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
$140,000 - $150,000 a year
This role is compensated on a 50/50 split between base and on-target variable compensation. The salary listed here is base only.
At Mediafly, we are committed to fostering pay equity and transparency, which are essential to creating a fair and inclusive workplace. We believe that clear and open compensation practices help build trust and ensure that all employees are compensated fairly for their contributions. The specific salary offered for a role will be determined by a variety of factors, including your individual skills, experience, geographic location, and other relevant considerations.
The salary range listed is a typical starting point for this role, but at Mediafly, your potential doesn’t stop there! We believe in rewarding talent, curiosity, and impact, which means there’s plenty of room to grow your career, and your compensation, over time. Join us, and you’ll have the chance to take on new challenges, expand your skills, and advance in ways that reflect your contributions and ambition.
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.