SkillBridge Training Program - People Operations Specialist

Position Overview

Hypori’s People Team is looking for a SkillBridge participant who already has a people operations foundation and is ready to put it to work — fast. This is not an entry-level learning experience; it’s an opportunity to step into a real contributor role, help iterate on existing programs and processes, and make a tangible impact on a small, high-performing team. The participant will work directly with the Head of People in a fully remote environment, supporting day-to-day operations, benefits administration, and people programs with genuine ownership from week one.

Eligibility Requirements:

• Active SkillBridge eligibility – commanding officer approval and within transition window

• Ability to work remotely during EST to PST business hours

• Reliable internet connection and home office setup suitable for remote work

WhatYou’ll Work On

• Continue developing your people operations practice in a commercial, remote-first technology company

• Apply existing compliance knowledge to real workflows — I-9s, policy documentation, audit readiness — and help us improve them

• Deepen your experience with HRIS and benefits administration across multiple platforms (BambooHR, Fidelity, Cigna, Flores, Bennie)

• Help us move active people programs and culture initiatives forward — not just participate in them

• Bring your point of view: identify gaps, surface ideas, and iterate on what’s already in motion

Key Responsibilities

• Own new hire onboarding workflows including documentation, system provisioning, and HRIS coordination in BambooHR

• Manage benefits administration tasks: enrollment tracking, employee inquiries, and vendor coordination with Fidelity, Cigna, Flores, and Bennie

• Maintain and improve people team documentation, compliance records, and internal knowledge in Confluence

• Drive assigned people programs and culture initiatives — from planning through execution

• Support offboarding logistics, exit documentation, and compliance tracking — with an eye toward process improvement

12-Week Plan

Phase 1: Orientation (Week 1)

• Get oriented to Hypori’s systems, tools, and how the People Team operates

• Review active priorities, get access to everything, and begin identifying where you can contribute

• Ask questions, observe, and come prepared with a point of view

Phase 2: Full Contribution (Weeks 2–9)

• Begin taking on real responsibilities early — onboarding, offboarding, compliance, and documentation

• Ramp into benefits administration and start fielding employee inquiries with increasing independence

• Step into active people programs and culture work with growing ownership and accountability

• Surface ideas and iterate on existing processes — don’t just maintain, improve

• Bring your perspective and drive work forward proactively

Phase 3: Deliver & Hand Off (Weeks 10–12)

• Lead and complete a defined deliverable — an improved process, a program, or a documentation overhaul

• Present your work and recommendations to the People Team

• Document your contributions so they live on, and transition any ongoing work cleanly

Mentorship & Support

• Dedicated mentor: Grace Twesigye, Head of People

• Weekly 1:1 check-ins and ongoing feedback throughout the program

• Full participation in team meetings, all-hands, and cross-functional collaboration

• Access to Confluence documentation and internal people team resources from day one

Who We’re Looking For

• Someone with a real people operations or military HR background — you already know the fundamentals (e.g., 42A or equivalent MOS)

• Experience building or running people programs, culture initiatives, or employee engagement efforts

• Strong writer and communicator — policies, emails, and documentation you’d be proud to put your name on

• High attention to detail, especially with compliance records, forms, and HRIS data

• Comfortable with ambiguity and able to work autonomously in a remote, fast-moving environment

• A bias toward action — you see what needs to happen and you make it happen

• Discretion and sound judgment with sensitive employee information

Tools & Systems

Expected Outcomes

• Deepened experience applying people operations skills in a commercial technology environment

• Independent ownership of benefits administration and employee lifecycle workflows

• At least one completed people team project or deliverable that outlasts the program

• A stronger readiness for a people operations, generalist, or coordinator role in the commercial sector

• A professional network and reference within a high-growth technology company