Business Development Manager, Market

Career Opportunities with Pro Service Hawaii

Rated One Of Hawaii's Best Places To Work for 18 Years

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At Pro Service Hawaii, we're not just another company-we're a tribe of passionate people committed to empowering employers and their employees across Hawaii. People are at the heart of everything we do. We know that running a business in Hawaii comes with challenges-from regulatory complexity to high costs. That's why we're dedicated to supporting both our clients and our team, fueling the "Why" behind everything we do.

We're the largest local HR partner trusted by over 3,000 employers and 50,000 employees, providing expert HR consulting, training, benefits, payroll, risk support, and more. We help organizations effectively hire, manage, and grow their teams with confidence. Headquartered in Hawaii with offices on Oahu, Maui, Kauai, and the Big Island, we've been voted Best Place to Work for over 18 years.

Join our diverse and resilient team, and together, we'll make an impact.

Pro Service Hawaii is looking for a Business Development Manager to grow our small business client base across Oahu. In this role, you'll own the full sales cycle—from prospecting and discovery through close—selling HR, payroll, and benefits solutions to local business owners who need a trusted partner, not just a vendor.

What makes this role both challenging and rewarding is the market itself. Hawai'i is relationship-driven and tight-knit. Earning the trust of small business owners here takes persistence, genuine curiosity, and the kind of follow-through that turns a cold call into a long-term partnership.

Drive sales growth by conducting discovery meetings, managing the full sales cycle, and closing new business independently

Build and maintain a healthy pipeline through canvassing, cold calling, referrals, and networking across Oahu.

Develop and execute strategic outreach plans targeting local businesses across a range of industries

Present Pro Service's value proposition effectively to business owners and decision-makers at all levels

Participate in networking and prospecting events, occasionally outside traditional business hours

Collaborate with team members to contribute to a shared culture of winning—and celebrate it together

We don't measure candidates by résumé alone. We're looking for people who hold themselves to a standard most don't, take feedback as fuel, and are wired to own their results. Prior B2B sales experience is required. Experience in HR, payroll, or employer services is a plus, but a strong sales foundation and a genuine drive to win matter more. We'll support your ramp, including helping you obtain your Hawaii State Resident Producer License for Accident & Health, but you'll need to show up ready to learn fast and execute.

• You have a track record of closing new business in a B2B environment. You've managed a full sales cycle, handled objections confidently, and can point to deals you won through persistence and relationship-building.
• You listen before you pitch You ask good questions, pick up on what's unsaid, and tailor your approach to what the client actually needs, not just what you want to sell.
• You set ambitious goals for yourself and hold yourself to them. You track your own pipeline, know your numbers, and treat your quota as a floor, not a ceiling.
• You're energized by the local market, not intimidated by it. You understand that trust takes time to build in our business community, and you're willing to put in the work to earn it.
• You compete hard and collaborate well You want to win, but you're genuinely invested in the team's success too. You share what's working, celebrate others, and contribute to a culture of high performance.

We want you to walk in with clear eyes, so here's an honest look at what this role is and what it isn't.

This is a quota-carrying sales role with clear milestones, targets and measures of success. Within your first year you are expected to run full discovery meetings independently, have built a strong…