Who we are:
At Mediafly, we help the world’s top revenue teams work smarter and achieve measurable impact. Our platform brings together sales enablement, content, and performance insights so sellers have the coaching, tools, and intelligence they need to succeed. By weaving value selling into every workflow, we empower teams to accelerate deal cycles, boost win rates, and prove ROI.
For you, that means joining a company where innovation meets purpose—where your work helps businesses deliver more meaningful buyer experiences and drives results that truly matter. You’ll be part of a collaborative, growth-focused team that values expertise, creativity, and human connection.
We’re looking for a high-performing Enterprise Account Executive who thrives in a hunter role, someone who can identify, pursue, and close large, strategic opportunities within complex enterprise organizations. This role is ideal for a seller who excels at opening doors, navigating long sales cycles, and efficiently driving deals from first conversation to close.
You’ll own the full sales cycle for net-new enterprise accounts, focusing on landing high-value, multi-stakeholder deals and building a strong pipeline through proactive prospecting and strategic outreach.
Responsibilities of an Enterprise Account Director:
Hunt & close net-new enterprise business with a focus on large, complex, multi-year deals
Build and execute a targeted outbound strategy to engage senior decision-makers
Drive the full sales cycle, from prospecting and discovery through negotiation and close
Qualify opportunities rigorously to ensure deal efficiency and forecast accuracy
Lead value-based sales conversations tied to customer business outcomes and ROI
Navigate complex buying committees and procurement processes with confidence
Partner closely with SDR, Marketing, Professional & Creative Services, & Customer Success
Maintain a strong, predictable pipeline that consistently supports quota attainment
Accurately forecast and manage deals in Salesforce
What Success Looks like:
Consistently meeting or exceeding enterprise quota
Landing high-quality logos with strong expansion potential
Moving deals forward efficiently without unnecessary friction or delays
Establishing yourself as a trusted advisor to senior buyers
Bringing a disciplined, repeatable approach to enterprise hunting
We would love to meet with you if you have the following:
6–10+ years of B2B SaaS sales experience, with significant enterprise hunting experience
Proven track record of closing large, complex deals ($100k+ ARR, ideally higher)
Strong outbound and prospecting skills, you know how to create your own pipeline
Experience selling to enterprise buyers across multiple stakeholders
Confident in value-based selling and executive-level conversations
Highly organized with strong deal qualification and time management skills
Comfortable operating in a fast-growing, performance-driven environment
Experience with revenue enablement, sales enablement, or adjacent MarTech/SalesTech is a plus
Why Mediafly?
Remote based in US
Flexible working hours
Generous PTO
Competitive Salary
401K Retirement Plan with match
Transparent Career Growth Paths
Medical, Dental, Vision
Generous Paid Parental Leave
Remote Stipend
Learning & Development Stipend
Work in a creative environment with high energy
Mediafly is an equal opportunity employer, which means we do not discriminate on the basis of race, color, religion, marital status, age, national origin, ancestry, physical or mental disability, medical condition, pregnancy, genetic information, gender, sexual orientation, gender identity or expression. We celebrate diversity and are committed to creating an inclusive environment for all employees. We welcome people of different backgrounds, experiences, abilities and perspectives and encourage all interested individuals to apply.
Thanks to our commitment to employee experience, Mediafly has been recognized as a Best Place to Work from Crain's, Inc. and BuiltIn.
Mediafly is a fully distributed company with an HQ in Chicago, IL.
