We offer exempt team members flexible, paid time off.
Health, Dental, Vision
Team members receive comprehensive health benefits.
Retirement
We offer a 401(k) plan with a company match and other financial benefits.
more benefits
Disability Insurance
Employee Discount
Opportunities for Advancement
Work From Home
Full job description
About Us
OutSolve is a leading HR compliance solutions provider, helping organizations to navigate complex regulatory requirements with confidence. Our products and services span the HR compliance lifecycle, including Form I-9 verification, nondiscrimination in employment analytics, pay equity, workplace reporting, and labor law posters. Backed by private equity and entering a new phase of accelerated growth, we are looking for a skilled VP of Sales to join our team.
about the role
OutSolve is seeking a dynamic Vice President of Sales – New Business to lead our growing team of Account Executives focused on net-new logo acquisition. This is a pivotal leadership role responsible for driving new ARR growth, shaping go-to-market strategy, and building a world-class sales engine focused on mid-market and enterprise clients across North America.
The ideal candidate is a proven sales leader who thrives in a high-growth, PE-backed environment, balancing strategic vision with operational excellence. You’ll lead from the front—coaching AEs, driving activity discipline, and partnering across Marketing, RevOps, and our Consultants to continually refine and scale our new business motion.
Key Responsibilities
Lead, coach, and develop a team of Account Executives focused on acquiring new business across North America
Drive disciplined execution through activity management, pipeline coverage, and consistent attainment of revenue goals
Build and implement scalable sales processes and playbooks aligned with OutSolve’s growth objectives
Partner cross-functionally with Marketing and RevOps to define and optimize go-to-market strategy, ICP, messaging, and campaign alignment
Maintain a strong understanding of OutSolve’s solutions, competitive landscape, and client pain points to position value effectively with CHRO and HR leadership buyers
Deliver accurate forecasts, clear performance insights, and proactive reporting to the CRO and executive team
Foster a high-performance, accountability-driven culture that celebrates achievement and continuous improvement
Collaborate with Client Success and Consulting leadership to ensure smooth client onboarding and retention post-sale
Represent OutSolve at key events and industry forums to build brand visibility and pipeline momentum (up to 10% travel)
Key Performance metrics
New ARR Growth: Attainment of net-new revenue targets
Pipeline Coverage: Maintenance of 3x pipeline relative to goal
Win Rate: Conversion of qualified opportunities into closed business
Activity Performance: Rep-level outreach, meeting, and conversion benchmarks
Forecast Accuracy: Predictable and reliable delivery against plan
qualifications
10+ years of B2B sales experience with at least 5 years in leadership roles managing full-cycle AEs
Proven success leading teams selling into HR, with familiarity engaging CHRO and HR leadership buyers
Demonstrated ability to build, coach, and scale high-performing sales teams focused on new logo acquisition
Experience in SaaS, consulting, or compliance-driven professional services preferred
Strong business acumen, analytical rigor, and command of pipeline management and forecasting
Comfort operating in a high-growth, PE-backed environment with evolving systems and processes
Proficiency in modern sales tech stacks; HubSpot experience is a plus
Bachelor’s degree or equivalent experience
What We Offer:
100% remote work environment with flexible scheduling
Competitive compensation and benefits package
Mission-driven culture focused on empowering organizations through compliance excellence
Professional development opportunities in a growing company at the intersection of compliance and technology
Opportunity to shape the next phase of OutSolve’s go-to-market growth in a leadership capacity
Competitive compensation, benefits, and performance-based incentives
Full benefits package: health, dental, vision, 401(k), PTO, and more
World-class sales training, mentorship, and technology
A collaborative, ambitious culture that values ownership, accountability, and results
Remote flexibility with up to 10% travel for leadership meetings and client events
About OutSolve
OutSolve handles employers’ HR compliance so they can prioritize employee relations over regulations. Our consultants work alongside HR teams as colleagues, delivering real-time insights along with proactive risk prevention. With our human-centered approach- enhanced by proprietary intuitive technology- every detail is managed with care. Since 1998, we’ve provided services for companies nationwide including HR compliance consulting, labor law posters, I-9 management, compensation solutions, and federal and state reporting services.
Equal Opportunity at OutSolve
OutSolve is proud to be an equal opportunity employer. We consider all qualified applicants without regard to race, color, religion, sex, national origin, disability, or protected veteran status.
Applicants who need reasonable accommodation to search for a position or to submit an application are invited to email jobs@outsolve.com or call 888-414-2410. Equal Employment Opportunity posters are available upon request.
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