SkillBridge Training Program - People Operations Specialist

About this role

Hypori, Inc. is a high-growth cybersecurity SaaS company transforming how organizations think about secure mobility. Our virtual workspace platform enables users to access enterprise apps and data from any mobile device—with zero data on the endpoint and total personal privacy. Backed by $55M in funding from investors including UBS, AE Industrial Partners, Hale Capital Partners, and GreatPoint Ventures, Hypori is expanding into new commercial and regulated markets. Learn more at hypori.com.

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
Tool / Platform
Purpose

BambooHR
HRIS – employee records, onboarding/offboarding, time-off tracking

Fidelity
401(k) and retirement benefits administration

Cigna
Health insurance benefits management

Flores
FSA and COBRA administration

Bennie
Benefits enrollment and employee benefits hub

Lattice
Performance management, engagement surveys, and people analytics

Microsoft 365
Core productivity suite – Word, Excel, and PowerPoint

DocuSign
Electronic signatures for offer letters, change letters, and compliance documents

Globalization Partners
Employer of Record (EOR) platform for international team members

Confluence
Internal documentation, people team policies, and knowledge base

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
About Us
Hypori Inc. provides a generous benefits package for full-time employees that includes medical, dental, and vision insurance, parental leave, and life and disability packages. We also invest in our employees' futures by providing a 401(k) plan with employer-matching contributions that vest starting from your first…