Business Development Representative, SBO

At ProService, we empower employers to succeed in Hawaii. For more than 30 years, local small businesses have trusted us with their payroll, HR, and benefits so they can spend less time on paperwork and more time running their business. Every one of those partnerships starts with a conversation, and our Business Development team is where those conversations begin.

As a Business Development Representative on our Small Business (SBO) team, you'll be the first voice many local business owners hear from ProService. Through calls, emails, social outreach, and event follow-up, you'll spark interest, learn what owners need, and book qualified meetings for our SBO Business Development Managers. Success looks like mastering our value proposition within your first 90 days, booking five or more qualified meetings a week, and building the pipeline that helps more Hawaii businesses grow.

IN THIS ROLE YOU WILL

• Conduct high-volume outbound prospecting by phone, email, and social platforms to engage small business owners and decision-makers
• Qualify leads against our Ideal Client Profile and book meetings for SBO Business Development Managers
• Follow up quickly on inbound, marketing, and event-generated leads within defined response times
• Manage daily activity and track engagement in Salesforce, Outreach, Gong, ZoomInfo, and HubSpot
• Partner closely with full-cycle sales reps to ensure smooth handoffs and follow-through on every opportunity
• Represent ProService at small business events and conferences to meet and engage potential clients

IS THIS ROLE RIGHT FOR YOU?

This is a high-volume, highly measured role. Hitting daily and weekly activity targets, making cold calls, and bouncing back quickly from a “no” are not optional — they’re the job. Business owners are busy, so you’ll need persistence, resilience, and the drive to keep showing up. You won’t do it alone: you’ll get structured training on the ProService value proposition, coaching from your Sales Manager and senior reps, and tools that help you work smarter.

This role is a strong starting point for a career in sales. If you’re looking for a quiet, low-pressure role, this may not be the right fit. If you’re energized by competition, clear goals, and seeing your effort turn into results each week, you’ll find a team that will invest in your growth.

WHAT YOU’LL BRING TO THE TEAM

You bring demonstrated success in outbound B2B sales or lead generation, along with real comfort with cold outreach and turning first contacts into booked meetings. You’re familiar with CRM and prospecting tools like Salesforce, ZoomInfo, Gong or HubSpot, and you pair strong communication and listening skills with a high bar for your own work and the tenacity to see it through.

You’re probably a fit if:

• You thrive on cold outreach and don’t let rejection slow you down. You kept dialing through a tough morning, and your twentieth call reached a café owner who’d been struggling with payroll and was glad someone finally reached out.
• You consistently push past your activity goals. You set a personal target above your weekly quota, hit it, and your closers had a fuller calendar of conversations with owners ready to talk.
• You listen first and ask good questions. You let a busy contractor share his frustrations before pitching anything, and he agreed to a meeting because he felt heard, not sold to.
• You follow up quickly and consistently. You called an event lead the next morning while the conversation was still fresh, and that small business owner got the help she needed weeks sooner.
• You communicate clearly with owners and executives. You explained a complex service in plain, simple terms, and a skeptical owner walked away understanding exactly how ProService could save her time.

WORK LOCATION

Hawaii Kai — Hybrid

This role is based out of our Hawaii Kai office. We offer a flexible hybrid schedule that gives you the structure of in-person collaboration with the flexibility of remote work.

In office: Tuesday – Thursday | Remote Option: Monday & Friday

COMPENSATION

The base salary range for this role is $60,000.00 – $70,000.00, plus commission, commensurate with experience.

Variable compensation: $30,000.00 at 100% of plan — commissions are uncapped.

At ProService, compensation is tied to performance. Strong results are recognized and rewarded, and there are clear paths to advance within the business development track and across the broader sales team.

WHY YOU'LL LOVE 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.