Commercial Account Executive

EasyLlama is transforming the HR compliance industry by reinventing outdated and uninspiring training solutions and adapting them for the mobile-first generation.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.

You will help us continue to drive new business growth at scale, we’re looking for a high-performing Enterprise Account Executive. You’ll own the full sales cycle, from pipeline generation to close. You will leverage consultative selling, influence key stakeholders, and navigate multi-layered buying processes. This role requires a high degree of organization rigor, excellent storytelling and persuasive communication skills, and the ability to navigate through ambiguity and complexity. We are looking for someone with a strong work ethic, desire to succeed, and who is comfortable operating in a fast-paced startup environment.

Lead Management + Pipeline Generation

• Inbound Strategy: Manage inbound lead flow effectively to convert into qualified sales pipeline by multithreading additional contacts to join the first meeting.

• Outbound Strategy: Build a target account strategy to pinpoint ideal customers using firmographic data, intent signals, and key personas. Craft personalized, multi-channel outreach sequences that speak to each prospect’s industry, pain points, and priorities. Consistent follow-up, leveraging warm intros, thought leadership content, and strategic use of executive alignment helps open doors and build momentum.

Discovery & Consultative Selling:

• Lead discovery calls to uncover business priorities, compliance needs, and pain points.

• Position EasyLlama’s value in the context of customer goals, leveraging industry expertise and competitive insights.

• Build trust through tailored conversations, objection handling, and solution alignment.

Solution Design & Presentation:

• Deliver compelling product demos and presentations to stakeholders across the org.

• Customize proposals that speak to ROI, compliance impact, and long-term value.

• Leverage case studies and customer stories to reinforce relevance and urgency.

Deal Strategy and Stakeholder Management:

• Create and manage strategic close plans for complex buying processes involving multiple stakeholders, detailed negotiations, and legal reviews.

• Build deep relationships with champions and executive sponsors to accelerate momentum and influence buying committees.

• Pull in internal leaders where needed to move deals forward.

Pipeline Management & Forecasting:

• Own your pipeline and forecast with precision using our CRM.

• Provide transparent deal updates to sales leadership and cross-functional partners.

Adherence to Key KPI Benchmarks:

Hit key benchmarks. Examples:

• Weekly self-sourced pipeline activity (e.g. 100 outbound calls)

• Inbound lead conversion

• Pipeline growth and velocity

• Win rates and revenue attainment

Collaboration & Feedback Loops:

• Work cross-functionally with marketing, product, and enablement to improve messaging, GTM strategy, and product-market fit.

• Share feedback from the field to help shape roadmap and positioning.

Representing the Brand & Thought Leadership:

• Periodically represent EasyLlama at industry events and webinars.

• Build your voice and presence on LinkedIn to enhance your online presence and influence buyers.

• Stay sharp with ongoing development in enterprise sales and industry knowledge.

• 3+ years of enterprise closing experience. Ability to validate a proven track record of closing complex, multi-stakeholder deals at companies with 1,000+ employees.

• A disciplined approach to CRM usage, forecasting accuracy, and deal hygiene that supports predictable revenue generation.

• Skilled in territory planning, account strategy, and building pipeline from scratch without SDR support. Understands importance of consistently hitting KPIs.

• Strong discovery and objection-handling skills, with the ability to map business pain to solution value and differentiate against competitors.

• Comfort working across teams (marketing, product, enablement, leadership) to move deals forward and share customer insights.

• Strong communication skills to effectively influence others at all levels, internally and externally.

• Experience working in a high-growth or ambiguous environment with a proactive, resourceful, and outcome-oriented mindset.

• $100,000-120,000k Base | $200,000-240,000k OTE

• Flexible, fully remote environment

• Competitive employer-sponsored health insurances

• 401(k) + company matching

• Professional development reimbursements

• Remote work benefit

Recruiter Screen

Hiring Manager Interview

Role Play Call

Cross Functional Panel

CEO Meet and Greet

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

AZ - Arizona
CA - California
CO - Colorado
FL - Florida
IL - Illinois

LA - Louisiana
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.