People and Operations Manager at Highbeam

Highbeam is building the future of business banking and cash management. Our platform combines AI agents, automated financial workflows, and integrated financial products that save brands time and money. Customers have generated billions in sales and include well-known brands such as Cuts [Upgrade to PRO to see link] Tushy [Upgrade to PRO to see link] NYON [Upgrade to PRO to see link] Sabah [Upgrade to PRO to see link] Still Here [Upgrade to PRO to see link] Alice Mushrooms [Upgrade to PRO to see link] Original Grain [Upgrade to PRO to see link] birddogs [Upgrade to PRO to see link] and more. Our team includes alumni of Shopify, Square, Toast, Rippling, and McKinsey. We’ve raised $42M in equity from Acrew, FirstMark, Mayfield, and Two Sigma Ventures. [[Upgrade to PRO to see link]] [[Upgrade to PRO to see link]] ABOUT THIS ROLE We’re hiring a People and Operations Manager to take ownership of the internal systems that run Highbeam and level them up as we scale. This is a hands-on role: you’ll run the day-to-day across people operations, recruiting coordination, payroll, and compliance, refining the processes and controls we already have in place and bringing more rigor to them as the team grows. You’ll help sharpen the policies that govern how we run by enforcing and embedding them into our intel AI agents, flag exceptions, and surface issues before they hit the team. This role is based in our Toronto office.This role is based in our Toronto office. WHAT YOU’LL DO PEOPLE OPERATIONS - Run payroll, contractor payments, and bonus cycles across the US and Canada, sharpening the cycles we already operate - Own employee onboarding end-to-end: offer letters, I-9s, payroll setup, and option grant coordination with outside counsel - Manage employee lifecycle transitions (onboarding, role changes, offboarding) with care and professionalism - Administer 401(k), parental leave, and other benefits programs, refining enrollment and rollover workflows as we grow - Review and process employee expenses in line with company policy, tightening controls where they’re loose - Maintain and iterate on HR policies and employment contracts as the team scales - Stay ahead of state, federal, and tax compliance (multi-state payroll, business registrations, insurance), modernizing the controls that protect the company RECRUITING - Own the candidate experience from first touch to offer, ensuring every interaction reflects the Highbeam brand - Own the ATS: maintain job postings, manage candidate pipelines with hiring managers, and keep hiring moving efficiently - Coordinate recruiting logistics including onsite schedules, candidate communications, and follow-up with external recruiters - Manage agency relationships, including contracts and payments - Source candidates directly, building out our pipeline for key roles QUALIFICATIONS - 3 - 5 years in people operations, HR, business operations, or a related cross-functional role, ideally at a startup or high-growth company - Experience running multi-jurisdiction payroll (US and Canada for us) - Comfortable working with employment lawyers, payroll tools, and ATS tools (Ashby a plus) - High attention to detail and discretion with sensitive information; pragmatic about when to keep things simple - Self-directed; you can identify what needs to get done without being told - Excellent communication skills, especially around sensitive topics like compensation and compliance - Experience supporting H-1B or other immigration processes is a plus - Familiarity with Canadian employment law and ROE filings is a bonus - BA or higher, preferably in Finance, Business, Accounting, or a related field - Interest in using AI tools (Claude, ChatGPT, or similar) to encode policies, build agentic workflows, and automate operational work is a plus You'll thrive at Highbeam if... - You love working in-person with a high-performing team - You enjoy working in an idea-meritocratic, low-ego environment - You are proactive and self-directed, and you excel in ambiguous, fast moving environments - You care about delivering a polished customer experience - Bonus: You have experience working in fintech, AI or early-stage startups What we offer - Chance to join the founding team of a well-funded startup chasing a huge opportunity - Competitive salary and meaningful equity - Great location: Our NYC office is in NoHo, a short walk from the A,C,E · B,D,F,M · N,Q,R,W · 1 · 6 trains. Our Toronto office is downtown near St. Andrew Station. - Generous PTO - Comprehensive health & benefits package - Stipends for lunch, commute, wellness, and purchasing customer products - Yearly offsite—last year we went to Mexico City!