health of the members in them — from sales, account retention, and operational professionals to the executives who run them.

leadership-advisory-the-howard-group

The carriers, brokerages, agencies, MGAs, MGUs, and programs that underwrite and distribute P&C risk — placing the producers, underwriters, claims professionals, and leaders who move the market.

interim-leadership-the-howard-group

The companies building the services and technology that serve providers and health plans — connecting them with the sales and leadership talent that drives growth.

Who We Are

Specialists in the Industries We Serve

The Howard Group is an executive search firm that works inside the industries it serves — employee benefits and self-funding, property and casualty insurance, provider and payer services and technology, and digital health. We pair decades of industry relationships with an AI-enhanced process to deliver the professionals who drive growth, retention, and results.

Industry Specialists

Focused exclusively on benefits, insurance, and digital health.

AI-Enhanced Process

Technology that amplifies human expertise.

Trusted Advisors

Long-term partners invested in your success.

Our Team

Experienced. Connected. Committed.

Every search is run by a specialist who works inside your industry every day — not a generalist, and not a junior researcher making calls on someone else’s behalf. Each of our recruiters pairs that firsthand industry knowledge with the firm’s AI-enhanced process, so the depth and precision you get is consistent no matter who leads your search. They’ve spent their careers inside the industries they serve, building the relationships that take years to earn. When you engage The Howard Group, you work directly with the person doing the work — from the first conversation to the final offer.

Brian-Howard

Brian Howard, JD, CSFS

President - Employee Benefits & Digital Health
Justin-Howard

Justin Howard, CISR

Property & Casualty, Employee Benefits Executive Recruiter
Heath-Osborn

Heath Osborn

Healthcare Technology & Services Recruiter
randy-hudlin-26

Randy Hudlin

Property and Casualty Recruiter
Industries We Serve

Your Industry is Our Specialty

Employee Benefits

Property & Casualty

Provider & Payer Technology

Digital Health

Our Process

How We Find the Right One

  • Discovery

    We start by understanding your goals, your culture, position qualifications, your company, and what success in the role actually looks like — before a single candidate is contacted. Together, we define the criteria every candidate is measured against.

  • Research & Identify

    We reach beyond the active market to surface the professionals who fit — including the ones who aren’t looking and would never answer a job posting.

  • Contact, Assess & Qualify

    We approach each candidate directly, often people who aren’t on the market and won’t talk to just anyone. Then we evaluate them against the criteria that matter most for your role — so the people you see are measured against the hire you actually need to make, not a generic profile.

  • Present & Select

    You meet a focused slate of qualified candidates, each one prepared and ready for a substantive conversation.

  • Onboard & Support

    We stay with the placement through the transition — because a hire that starts off well is a hire that lasts.