Director of Group Sales Visa Sponsorship Jobs in Hawaii
Director of group sales visa sponsorship jobs in Hawaii are concentrated in the hospitality and resort industry, with major employers including Marriott, Hilton, and Hyatt operating large properties across Honolulu, Maui, and Kauai. These roles lead convention, conference, and group booking teams at some of the world's most visited resort destinations.
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Get Access To All JobsAt ProService, we empower employers to succeed in Hawaii. For more than 30 years, local businesses have trusted us with their payroll, HR, and benefits, and today we serve as a partner to established organizations across the islands. Our Mid Market segment is where some of our most consequential partnerships are built, and we're looking for the leader who will take it to the next level.
ROLE AND RESPONSIBILITIES
As Director of Mid Market Sales, you'll own the segment's new business revenue and lead the team of Business Development Managers who win it. Mid Market deals are fewer, larger, and more complex, and in Hawaii they're won through relationships and reputation as much as through process. Success means a team that runs on a disciplined weekly rhythm, a forecast leadership can trust, a bench of A players who win the right clients at the right price, and a leader the local business community knows and respects.
IN THIS ROLE YOU WILL
- Own Mid Market new business revenue and deliver against quarterly and annual targets with an honest, accurate forecast
- Use pipeline, win/loss, and competitor data to set the segment's strategy, including ideal client profile, target industries and islands, territory design, and quota, and decide what the team should stop doing
- Run a weekly operating rhythm of 1:1s, pipeline inspection, and deal reviews so every deal has an owner, a next step, and a date
- Recruit and keep a bench of top-performing sellers, set clear written standards, and address underperformance within weeks, not quarters
- Build executive relationships across Hawaii's business community and lead complex, multi-stakeholder negotiations with owners and CFOs that protect margin
- Partner with Pricing, Implementation, and Account Management so every new client is a good fit, sold the right solution, and set up to succeed.
IS THIS ROLE RIGHT FOR YOU?
This is a senior leadership role with direct accountability for results. A single win or loss can swing the team's quarter, so disciplined pipeline inspection, accurate forecasting, and personal involvement in key deals are not optional — they're the job. We also expect transparency: bad news shared early, with the number, the cause, and the plan. You'll hold experienced sellers to a high bar and make hard people decisions when coaching doesn't turn performance around, with the partnership of sales executive leadership, Sales Operations, and Pricing.
In Hawaii's close-knit business community, reputation is everything. You'll need existing relationships with mid-market executives or the ability to build them quickly, and you'll represent ProService through industry associations and occasional evening or weekend events. A mainland playbook that ignores how relationships work here won't succeed. If you want to shape a segment, rebuild where needed, and earn the trust of local executives, this role offers real ownership.
WHAT YOU’LL BRING TO THE TEAM
You've led and scaled teams of quota-carrying B2B sellers who consistently hit new business targets, including turning around an underperforming team, and you've personally closed complex deals with owners and senior executives, ideally in PEO, HR, payroll, benefits, insurance, or professional services. You bring data-driven strategic thinking, strong negotiation skills, a proven record of recruiting A players, and a reputation for integrity with your numbers. Relationships in Hawaii's business community are a strong plus.
You're probably a fit if:
- You turn strategy into a weekly cadence that never slips. You put a weekly pipeline inspection and deal review rhythm in place, and your leadership team stopped bracing for end-of-quarter surprises and started planning with confidence.
- You've rebuilt an underperforming team. You reset standards, kept your strongest sellers, made the hard calls on the rest, and within a year the team was hitting plan and strong candidates were asking to join.
- You recruit A players and always keep a bench. You stayed connected to top sellers even when you weren't hiring, so when a seat opened you filled it in weeks and clients never felt the gap.
- You tell the truth about your numbers. You pulled a large deal from commit when the signals weren't there, told leadership early, and earned the trust that made every forecast conversation after that easier.
- You treat clients as partners after the signature. You owned a messy first-year handoff with Implementation, fixed the process, and new clients went from confused in their first month to referring to other businesses.
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 for this role is $190,000.00 per year, commensurate with experience.
Variable compensation: $185,000.00 at 100% of plan.
At ProService, compensation is tied to performance. Strong results are recognized and rewarded, and there are clear paths to advance within the sales leadership track and across the broader organization.
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.
At ProService, we empower employers to succeed in Hawaii. For more than 30 years, local businesses have trusted us with their payroll, HR, and benefits, and today we serve as a partner to established organizations across the islands. Our Mid Market segment is where some of our most consequential partnerships are built, and we're looking for the leader who will take it to the next level.
ROLE AND RESPONSIBILITIES
As Director of Mid Market Sales, you'll own the segment's new business revenue and lead the team of Business Development Managers who win it. Mid Market deals are fewer, larger, and more complex, and in Hawaii they're won through relationships and reputation as much as through process. Success means a team that runs on a disciplined weekly rhythm, a forecast leadership can trust, a bench of A players who win the right clients at the right price, and a leader the local business community knows and respects.
IN THIS ROLE YOU WILL
- Own Mid Market new business revenue and deliver against quarterly and annual targets with an honest, accurate forecast
- Use pipeline, win/loss, and competitor data to set the segment's strategy, including ideal client profile, target industries and islands, territory design, and quota, and decide what the team should stop doing
- Run a weekly operating rhythm of 1:1s, pipeline inspection, and deal reviews so every deal has an owner, a next step, and a date
- Recruit and keep a bench of top-performing sellers, set clear written standards, and address underperformance within weeks, not quarters
- Build executive relationships across Hawaii's business community and lead complex, multi-stakeholder negotiations with owners and CFOs that protect margin
- Partner with Pricing, Implementation, and Account Management so every new client is a good fit, sold the right solution, and set up to succeed.
