Senior People Tech Operations Specialist

About Ascend Ascend empowers entrepreneurial CPAs to reach their goals with an innovative growth model that brings their firms into the new age. Backed by PeopleFirst private equity firm Alpine Investors (~$20B AUM), Ascend is the leading aggregator of regional accounting firms in the U.S., with ~2,800 employees globally and approaching $1B in revenue. Ascend has built a modern platform for regional accounting firms that enables them to stay independent in their brand, approach to client service, and cultural autonomy, while benefiting from the strategic support and resources of a large CPA firm. Ascend provides access to growth capital, a robust talent acquisition engine, best-in-breed technology, AI tools, shared back-office services, and modernized growth incentives, so firms can surmount the typical standalone partnership model challenges and reach their full potential. Founded in January 2023, Ascend has experienced rapid growth both organically and through M&A, having completed ~45 acquisitions to date, placing it in the Top 25 largest accounting firms in the U.S. For more information, visit ascendtogether.com. About Alpine Investors Alpine Investors is a PeopleFirst private equity firm committed to building great companies by working with, learning from, and developing exceptional people. Alpine prides itself on fostering cultures where people value empowerment, diversity, fairness, integrity, and intellectual honesty. Founded in 2001, Alpine specializes in investments in companies in the software and services industries. Alpine has ~$20 billion in AUM and has offices in San Francisco, New York, Salt Lake City, and Austin, TX. For more information on the firm, visit www.alpineinvestors.com. Position Summary Ascend Together is seeking a Sr People Tech Operations Specialist to serve as a Workday SME embedded within the People team. This role is responsible for backend configuration, plan system management, and off-cycle transactions, with a primary specialization in Workday Benefits and Compensation module configuration aligned to partner-firm integrations, plan add-ons, all-company new hires, and open enrollment. A centerpiece of this role is leading the new Workday Benefits module rollout in partnership with Commit Consulting, and driving the transition off bswift onto a fully Workday-native benefits administration model in close partnership with Total Rewards. Beyond Benefits, the role supports Compensation and career architecture configuration across job profiles and compensation ranges, provides generalist People Tech coverage across the broader HR tech stack, and delegates and monitors delivery from Sentient People Tech resources. In addition to Workday, we hope this person can expand or come with experience in the Greenhouse software as the overall scope of the People Tech space is expanding to include a Talent focus as well. An AI-focused development mindset is the connective thread — this Specialist is expected to continuously streamline, automate, and template configuration and testing work to scale capacity rather than headcount as the partner-firm network grows. Key Relationships Reports to: Sr Manager, People Technology Key Stakeholders: Total Rewards, People Operations, Partner Firm Heads of People, and IT External Partner s: Candidates, External Consultants, Vendors Role Responsibilities Workday Benefits Implementation (Internal Lead) Serve as the internal lead on the new Workday Benefits module implementation alongside Commit Consulting — drive configuration decisions, build, and testing. Manage the day-to-day working relationship with Commit Consulting; coordinate scope, timelines, deliverables, and issue resolution. Partner with Total Rewards to transition benefits administration off bswift (current ben admin vendor) onto a fully Workday-native model; map parity, validate, and execute cutover. Define and execute test plans (unit, parallel, end-to-end); document results and drive defect resolution before go-live. Support go-live cutover and post-launch hypercare; stabilize configuration and hand off to steady-state operations. Workday Benefits Modules (Primary Specialty) Own ongoing functional configuration of the Workday Benefits module — plan setup, rates, eligibility rules, and testing. Build, test, and drive annual open enrollment in Workday; validate plan/rate setup, event rules, and the employee-facing experience end to end. Configure and manage qualifying life events; ensure correct event triggers, eligibility, and downstream processing. Configure benefits enrollment for all-company new hires; ensure accurate eligibility, defaults, and enrollment windows. Configure new and changing benefit plans and add-ons as the offering evolves; build, test, and deploy with minimal disruption. Manage benefit enrollment integrations in Workday; monitor carrier files, troubleshoot errors, and ensure data accuracy. Absence & Compensation Modules (Secondary Specialty) Configure and maintain job profiles, job families, and career architecture in Workday; support job catalog cleanup and standardization across partner firms. Build and maintain leave plans, holiday calendars, and associated Absence module functionality Build and maintain compensation grades, ranges, and pay range structures; load and validate market data and range updates. Configure compensation plans, eligibility rules, and one-time/recurring payment setups; support annual merit and comp review cycles. Process and validate off-cycle compensation transactions — adjustments, promotions, and range changes — with audit-ready documentation. General People & Talent Systems Responsibilities Execute Workday system changes for necessary updates; build, test, and deploy. Translate policy changes into Workday business process and configuration updates; ensure workflows reflect current policy and approvals. Provide core HCM transactional support — M