Chief of Staff to the COO

What We Do

Wagmo is a new type of pet health company focused on empowering and inspiring responsible pet parenting through top-tier pet benefits provided by employers. From everyday care to rainy-day emergencies, we offer tech-enabled solutions that are optimized for value and flexibility so that our pet parents always feel confident that they are giving their pets the care they deserve.

What’s Important To Us

We solve hard problems all day long but hang out with dogs while we do it. We value authenticity and efficiency and have no time for egos. We prioritize performance over pedigree, compensate fairly, and never take ourselves too seriously.

Our values are core to who we are and how we operate. We talk about them all the time. These are not just things posted on a wall. We will interview for them, hold each other accountable to them, and make sure we work with every single person we interact with in a way that's consistent with these values.

About The Role

Wagmo is seeking a highly operational and execution-focused Chief of Staff to partner with our COO in driving operational excellence and scaling the company effectively. This role will bring structure, accountability, and visibility to key business priorities, ensuring we operate efficiently as we grow.

As a partner to the COO, you’ll gain firsthand experience in building and scaling a growth-stage company. This is a high-impact, cross-functional role requiring close collaboration across the company to drive alignment and execution. If you thrive in fast-paced environments, enjoy bringing order to ambiguity, and are eager to own initiatives that directly impact business performance, this role is for you.

This position is hybrid, requiring at least three days a week in our NYC office.

Core Responsibilities 

1. OKR & Strategic Planning Management

• Own the company-wide OKR process, partnering with leadership to define, track, and operationalize key objectives.

• Establish cadence and accountability mechanisms to ensure OKRs drive measurable impact across teams.

• Support quarterly and annual planning, ensuring alignment and focus on business priorities.

2. Operational Excellence & Process Optimization

• Streamline workflows and improve cross-functional collaboration to enhance efficiency.

• Develop scalable internal communication frameworks to ensure teams are aligned and informed.

• Optimize meeting cadences, decision-making processes, and knowledge-sharing to enhance collaboration.

• Build and manage dashboards and reporting tools to provide real-time visibility into business performance.

• Partner with the COO and Finance team to establish and monitor budgets, ensuring resource allocation aligns with priorities.

• Define and enhance operational data governance, reporting standards, and automation tools to drive better decision-making.

3. Special Projects & COO Support

• Serve as a trusted advisor and execution partner to the COO, stepping in to drive critical business initiatives.

• Act as a force multiplier for leadership, driving high-impact operational initiatives across departments.

• Lead projects that improve scalability, onboarding, implementation, and employer support.

What You’ll need to be successful

• 5–8+ years of experience in strategy, operations, consulting, or a Chief of Staff role (high-growth startups preferred).

• Strong analytical mindset – comfortable working with data, budgets, and performance metrics.

• Exceptional project management skills – able to bring structure to ambiguity and drive execution.

• Excellent communication & stakeholder management – able to align executives and stakeholders company-wide.

• Bias for action – proactive, solutions-oriented, and always looking for ways to improve processes.

• Experience in B2B SaaS, fintech, insurtech, or employee benefits (a strong plus).

• Data-driven approach – leverage insights to conduct Quarterly Business Reviews, track KPIs, and drive strategic decisions.

• Comfort working in ambiguity – thrives in fast-paced, evolving environments with competing priorities.

Why Join Wagmo?

• Shape how we scale our operations and drive company-wide alignment.

• Partner with the COO and executive team on high-visibility initiatives.

• Revolutionize the pet health industry by shaping solutions that improve the lives of pets and their families.

• Join a rapidly growing, VC-backed startup where ownership, impact, and collaboration drive success.

• Work in a fast-paced, high-performance environment—this is not a traditional 9-to-5 job, but one that offers flexibility and autonomy in exchange for dedication and impact.

Ready to make Wagmo a well-oiled machine? Let’s talk!

As part of your application, please include a cover letter with a brief reflection on an existing work experience where you contributed to the operational effectiveness of an organization. Share key components such as goal setting, OKRs, governance, and decision-making that helped the business run smoothly. What worked well? What challenges or inefficiencies existed? This will be the starting point for your first interview conversation — we look forward to discussing your insights!

Key Benefits

• Company paid medical premiums

• Dental, vision, voluntary life, short-term disability and long-term disability

• Unlimited paid time off & extended holiday break

• 12 weeks parental time off

• 401k

• Company paid Wagmo pet wellness and insurance plans

• Pet-friendly office

• Regular company-wide events

We here at Wagmo strive to build a workforce composed of individuals with diverse backgrounds, abilities, minds, and identities that will help us to grow, not only as a company, but also as individuals. Wagmo is an Equal Opportunity Employer.