About the Opportunity:

As a Mid-Market Account Executive, you will own the full sales cycle. This is not a role where success depends solely on inbound leads or SDR support. We’re looking for true hunters — sales professionals who take pride in building pipeline from the ground up and creating momentum through consistent outbound activity.

You’ll partner closely with SDRs, Marketing, Sales Engineering, Customer Success, and Leadership to drive revenue growth and deliver an exceptional buying experience, but your ability to proactively generate opportunities will be critical to your success.

This is a high-visibility role for someone who wants to make an impact, grow quickly, and help shape a winning sales culture. If you are a self-starter who thrives on activity, loves competing, and wants to sell a product that genuinely solves a problem HR and talent teams care deeply about, this is your role.

About the Team:

You’ll be a part of a high-performing Mid-Market sales team focused on driving new business growth through disciplined outbound execution and consultative selling. This is a metrics-driven, high-activity environment where accountability, coaching, and continuous improvement are core to success. The team is deeply collaborative and plays a critical role in scaling pipeline, revenue, and repeatable sales performance across the organization. 

What You’ll Do:

Own the full sales cycle from prospecting to close across Mid-Market accounts

Build and manage your own pipeline through strategic outbound prospecting and account penetration

Create targeted account lists, prioritize outreach strategies, and develop territory plans that generate consistent pipeline

Execute high-volume outbound activity, including cold calling, as a primary driver of new opportunity creation

Confidently engage decision-makers and executives through proactive outreach efforts

Run strategic discovery conversations with HR, Talent Acquisition, Operations, and Executive stakeholders

Deliver compelling product demonstrations and business value presentations

Navigate multi-threaded sales cycles with urgency and precision

Develop account strategies that drive expansion opportunities and long-term customer value

Partner cross-functionally with Solutions Consultants, Legal, Security, Finance, and Customer Success to move deals efficiently

Maintain accurate forecasting and strong pipeline hygiene in CRM

Consistently exceed monthly, quarterly, and annual revenue targets

Bring energy, accountability, and a team-first mentality to the broader sales organization

What You Bring:

3–7+ years of quota-carrying SaaS sales experience

Proven success generating pipeline and closing Mid-Market or Commercial deals in a competitive environment

Demonstrated ability to build opportunities through outbound prospecting and cold calling

Strong track record of exceeding quota and driving self-sourced revenue

Comfortable operating in a high-activity, metrics-driven sales environment

Experience building account plans, prioritizing outreach, and managing territory strategy

Ability to manage complex sales cycles with multiple stakeholders

Excellent communication, presentation, and negotiation skills

High urgency, resilience, strong business acumen, and relentless follow-through

Coachable, collaborative, and motivated by winning as a team

Extra bonus points if you’ve sold SaaS or HR tech before. 

Why You’ll Love Working Here:

Make an impact: Your work will directly shape how thousands of employees experience total rewards at Employ — ensuring programs that attract, engage, and retain top talent across the globe.

Meaningful, mission-driven work: Join a team where operational excellence in HR directly supports Employ’s mission to improve hiring outcomes for both people and businesses.

Remote-first culture: Work from where you’re most productive while staying connected to a collaborative, high-energy team through virtual-first rituals and regular in-person meetups.

Unlimited PTO: Trust-based time off so you can recharge and bring your best self to work.

Comprehensive benefits: Medical, dental, and vision coverage to support you and your family’s health and well-being.

Learning & development programs: Access to training, mentorship, and development resources to grow your skills — from HR operations to total rewards strategy.

At Employ, we believe that when people from different backgrounds and perspectives come together, amazing things happen. We’re proud to be an Equal Opportunity Employer, and we’re committed to creating an environment where everyone feels welcomed, respected, and able to thrive.

We do not discriminate based on race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other characteristic protected by law. We believe that when people feel they belong, they can do their best work and we want every member of our team to feel that sense of belonging.

If you need accommodation at any stage of the hiring process, please reach out. We’ll be glad to support you.

Recruitment Fraud Notice:

Employ takes candidate safety seriously. Please be aware that Employ recruiters and interviewers will only communicate with candidates using official email addresses ending in @employinc.com.

We will never ask for payment, banking information, or personal financial details at any stage of the hiring process, and we do not conduct interviews via messaging apps or social media platforms.

If you receive communication that appears suspicious or claims to represent Employ but does not come from an @employinc.com email address, do not respond or continue engaging with the sender. Please report the message to security@employinc.com.

Mid-Market Account Executive

Application Toolkit

Company: Employ

Account Executive, Mid Market (Midwest)

Mid-Market Account Executive

Mid Market Account Executive