Director of Business Operations (Contract)

ABOUT OPSLEVEL OpsLevel is the leading internal developer portal designed to help engineering teams build, ship, and maintain software better than ever. We believe that developer portals are a critical part of a great developer experience. With customers like Duolingo, Okta, Keller Williams, and Hootsuite, we know that the best businesses in the world prioritize a great developer experience in order to beat the competition. We're a fully-remote team of folks who care deeply about the daily lives of developers, with team members across North America. OpsLevelers live our company values on a daily basis and when we’re not heads-down on a project or collaborating in real-time over Zoom, we're competing in trivia over lunch or sharing the latest fur baby photo in #pets-to-make-you-live-longer. Our culture and values are very important and ground us in how we interact as one team: Growth Mindset - Get comfortable with being uncomfortable Focus & Efficiency - Keep the main thing the main thing, and get it done Empathy - Think of others; think of your users Intellectual Honesty - The best solution is more important than anyone's ego Simplicity ABOUT THE ROLE We’re looking for a highly organized and experienced Director of Business Operations to join OpsLevel on an 10 -12 month parental leave coverage contract. This role sits at the centre of the business and supports finance operations, people operations, compliance, vendor management, and day-to-day business operations across the company. You’ll work closely with leadership to help keep the business running smoothly while ensuring critical operational processes continue moving efficiently during the leave period. This role is ideal for someone who enjoys being the operational glue in a startup environment: someone who can operate independently, make thoughtful decisions, manage ambiguity calmly, and keep momentum moving across many parallel workstreams. This is not a pure administrative role and not a purely strategic leadership role. We’re looking for a strong operator who can own execution end-to-end while exercising solid judgment on when to escalate or collaborate. WHAT YOU’LL OWN - Support core finance and business operations processes, including payroll coordination, AP workflows, budgeting support, and recurring reporting - Coordinate people operations processes including onboarding/offboarding, benefits administration, leave tracking, and performance review cycles - Manage operational compliance, vendor coordination, insurance renewals, and recurring administrative processes - Own relationships with external fractional partners and contractors, and work closely with them to ensure operational continuity and follow-through - Provide day-to-day guidance and support to one direct report - Support leadership with operational planning, cross-functional coordination, documentation, and ongoing business operations - Identify operational gaps and help improve internal processes and workflows where appropriate WHAT WE'RE LOOKING FOR - 5+ years of experience in business operations, finance operations, people operations, or similar startup operational roles - Experience working in fast-paced startup environments - Strong organizational and project management skills - Ability to manage multiple priorities and shifting deadlines simultaneously - Strong judgment and comfort making independent decisions within defined boundaries - Excellent written communication and documentation skills - High attention to detail and strong follow-through - Ability to operate calmly and effectively in ambiguity - Comfortable working cross-functionally with leadership, vendors, direct reports, and employees - Strong systems/process orientation NICE TO HAVE - Experience supporting remote-first organizations - Familiarity with SaaS business operations and recurring revenue models - Experience with HRIS/payroll systems, benefits administration, or compliance workflows - Experience supporting executive leadersh