Vice President, People Operations at Swoogo

United States

Who You Are You're a people-first leader who believes culture is strategy and you have the track record to prove it. You thrive in environments where you can operate across the full HR spectrum, moving fluidly from hands-on compliance work to executive-level people strategy without missing a beat. You're a trusted advisor, a skilled operator, and a genuine culture champion. In a fully remote company, you understand that connection doesn't happen by accident. It takes intention, creativity, and follow-through. You bring all three. You're also genuinely excited about AI, not just as a buzzword, but as a real lever for doing your best work. You actively look for ways to use AI tools to move faster, think bigger, and free up space for the human moments that matter most. As VP of People Operations at Swoogo, you serve as the senior-most People leader in the organization, reporting directly to the CFO. You own the full people function from foundational People operations and compliance to talent strategy, employee relations, and the culture that makes Swoogo an amazing place to work. You are simultaneously the architect, the operator, and the culture keeper, and you’ll play a key role in shaping the future of how we work at Swoogo. About the Role In this role, you will: Own all HR operations, including onboarding/offboarding, I-9s, employment documentation, and policy administration — ensuring compliance across a fully remote, distributed workforce Oversee the Talent Acquisition function, removing roadblocks and working closely with Finance and department leads to support high-quality hiring across functions Drive hiring strategy, compensation benchmarking, and a clear compensation philosophy that enables high performance and fosters engagement Serve as the go-to person for complex employee relations matters, performance management, and leadership coaching Utilize systems and own the strategy to promote clear performance expectations, career paths, and accountability to help people grow in a scaling environment Own engagement and pulse survey strategy, translating insights into meaningful initiatives that impact overall employee engagement and satisfaction Lead all aspects of employee offboarding and terminations, including termination conversations, severance delivery, exit interviews, CIIA and key custodian agreement execution, and offboarding communications Administer and evaluate employee benefits programs, including vendor relationships and annual enrollment cycles, with a focus on alignment to employee needs and company values Act as project manager for two bi-annual all-company offsites and the annual Swoogo Society incentive trip for top performers, coordinating external planners, vendors, logistics, and communications Facilitate weekly all-company touchpoints, including the company huddle, ensuring remote employees stay informed and engaged Manage employee recognition programs, including performance-based awards (e.g. MVP and Quota Crusher) and milestone recognition Maintain and evolve the company org structure documentation to ensure transparency and cross-functional alignment Serve as a strategic advisor to the executive team on org design, headcount planning, total rewards, and people strategy Build and develop a growing People team Partner cross-functionally with Finance, Legal, and department leads to align people strategy with business goals What You've Done Before 8–15+ years of progressive HR/People leadership experience and a Bachelor’s Degree in Human Resources, business or a related field Experience supporting companies through scaleup stages (100–500+ employees) Proven ability to operate across the full HR spectrum, from administrative fundamentals to board-level people strategy Experience with talent acquisition teams and full-cycle recruiting and compensation design Employee relations, performance management, and manager development Hands-on experience managing terminations and severance processes, including legal documentation and sensitive communications Benefits administration, including vendor management and open enrollment Experience with large-scale company events, offsites, or culture programs Strong EQ, communication skills, and trust-building ability across all levels of an organization It'd Be Great if You've Done This Deep experience in a remote-first, high-growth SaaS or tech environment Built or scaled a People team Led ERG strategy, DEI programming, or culture committee work Experience in event technology, martech, or an adjacent SaaS vertical Swoogo & How We Work Learn more about Swoogo, how we work, and our Perks & Benefits.