People Operations Manager at Counterpart

JOB DESCRIPTION

People Operations Manager

Counterpart is an insurtech platform reimagining management and professional liability for the modern workplace. We believe that when businesses lead with clarity and confidence, they become more resilient, more innovative, and better prepared for what's ahead. That's why we built the first Agentic Insurance™ system --- where advanced AI and deep insurance expertise come together to proactively assess, mitigate, and manage risk. Backed by A rated carriers and trusted by brokers nationwide, our platform helps small businesses grow with confidence. Join us in shaping a smarter future, helping businesses Do More With Less Risk®.

As our People Operations Manager, you’ll play a central role in building the systems, processes, and programs that help our team thrive. This is a highly cross-functional position that supports everything from onboarding and systems management to performance cycles and employee experience programming.You’ll work closely with our Head of People to deliver an exceptional, high-impact people function that scales with the company. This is a unique opportunity to shape the foundational culture and operations of a fast-growing, remote-first team.

YOU WILL:

​​Improve People Systems & Processes

• Administer and improve HR systems (Rippling, Lattice, Notion, Google Workspace)
• Manage core workflows: onboarding/offboarding, compensation updates, employee data accuracy
• Identify and streamline manual processes through documentation and automation

Manage Onboarding

• Run onboarding end-to-end: preboarding, welcome logistics, E-Verify, systems access, and comms
• Coordinate with recruiting and hiring managers to deliver smooth 30/60/90 plans
• Track and improve onboarding experience across cohorts

Iterate on Performance & Feedback

• Execute performance cycles: setup, scheduling, reminders, and tracking
• Maintain templates, performance documentation, and historical data
• Partner with the Head of People on engagement surveys and feedback tools

Administer Benefits & Compliance

• Administer employee benefits, 401(k), leaves, and open enrollment
• Answer employee questions on benefits and time off
• Maintain HR documentation and ensure compliance with legal requirements

Contribute to Culture & Experience

• Plan and coordinate company and team offsites, Lunch & Learns, and async team events
• Manage employee milestones (birthdays, anniversaries, shoutouts)
• Support culture initiatives via Slack, swag, and internal programming

YOU HAVE:

• 3–5+ years of experience in People Operations, HR, or similar roles within high-growth or remote-first companies.
• Experience managing core HR systems and tools (e.g., Rippling, Lattice, G Suite, Slack).
• Detail-oriented project manager who thrives on systems, documentation, and execution.
• Strong interpersonal and communication skills — able to work with a wide range of teammates and leaders.
• High integrity, discretion, and empathy — you care deeply about people and want to make work better.
• Bonus: Experience supporting performance management, learning and development, or engagement programs.

WHO YOU’LL WORK WITH:

• Tanner Hackett, CEO & Founder: Having founded two other major startups, including Button and Lazada, Tanner now spends his time focused on mental health through his philanthropy, Open Minded.org, in addition to reading, surfing, yoga, and enjoying the outdoors.
• Ali Penny Fiedler, Head of People: Ali joined Counterpart as Head of People following a 13 + year stint at Yext, most recently as VP of Recruiting Programs. Her experience is rooted in building and scaling teams with the best people. She’s previously built and led teams in Sales, Client Support, Operations, Client Success and most recently designed and managed a Rotational Program.
• Chris Shafer, Chief of Staff: Chris is a published scientific author, having studied the neural correlates of gratitude at the lauded Brain and Creativity Institute. He has since helped to launch numerous businesses in which he held a variety of critical roles from product management to business operations to strategic partnerships. Chris received his bachelor’s degree in Biological Sciences from the University of Southern California.
• Macey Hallstedt, People Operations Manager: Macey leads recruiting, onboarding, benefits, compliance, and employee experience at Counterpart. With past roles at Reforge, UC Berkeley Global, and CEA Study Abroad, she brings a strong background in operations and culture-building. Macey holds a B.A. in Communications Studies from the University of Michigan and speaks fluent Spanish. She played college tennis and still enjoys coaching at her local courts. 

WHAT WE OFFER

• Stock Options: Every employee is able to participate in the value that they create at Counterpart through our employee stock option plan. 
• Health, Dental, and Vision Coverage: We care about your health and that of your loved ones. We cover up to 100% of your monthly contributions for health, dental, and vision insurance and up to 80% coverage for family members.
• 401(k) Retirement Plan: We value your financial health and offer a 401(k) option to help you save for retirement.
• Parental Leave: Birthing parents may take up to 12 weeks of parental leave at 100% of their regular pay following the birth of the employee’s child, and can choose to take an additional 4 unpaid weeks. Non-birthing parents will receive 8 weeks of parental leave at 100% of their regular pay.
• Unlimited Vacation: We offer flexible time off, allowing you to take time when you need it.
• Work from Anywhere: Counterpart is a fully distributed company, meaning there is no office. We allow employees to work from wherever they do their best work, and invite the team to meet in person a couple times per year.
• Home Office Allowance: As a new employee, you will receive a $300 allowance to set up your home office with the necessary equipment and accessories.
• Wellness stipend: $100 per month to spend toward an item or service that supports your wellness (i.e. massage or gym membership, meditation app subscription, etc.)
• Book stipend: To support your intellectual development, we offer a book stipend that allows you to purchase books, e-books, or educational materials relevant to your role or professional interests.
• Professional Development Reimbursement: We provide up to $500 annually for you to invest in relevant courses, workshops, conferences, or certifications that will enhance your skills and expertise.
• No working birthdays: Take your birthday off, giving you the opportunity to relax, enjoy your special day, and spend time with loved ones.
• Charitable Contribution Matching: For every charitable donation you make, we will match it dollar for dollar, up to a maximum of $150 per year. This allows you to amplify your charitable efforts and support causes close to your heart.

COUNTERPART'S VALUES

• Conjoin Expectations - it is the cornerstone of autonomy. Ensure you are aware of what is expected of you and clearly articulate what you expect of others. 
• Speak Boldly & Honestly - the only failure is not learning from mistakes. Don’t cheat yourself and your colleagues of the feedback needed when  expectations aren’t being met. 
• Be Entrepreneurial - control your own destiny.  Embrace action over perfection while navigating any obstacles that stand in the way of your ultimate goal. 
• Practice Omotenashi (“selfless hospitality”) - trust will follow.  Consider every interaction with internal and external partners an opportunity to develop trust by going above and beyond what is expected. 
• Hold Nothing As Sacred - create routines but modify them routinely.  Take the time to reflect on where the business is today, where it needs to  go, and what you have to change in order to get there.
• Prioritize Wellness - some things should never be sacrificed. We create an environment that stretches everyone to grow and improve, which is fulfilling, but is only one part of a meaningful life.

Our estimated pay range for this role is $115,000 to $130,000. Base salary is determined by a variety of factors, including but not limited to, market data, location, internal equitability, and experience. 

We are committed to being a welcoming and inclusive workplace for everyone, and we are intentional about making sure people feel respected, supported and connected at work—regardless of who you are or where you come from. We value and celebrate our differences and we believe being open about who we are allows us to do the best work of our lives.

We are an Equal Opportunity Employer. We do not discriminate against qualified applicants or employees on the basis of race, color, religion, gender identity, sex, sexual preference, sexual identity, pregnancy, national origin, ancestry, citizenship, age, marital status, physical disability, mental disability, medical condition, military status, or any other characteristic protected by federal, state, or local law, rule, or regulation.