Vice president of operations Jobs in Honolulu, HI

Job Description

Job Description

WHO WE ARE

At ProService Hawaii, we empower businesses and employees across the islands. As Hawaii’s largest HR partner, we provide innovative HR solutions in payroll, benefits, risk management, and more. With over 18 years as a Best Place to Work, we’re dedicated to fostering a purpose-driven and high-performing culture.

With backing from Silver Lake Partners, a premier global technology investment firm, ProService is in growth mode—expanding its service offerings and market leadership. This is a rare opportunity to join a successful company going through major growth and transformation.

WHAT YOU’LL DO

As the Vice President of Sales, you will lead the charge in building high-performing, high-volume sales teams and developing well-defined sales plans to drive new logo ARR. You plan ahead to deliver in the moment, with well-managed and well-trained sales teams running high value processes with an average of 100 SMB’s monthly, growing 25% annually.

Master and and meet the needs of SMB’s with our product offering. Drive excellence in demonstrating value in a high volume sales process (1000 opportunities annually).

Lead and cultivate a high-performing sales culture. Build, coach, and mentor 3-4 sales teams for high productivity and high value add processes to hit revenue targets.

Be a player to be a great coach. Work alongside sales teams to win deals and teach, particularly focusing on large accounts, while directly contributing to achieving team quotas.

Be both - quality and volume. Drive sales execution to enhance critical thinking, collaboration, and deal strategy.

Plan and Execute. Improve forecasting and medium term execution to hit critical top of funnel metrics and conversion rates.

Prepare for future growth. In collaboration with the CSO, develop staffing, planning, and training initiatives to enter each new quarter or year, well prepared to win.

WHAT YOU BRING

10+ years of sales leadership experience, including managing multi-team sales organizations in high-growth environments.

Proven track record of scaling sales teams and achieving aggressive revenue targets in a B2B / SMB-focused business.

Successful sales team planning initiatives that increased close rates, enhance proposal effectiveness, and improve competitive positioning.

Strong leadership and coaching ability, with demonstrated success in mentoring and developing sales managers and reps.

Background in consultative sales, business development, or account management, with deep expertise in solving client pain points and building long-term relationships.

Data-driven decision-making skills, with proficiency in using sales analytics, CRM tools, and forecasting techniques.

Experience collaborating cross-functionally, aligning sales with marketing, product, and customer success to drive holistic growth

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.

SUCCESS IN YOUR FIRST 12 MONTHS

Deep understanding of our company and the market landscape including our products and services as well as our value proposition

Assess the talent, culture, and processes of the team. Put together a very strong assessment of gaps and strengths.

Focus on quality conversion - drive high value sales process improvement in large and mid deal segments. Be hands on and deeply engaged to learn and coach.

Improve sales planning process for next quarter execution.

Establish collaborative relationships with the Executive team and key contributors with the organization that improve sales and onboarding effectiveness

Deliver early sales wins to build credibility and demonstrate leadership

WHY YOU’LL LOVE PROSERVICE

At ProService Hawaii, we’re not just about work—we’re about creating a community where people thrive. Here’s what makes us stand out :

Purpose-Driven Culture : Integrity, collaboration, and continuous improvement are at our core. Join a team passionate about making a meaningful impact for our clients, community, and one another.

Empowerment & Innovation : We encourage bold thinking, challenge the status quo, and empower you to take ownership of projects that drive real change.

Growth Opportunities : With access to leadership development programs, mentorship, and clear career paths, you’ll have the tools and support to reach your full potential.

Flexibility : We offer hybrid work options for Hawaii-based candidates. For mainland based candidates interested in this role, you must be willing to relocate to Hawaii.

Competitive Pay & Benefits : We believe in recognizing and rewarding your hard work with competitive compensation, comprehensive benefits, and a commitment to your well-being. The base pay range for this role is $200,000.00 - $250,000.00 per year. In addition this role is eligible for variable compensation and equity.