Who you are
- 10+ years of HR Business Partner experience
- Demonstrated expertise in org design — you've led restructuring initiatives, not just supported them
- Experience as a trusted partner to VP and SVP level leaders; you're known for your ability to influence and coach
- Strong analytical skills — comfortable using AI tools and working with employee data, engagement metrics, and headcount models to shape recommendations
- Excellent judgment: you know when to push, when to listen, and when to escalate
- High EQ and the ability to build trust quickly across a diverse, cross-functional workforce
- Experience at a high-growth SaaS or fintech company
- Experience supporting globally distributed teams
What the job involves
- Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy
- We're looking for a Principal People Success Partner (more commonly referred to as "HRBP") to serve as the strategic HR partner for Toast's G&A; (Finance, Legal & Compliance, People & Places) functions
- You'll report directly to the PSP Director for G&A;, International, Customer Care & Success, and Hardware Operations, and operate as a true thought partner to senior leaders, helping shape how we build, develop, and sustain a world-class product and technology organization
- This is a high-impact individual contributor role for someone who excels at navigating organizational complexity, influencing without authority, and translating people strategy into practical outcomes
- The right person is equally comfortable in a room with a SVP discussing org design as they are rolling up their sleeves on a calibration cycle or a difficult performance conversation
- Partner with G&A; SVPs, VPs,
and Senior Directors to design and evolve org structures that scale; serve as a trusted advisor during reorgs and structural changes, helping leaders navigate people impacts with care and clarity
- Lead org design initiatives end-to-end: from diagnosing root causes through to stakeholder alignment, change communication, and implementation
- Drive consistent, high-quality performance calibrations across Legal & Compliance, Finance teams, and our People & Places function — building leader capability and ensuring fair, differentiated outcomes
- Champion a culture of clear expectations and candid feedback; help leaders understand what "raising the bar" looks like in practice
- Exercise sound judgment and strict confidentiality in handling sensitive people data, restructuring plans, and performance information — knowing what to hold close, what to escalate, and when
- Cultivate an AI "Builder" approach by adopting and testing AI solutions to address challenges at scale
- Use engagement data, pulse surveys, and qualitative signals to surface org health risks and partner with leaders on action planning
- Serve as the G&A; voice in the design and rollout of company-wide people programs — ensuring compensation cycles, leveling frameworks, and engagement initiatives land effectively
- Bring an analytical lens to your work — using data to shape decisions, measure outcomes, and tell a coherent story to senior stakeholders
Benefits
- Peer and company recognition programs
- Unlimited Vacation
- Sabbatical opportunity after five years
- Professional Development Reimbursement Program
- Commitment to Employee Wellness through resources such as a quarterly Wellness Stipend
- Various peer and company recognition programs
- 401(k) and matching
- Medical, Dental, & Vision Coverage
- Mental Health Perks
- Subsidized backup childcare
📌 Principal HR Business Partner (Boston)
🏢 Toast
📍 Boston