WHO WE ARE At ProService 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.
WHAT YOU'LL DO We are seeking a dynamic Director of Sales Training to drive sales growth across multiple businesses within our enterprise. In this role, you will be responsible for developing and delivering comprehensive, ongoing training programs for our Business Development Managers (BDMs), ensuring they have the tools and skills needed to excel. You'll work closely with executive leadership to build a scalable sales training model that supports BDM development and drives team success.
Core responsibilities include designing, implementing, and enhancing sales training systems, with a strong focus on measurable outcomes and accountability. As the Director of Sales Training, you'll be hands-on with the BDM team, building foundational systems that promote long-term growth and performance excellence. If you're passionate about sales, leadership, and driving business results, we encourage you to apply and help shape the future of our sales team!
WHAT YOU BRING TO THE TEAM Experience:
At least 5 - 7 years growing high volume sales teams, with an emphasis on training, coaching, performance management, and leadership and driving team performance. Experienced in driving sales strategy and execution in a PEO environment. Generates crisp, clear and executable plans and timelines. Can both clearly define the end outcome and map the steps to get there. Attune to team dynamics and health. Puts the team ahead of self through words and actions. Always willing to lend a hand to a peer. Project management experience and skills. Ability to catalyze and energize a team with clear plans, accountabilities and teamwork to efficiently execute. Hands on execution skills. Can roll up sleeves and independently drive critical work, even from a blank slate, as necessary. Strong strategic planning and creative tactical problem solving skills. A history of overcoming challenges to achieve results. Excellent presentation, vision, and communication skills. Self motivated. Your unique background, perspectives, and experience matter to us. Even if you don't check every box, we encourage you to apply and share your story. WHY YOU'LL LOVE PROSERVICE At ProService Hawaii, we don't just talk about growth - we live it. We offer a dynamic, inclusive environment where your voice matters, your ideas are celebrated, and your potential is limitless. Here's what you can expect:
A Purpose-Driven Culture: Join a team that values integrity, collaboration, and continuous improvement. We are passionate about making a difference for our clients and our community. Empowerment & Innovation: We encourage bold thinking, challenge the status quo, and empower you to take ownership of meaningful projects that drive change. Growth & Development: With our focus on learning and growth, you'll have access to leadership development programs, mentorship opportunities, and a path to advance your career. Hybrid & Remote Work Options: We offer a flexible hybrid work environment for Hawaii-based candidates. We are also open to remote candidates on the U.S. mainland, as long as you're available to work in Pacific Standard Time (PST), and attend some meetings in Hawaii Standard Time (HST). This allows us to work as one team, no matter where you are. Competitive Pay & Benefits: We believe in recognizing and rewarding your hard work. The pay range for this role is $160,000 - $190,000, depending on experience and qualifications. This role is eligible for an additional compensation incentive in the form of performance-based commissions/bonuses.
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