About the role
Hi! I’m Rachel and I lead People Operations here at Ashby. I recently joined and I’m excited that we're expanding our team! The People Operations Team provides support to Ashby employees through the development and implementation of programs, policies, and services that contribute to a productive and inclusive working environment. We ensure that the work we do aligns with our Operating Principles https://www.ashbyhq.com/blog/culture/ashbys-operating-principles#operating-principles and strengthens the environment we're building at Ashby. Our approach is to do things differently – we prioritize what truly fits our team and enhances how we work together. By embracing creativity and customization, we aim to create a people-first culture that drives both individual and organizational success. We review all applications, and there isn’t a benefit to applying quickly. Take your time, look at the application questions and please submit before the application deadline! We aren’t able to take calls outside of the interview process, so reaching out to the team won’t push your application forward. ABOUT THE ROLE We’re looking for an experienced Total Rewards Leader to build and own Ashby’s total rewards function through our next phase of growth. This is both a strategic and hands-on role responsible for how we approach compensation, equity, and benefits globally. You’ll serve as the functional owner for Total Rewards responsible for setting the philosophy, building the infrastructure, and driving execution while bringing the judgment and leadership needed to help us scale the function over time. Ashby’s Total Rewards philosophy is thoughtful, principled, and intentionally not one-size-fits-all. Compensation approaches may vary by functional area in order to best fit each part of the organization. Total Rewards provides the structure, documentation, guidance, and governance needed to ensure those approaches remain equitable, competitive, and scalable. Across the company, our shared intent is to be competitive in the market and adapt quickly as markets evolve. In this role, you’ll partner closely with People Ops, Finance, Talent Acquisition, Legal, and functional leaders to design programs that support how Ashby attracts, retains, and rewards exceptional talent. You’ll help us build a more scalable approach to compensation and total rewards while preserving the flexibility that allows different parts of the business to operate effectively. We’re looking for someone who has built and scaled Total Rewards programs in high-growth VC backed SaaS companies and who is equally energized by philosophy, systems, and execution. You should be comfortable defining direction while also rolling up your sleeves to run analyses, refine tools and processes, support leaders through nuanced decisions, and build the operating foundation for the future. This role will start as an individual contributor and is expected to evolve into people management as the function scales. YOU'LL BE RESPONSIBLE FOR Building Ashby’s compensation infrastructure You’ll work closely with founders, executives, and functional leaders to build and evolve Ashby’s compensation foundations globally. This includes compensation bands, leveling alignment, market positioning, review cadences, benchmarking methodology, guidance for offers, promotions, refreshers, and market adjustments, and clearer compensation structure where it is still needed. You’ll help ensure our approach can support a mix of more mature compensation structures and areas where it is still evolving. You’ll bring structure to ambiguity and create frameworks that are principled, practical, and scalable. You will support leaders in assessing tradeoffs, documenting non-standardized components, and put the right level of governance in place. Monitoring the market and helping Ashby adapt quickly You’ll leverage market data, internal data, and external trends to inform compensation decisions across the business. You’ll help Ashby maintain its target market position and ensure we are responding thoughtfully and consistently when market conditions change. This includes identifying where certain teams may be moving faster than others, spotting gaps in coverage, and building mechanisms to ensure we are catching market movement across the company, not just in the functions with the loudest signals. Owning Total Rewards strategy end-to-end You’ll own Ashby’s Total Rewards strategy across compensation, equity, benefits, and perks. In partnership with founders and company leaders, you’ll define the philosophy, principles, and long-term direction for how we reward employees globally. You’ll continuously evaluate our programs, identify opportunities to improve them, and make recommendations that balance market competitiveness, internal equity, business needs, and long-term sustainability. Leading benefits strategy and administration You’ll lead the strategy, selection, evaluation, and ongoing management of Ashby’s benefits programs globally. This includes broker and vendor management, renewals, plan design review, competitiveness assessment, and the systems and processes that support a strong employee experience. Leading equity program infrastructure You’ll help operationalize Ashby’s equity programs in close partnership with Finance and company leadership. You’ll bring greater structure, consistency, and scalability to equity practices, support program administration, and help employees better understand how equity fits within our broader Total Rewards philosophy. Building scalable systems and operations You’ll continuously improve the systems, workflows, documentation, and operational processes that support Total Rewards. You’ll work with tools such as CandorIQ, Pave, and OpenComp to help Ashby get roles to market quickly, make pay decisions efficiently, and adjust programs as the business and market evolve. You’ll look for opportunities to use automation, AI, and strong operational design to im