IS THIS ROLE RIGHT FOR YOU?
This is a senior leadership role with direct accountability for results. A single win or loss can swing the team's quarter, so disciplined pipeline inspection, accurate forecasting, and personal involvement in key deals are not optional — they're the job. We also expect transparency: bad news shared early, with the number, the cause, and the plan. You'll hold experienced sellers to a high bar and make hard people decisions when coaching doesn't turn performance around, with the partnership of sales executive leadership, Sales Operations, and Pricing.
In Hawaii's close-knit business community, reputation is everything. You'll need existing relationships with mid-market executives or the ability to build them quickly, and you'll represent ProService through industry associations and occasional evening or weekend events. A mainland playbook that ignores how relationships work here won't succeed. If you want to shape a segment, rebuild where needed, and earn the trust of local executives, this role offers real ownership.
WHAT YOU’LL BRING TO THE TEAM
You've led and scaled teams of quota-carrying B2B sellers who consistently hit new business targets, including turning around an underperforming team, and you've personally closed complex deals with owners and senior executives, ideally in PEO, HR, payroll, benefits, insurance, or professional services. You bring data-driven strategic thinking, strong negotiation skills, a proven record of recruiting A players, and a reputation for integrity with your numbers. Relationships in Hawaii's business community are a strong plus.
You're probably a fit if:
- You turn strategy into a weekly cadence that never slips. You put a weekly pipeline inspection and deal review rhythm in place, and your leadership team stopped bracing for end-of-quarter surprises and started planning with confidence.
- You've rebuilt an underperforming team. You reset standards, kept your strongest sellers, made the hard calls on the rest, and within a year the team was hitting plan and strong candidates were asking to join.
- You recruit A players and always keep a bench. You stayed connected to top sellers even when you weren't hiring, so when a seat opened you filled it in weeks and clients never felt the gap.
- You tell the truth about your numbers. You pulled a large deal from commit when the signals weren't there, told leadership early, and earned the trust that made every forecast conversation after that easier.
- You treat clients as partners after the signature. You owned a messy first-year handoff with Implementation, fixed the process, and new clients went from confused in their first month to referring to other businesses.
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 for this role is $190,000.00 per year, commensurate with experience.
Variable compensation: $185,000.00 at 100% of plan.
At ProService, compensation is tied to performance. Strong results are recognized and rewarded, and there are clear paths to advance within the sales leadership track and across the broader organization.
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.
Director of Group Sales Job Roles in Hawaii
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Search Director of Group Sales Jobs in HawaiiDirector of Group Sales Jobs in Hawaii: Frequently Asked Questions
Which companies sponsor visas for directors of group sales in Hawaii?
Hawaii's largest resort operators are the most active sponsors for director of group sales roles. Companies like Marriott International, Hilton Hotels and Resorts, Hyatt, and Four Seasons have properties across Oahu, Maui, and the Big Island that regularly need experienced group sales leaders. Convention-focused properties near Honolulu's Hawaii Convention Center are also consistent sources of sponsorship activity for senior sales roles.
Which visa types realistically fit director of group sales roles in Hawaii?
The H-1B visa is the most common path for director of group sales roles, requiring a bachelor's degree in a directly related field such as hospitality management, marketing, or business, and a qualifying specialty occupation determination. F-1 students may work under OPT while pursuing full-time roles. An EB-2 or EB-3 employment-based green card is an option for candidates whose employers are willing to pursue permanent sponsorship through the PERM labor certification process.
How to find director of group sales visa sponsorship jobs in Hawaii?
Migrate Mate lists director of group sales positions at Hawaii employers with verified visa sponsorship history, searchable by island and role type. Because Hawaii's group sales market is dominated by resort and hotel groups, filtering specifically for hospitality employers on Migrate Mate surfaces the most relevant opportunities. This is more targeted than a broad job search, since sponsorship willingness varies significantly even within the same hotel brand.
Which cities in Hawaii have the most director of group sales sponsorship jobs?
Honolulu on Oahu accounts for the largest share of director of group sales opportunities, driven by the Hawaii Convention Center and the dense concentration of large hotels along Waikiki. Maui is a strong second, with luxury resort corridors in Wailea and Kaanapali hosting major branded properties. Kauai and the Big Island offer a smaller but steady pipeline through high-end resort operators that run sizable group and event programs year-round.
What state-specific factors affect visa sponsorship for director of group sales roles in Hawaii?
Hawaii's economy is heavily dependent on tourism, which means director of group sales roles are tied directly to the health of the visitor industry rather than a diversified corporate base. Sponsoring employers are almost exclusively hospitality and resort groups, not technology or financial firms as seen on the mainland. Candidates with demonstrated experience in large-scale convention or incentive group sales carry stronger sponsorship cases, since the specialty occupation argument relies on a close match between degree field and role duties.
What is the prevailing wage for sponsored director of group sales jobs in Hawaii?
U.S. employers sponsoring a visa must pay at least the prevailing wage, which is what workers in the same role, area, and experience level typically earn. The Department of Labor sets this rate to make sure companies aren't hiring foreign workers simply because they'd accept lower pay than a U.S. worker. It varies by job title, location, and experience. You can look up current prevailing wage rates for any occupation and location using the OFLC Wage Search page.