Business Development Manager, Small Market

Job Description

Job Description

At ProService Hawaii, we exist to help local businesses thrive. As Hawaii's leading PEO, we give employers access to the HR infrastructure, payroll expertise, and benefits packages that were once only available to large companies — so they can focus on what they do best. We've spent more than two decades earning the trust of Hawaii's business community, and the Business Development Manager is at the center of that mission. This is the role that puts ProService in front of the small business owners who need us most.

As a BDM, you'll own the full sales cycle — from your first cold call to a signed agreement. You'll build your pipeline through canvassing, referrals, and networking across Oahu, and you'll close new business by understanding what local business owners actually need and showing them how ProService delivers it. What makes this role both challenging and rewarding is the market itself. Hawai'i is relationship-driven and tight-knit. The reps who win here are the ones who show up consistently, earn trust slowly, and treat every conversation as an investment in something long-term.

IN THIS ROLE YOU WILL

• Drive new business growth by managing the full B2B sales cycle — from cold outreach through close — independently and to quota
• Build and maintain a healthy pipeline through canvassing, cold calling, referrals, and community networking across Oahu
• Conduct discovery meetings that surface the real needs of local business owners and match them to ProService's HR, payroll, and benefits solutions
• Develop targeted outreach strategies across industries, adjusting your approach based on what the market and your pipeline are telling you
• Represent ProService at networking events and in the community, including occasional evening or weekend engagements
• Collaborate with teammates to share what's working, contribute to a culture of performance, and celebrate wins together

IS THIS ROLE RIGHT FOR YOU?

This is a quota-carrying field sales role with clear milestones and real accountability from day one. Within your first year, you're expected to run full discovery meetings independently, build a strong pipeline by mid-year, and hit your annual revenue and activity targets. The ramp is supported — including assistance obtaining your Hawaii State Resident Producer License for Accident & Health — but the expectation to learn fast and execute is not optional. It's the job.

This role is a strong fit if you're energized by being out in the community, building relationships from scratch, and working in an environment where your results speak for themselves. It's worth knowing upfront that success here requires consistent outbound activity — cold calls, canvassing, and follow-through even when deals take longer than expected. If you're looking for a primarily inbound or inside-sales environment, this role isn't the right fit.

WHAT YOU'LL BRING TO THE TEAM

We're looking for someone with a proven B2B sales foundation who holds themselves to a high standard, takes feedback seriously, and is wired to own their outcomes. Experience in HR, payroll, or employer services is a plus — but strong sales fundamentals and genuine drive matter more.

You're probably a fit if:

• 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.
• You set ambitious goals for yourself and hold yourself to them — you know your numbers, track your own pipeline, and treat your quota as a floor.
• You're energized by Hawaii's local market — 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 and willing to share what's working.

WORK LOCATION

Oahu — Hybrid (when not in the field)

This role is based out of our Hawaii Kai office. When you're not out prospecting or meeting with clients, you'll work a hybrid schedule — in the office Tuesday through Thursday, with the option to work remotely on Mondays and Fridays.

In office (when not in field): Tuesday – Thursday | Remote option: Monday & Friday

COMPENSATION

The base compensation for this position is $80,000 – $100,000 per year, commensurate with experience and qualifications.

Compensation is tied to performance. Strong results are recognized and rewarded — and this role comes with an uncapped commission structure that pays $60,000 upon achieving quota. High performers have a clear path to advance within the sales track and across the broader ProService team.

WHY PROSERVICE

ProService is a Hawaii-based PEO combining payroll, HR, and benefits expertise with purpose-built technology — all backed by the best local service in the islands. Backed by Silver Lake and recognized as one of Hawaii's Best Places to Work for 20 consecutive years, we're a team of high performers united by one mission: Empowering Employers to Succeed in Hawaii.

• A PROhana unlike any other. We assume the best in each other, give feedback focused on what's right—not who's right—and show up every day. This isn't just a workplace. It's a community.
• Do work that matters. You'll see exactly how your contributions move the needle—meaningful problems, real decisions, and a seat at the table.
• Grow without a ceiling. Internal roles post first, and we reimburse certifications, conferences, and memberships. Your growth is our growth.
• Compete, collaborate, and win together. High expectations, real accountability, and a team of experts ready to help you push through any obstacle.
• Total rewards built around your whole life. Fully paid healthcare, 401(k) matching, paid parental leave, student loan assistance, employee assistance programs, and paid time off—just to name a few.