Chief Operating Officer

EasyLlama is transforming the HR compliance industry by reinventing outdated and uninspiring training solutions and adapting them for the mobile-first generation. Our engaging, fun, and interactive training helps millions of employees worldwide build a safer, more positive, and inclusive workplace. As we continue to set the standard in compliance solutions, our vision extends far beyond training—we aim to partner with thousands of organizations to reduce employee risk and foster a more inclusive and secure environment for all.

With world-class customer reviews—boasting a 96% rating on G2 from over 100 reviews—and industry-leading NPS and Customer Satisfaction scores, EasyLlama is proud to have earned the trust of over 5,000 clients, including brands like Shake Shack, WeightWatchers, Sephora, JiffyLube, and Y Combinator. Our mobile-friendly platform delivers on-demand, self-paced, and bite-sized solutions that meet employees where they are, increasing engagement and retention.

At EasyLlama, we are not just transforming compliance training—we are challenging the status quo. We have a strong culture of collaboration, innovation, and getting things done.

About the Role

As COO, you will be the CEO’s right-hand partner and second-in-command, ensuring that our vision and strategy translate into execution at the highest level. You will oversee and optimize business operations, create a high-performance culture, and establish a scalable operational foundation that drives efficiency, accountability, and sustained growth. Your leadership will be instrumental in aligning all teams with company objectives and ensuring seamless collaboration across departments.

For a fast growing startup like EasyLlama, the COO will have an outsized impact on our overall corporate health from influencing how we scale revenue to driving operational maturity that takes us to the next stage as a business. You will build an Operations organization to include Finance, Legal, People Ops, Revenue Operations, and Project Management functions. Our Sales, Partnership and Customer Experience organizations will also roll up into the COO as executive oversight.

What You’ll Do

In addition to being the CEO’s trusted operating partner and setting a high standard for leadership excellence, the COO will be responsible for scaling an Operations organization and building company operating maturity through the following:

• Strategic Execution & Business Operations: Partner with the CEO to translate vision into actionable strategy, ensuring alignment across all teams and functions. Act as the eyes, ears, and voice of the CEO internally, reinforcing strategic objectives while supporting external initiatives.

• Performance & Accountability: Set a high-performance standard for EasyLlama’s leadership team, ensuring all leaders meet their objectives and drive results.

• Develop a KPI-Driven Culture: Improve upon established company-wide north star metrics framework, build reports, and provide data-driven insights to the CEO and leadership team. Track progress against operating plans and set OKRs.

• Build and Optimize Business Processes: Establish a rigorous operating framework that includes key business rhythms, performance tracking, and standardized workflows across departments to increase efficiency and scalability.

• Cross-Functional Leadership: Lead business operations as the cohesive force between revenue, product, and operations teams, ensuring all functions work together toward common company goals.

• People & Talent Development: Work closely with People Ops to develop and implement effective talent management strategies, cultivating an engaged and high-performing workforce.

• Own Operational Rhythms: Lead company-wide meetings, including daily revenue meetings, leadership retreats, all-hands meetings, and monthly business reviews, ensuring transparency and accountability.

• Manage Cross-Functional Projects: Work with Project Manager to execute high-impact projects, ensuring they stay on track and deliver results. Identify blockers and drive solutions proactively.

• Financial & Legal Oversight: Hire and work closely with finance, legal, and external advisors to ensure sound financial management, compliance, and risk mitigation.

• Oversee Revenue Performance & Optimization: Oversee revenue performance by driving insights, accountability, and execution across Sales, Marketing, and Customer Success Ops. Ensure revenue teams are optimizing processes and go-to-market strategies, scaling effectively, and identifying opportunities that drive measurable revenue outcomes.

• Data Architecture & Visibility: Design and implement a structured data architecture that ensures clean, reliable, and accessible data across all business functions working closely with Data engineering. Provide real-time business insights to the CEO and leadership team to inform strategic decision-making and drive company-wide efficiencies.

• P&L Ownership & Forecasting: Own financial planning, forecasting, and overall P&L management, ensuring strategic investments align with business goals and drive sustainable growth.

Who You Are

• Experienced Operator: You have successfully scaled a B2B SaaS startup (ideally HRtech or L&D) and have proven experience executing at a high-growth company (Series B and beyond); preferred 15 years of experience and COO or VP of Operations title

• Background in Strategy & Execution: You have an MBA and started your career in management consulting, private equity, or investment banking, before moving onto hands-on experience in high-growth SaaS companies where you have driven operational excellence and performance at a senior leadership level.

• People & Leadership Focused: You have strong leadership skills, you inspire confidence, and influence and align cross-functional teams, and know how to hold people accountable while maintaining high morale.

• Data-Driven & KPI-Focused: You live by numbers and have built reporting structures, established KPIs, financial metrics, and driven business insights that improved performance.

• Results-Oriented & Strategic Thinker: You are a proactive problem solver and have an operator mindset with a relentless focus on execution, ensuring every initiative has measurable business impact.

• Financial & Revenue Expert: You have a strong understanding of finance, legal, and GTM/revenue operations, including forecasting, RevOps, and sales performance management.

• Execution-Focused & Highly Organized: You can optimize existing processes, create new ones, and manage operational complexity across multiple teams.

Why Join EasyLlama?

• Join a fast-growing, high-impact B2B SaaS startup that’s reshaping workplace training for millions of employees.

• Work directly with the CEO to drive business growth and be at the center of strategic decision-making.

• Own and shape the operational execution and efficiency of a rapidly scaling company.

• Competitive salary + performance bonuses + equity package.

• Fully remote role with flexibility, autonomy, and an opportunity to make a significant impact.

What to Expect

Here's what the interview process looks like:

• Recruiter Screen

• Peer Interview

• Experience Deep Dive

• CEO Interview

• Assignment

How We'll Take Care of You

• $250,000 to $300,000

• Flexible, fully remote environment

• 4 Weeks PTO - Recharging is essential. We respect your time off and encourage it.

• Competitive employer-sponsored health insurances

• 401(k) + company matching

• Professional development reimbursements

• Monthly remote work stipend 

The EasyLlama herd is fully remote, with employees distributed across the US. We are currently hiring in the following approved* states:

AR - Arkansas
CA - California
CO - Colorado
IL - Illinois
MA - Massachusetts
MN - Minnesota
NE - Nebraska
NJ - New Jersey
NY - New York
NC - North Carolina
OH - Ohio
PA - Pennsylvania
TN - Tennessee
TX - Texas
UT - Utah
VA - Virginia
WA - Washington
WI - Wisconsin

*EasyLlama reserves the right to change the list of approved states at anytime.

To ensure the best employee experience, we offer competitive compensation packages, comprehensive benefits, an annual wellness stipend, PTO, 401k with company matching, and monthly team events to nurture connection!

At EasyLlama, we strive to walk the walk. We are helping make workplaces all over the globe safer and more inclusive, including our own. We honor employees and candidates from all walks of life and all experiences, regardless of race, ethnicity, veteran status, disability, sexual orientation, gender identity or religion.