People & Operations Specialist
Ascertain
Opportunity published from Ashby · applications stay with the original hiring source.
About the opportunity
Ascertain is building AI agents to automate administrative work that burdens care teams, partnering with major health systems and large specialty groups to save hundreds of staff hours every week.
Backed by Northwell Health and Deerfield Management, the company is on a mission to restore time, trust, and focus to healthcare workers.
As the People and Operations Specialist, you will own hiring, onboarding, and support operations, while helping run the broader company alongside Operations leadership.
Approximately two-thirds of your time will focus on People Operations, with the remainder dedicated to company operations, including culture and events, contracts and vendors, finance operations support, and scaling projects.
Key responsibilities
- Own day-to-day recruiting operations, including candidate pipeline management, resume review, screening, interview scheduling, assessments, background checks, employment verification, and offer logistics.
- Drive proactive candidate sourcing by building targeted lists, conducting cold outreach, engaging prospects, and maintaining a strong talent pipeline.
- Conduct candidate interviews, evaluate qualifications and role alignment, and deliver clear, structured feedback to hiring managers.
- Manage the employee lifecycle from offer acceptance through new hire orientation, documentation, equipment provision, onboarding schedules, and ongoing management of employee changes, PTO, leave, performance reviews, and offboarding.
- Shape company culture and events by planning team gatherings, offsites, retreats, and engagement rituals.
- Manage contracts and vendors by organizing agreements and renewals, preparing contracts for review, and tracking key terms and deadlines.
- Support the Finance team with vendor invoices, bill approvals, expense follow-ups, and audit-ready record keeping.
- Improve operational processes, maintain accurate records, analyze data, and leverage spreadsheets, AI tools, and automation to drive efficiency.
Qualifications
- 2 to 5 years of experience in People Operations, recruiting, executive support, business operations, or a related operational role.
- Strong organizational, planning, and prioritization skills with the ability to manage complex logistics, multiple stakeholders, and competing deadlines.
- Demonstrated ownership, judgment, and communication skills to independently manage projects and communicate effectively across all organizational levels.
- High discretion and professionalism regarding sensitive information such as employee records and compensation.
- Comfort with reading and analyzing contracts, financial numbers, spreadsheets, and invoices.
- Strong technical and analytical skills with proficiency in spreadsheets, operational systems, and AI tools.
Nice to have
- Experience at a fast-growing company or a demanding, high-standards environment.
- Procurement or bookkeeping experience.
- Experience with ATS and HRIS platforms.
About the company
Ascertain is on a mission to restore time, trust, and focus to the people who keep healthcare running by building AI agents that automate administrative burdens.
Backed by Northwell Health and Deerfield Management, the company drives financial resilience and operational clarity in a healthcare system under strain.
Additional information
The hiring process includes an initial conversation followed by a paid, timed working session where finalists solve realistic operations problems and present their solutions.
Application: UpVagas lists this opportunity from the hiring company or its recruitment platform. The application is completed at the original source.
Full listing
UpVagas condensed repetitive or legal boilerplate to make this page easier to read. The original hiring source contains the complete job description.
