Who are Benifex? 💚💜

We are a fast-moving technology company, and one of the most successful providers of online reward and benefits solutions in the world. We believe that everyone deserves an exceptional experience at work, every day, and build workplace technology that makes this happen. Benifex’s mission is to build remarkable experiences that employees love. Today Benifex supports more than five million employees in over 3,000 organisations across more than 100 countries. To help us on our quest to be the best, we need brilliant people on board and that’s where you come in. 🚀

Why should you apply? 🌟

Great benefits:

💰 $150,000 plus commission (OTE $300k+)

🏢 Hybrid working - 2-3 days a week in our Chicago office (Wacker Drive) with travel to customer sites as required (expensed)

✈️ 20 days PTO

🎂 Your birthday off

❤️ Time for you - 8 hours for when you need some “me time” no questions asked

🩺 Family Medical Cover - help cover the costs of day-to-day healthcare (United Healthcare)

🦷 👁 Dental and Vision Cover - help cover the costs of dental and vision needs (United Healthcare)

🤒 Life Insurance. Basic Life and AD&D, short-term and long-term disability insurance (United Healthcare)

🤑 401(k). Retirement savings plan.

Role Overview 🚀

We are hiring for 2x Enterprise Account Directors to join our founding GTM team in Chicago. You will own the full sales cycle for enterprise multi-national customers through various account-based marketing strategies and work with an assigned business development representative. You will sell our Benifex product suite (SaaS) as well as professional services. 

The role includes both outbound prospecting, inbound lead follow-up, partner-sourced opportunities, and events/marketing leads. Success requires consultative selling skills, comfort with complex global sales cycles, and a track record of consistent quota attainment.

Responsibilities 🤘

• Develop, prospect into, and close new global opportunities within multinational organizations.
• Execute outbound strategies: cold outreach, account mapping, executive engagement, value propositions tailored to global benefits challenges.
• Work inbound leads (BDR / marketing) and convert them into pipeline / opportunities.
• Collaborate with partner teams to co-sell and secure referrals.
• Navigate complex, multi-stakeholder sales cycles (HR, compensation, finance, legal, operations across geographies).
• Present to C-level executives, lead solution demos, proof-of-value, and contract negotiations.
• Build sales forecasts, maintain pipeline discipline, and report regularly on metrics and forecast accuracy.
• Support smooth handoff of new clients to onboarding and customer success teams.

What are we looking for? 🔎

• Extensive experience in enterprise B2B SaaS sales (preferably in HR tech, benefits, or rewards software).
• Proven experience selling complex SaaS solutions (multi product offerings and/or professional services)
• Experience selling into global / multinational organizations, ideally with non-U.S. jurisdictional or compliance complexity.
• Proven track record of new business / outbound quota attainment.
• Proven sales experience using MEDDICC/MEDPICC
• Proven experience in value based selling
• Experience with growing and developing software B2B partnerships.

 Even if you don't meet all of the requirements for this role, we encourage you to apply! We are looking for talented and passionate individuals who are eager to learn and grow. We also offer a variety of other roles, so please check out our careers page to see if there is something else that might be a good fit for you.

Our interview process

✌ Benifex understands the need to have a fast and efficient process, the below will all be completed in the shortest time possible.

📞 Initial call with the Talent team

🧪 Interview with the VP Sales US - 30 min

⏳ Interview with the 2-3 senior members of the sales team - 60 min

🤩 Final interview with the Chief Revenue Officer - 45 min 

 We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, colour, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

We are committed to creating a diverse and inclusive workplace where everyone feels welcome and respected. We believe that diversity and inclusion are essential to our success, and we are proud to be an equal opportunity employer.

We are a proud member of the Disability Confident employer scheme.

If you require any reasonable adjustments at any stage during the recruitment process, please let us know with your application.