Mid-Market Account Executive

About iboss iboss is changing the way organizations secure their users, devices, and data in a world where the network perimeter no longer exists. Our cloud-native Zero Trust SASE platform delivers comprehensive security wherever work happens — eliminating the limitations of legacy appliances and point solutions that weren't built for how modern businesses operate. We are a company of closers and builders. People who take ownership, operate with urgency, and measure themselves by results. If you are motivated by winning, passionate about cybersecurity, and want to sell a platform that solves a real and urgent problem, iboss is the place to do it. The Role We are looking for a Mid-Market Account Executive to join our growing commercial sales team. This is a pure hunting role. You will own a defined territory of commercial accounts, build pipeline from the ground up, and drive the full sales cycle from first contact to signed contract. You'll be selling our Zero Trust SASE platform to IT and security leaders at commercial organizations, working both directly and through channel partners to maximize your territory's potential. We are looking for someone who thrives generating their own opportunities, who can build credibility quickly with technical buyers, and who has the competitive drive to win in a crowded market. If you need leads handed to you to be successful, this isn't the right fit. If you love to hunt and you have a track record to prove it, we want to talk. What You'll Do Own a commercial territory and develop a strategic plan to drive net new logo acquisition and revenue growth Build pipeline independently through outbound prospecting, partner engagement, industry networking, and leveraging marketing programs Run the full sales cycle — discovery, qualification, technical evaluation, negotiation, and close — with minimal hand-holding Conduct compelling discovery conversations and solution presentations that connect iboss capabilities to the specific security challenges and business goals of each prospect Develop and maintain strong relationships with IT directors, security managers, and other key decision-makers across your accounts Collaborate with channel partners to co-develop pipeline and bring deals to close within your territory Work closely with Sales Engineers to deliver technically credible evaluations that differentiate iboss from the competition Maintain accurate pipeline, activity, and forecast data in Salesforce Stay current on the competitive landscape, emerging threats, and market trends to position iboss effectively in every conversation What We're Looking For 3+ years of quota-carrying, full-cycle field sales experience in cybersecurity, SaaS, or enterprise software A genuine hunter — someone with a proven ability to self-generate pipeline and open new business without relying on inbound leads Consistent track record of meeting or exceeding quota in a commercial or mid-market sales role Experience selling through and with channel partners as part of a channel-first or channel-assisted sales motion Ability to articulate complex technical solutions clearly to both technical practitioners and business stakeholders Familiarity with cybersecurity concepts — network security, web filtering, Zero Trust, SASE, or cloud security — is a strong advantage High sense of urgency, strong organizational habits, and a disciplined approach to territory management Proficiency with Salesforce or comparable CRM Preferred Qualifications Prior experience selling network security, cloud security, secure web gateways, or Zero Trust/SASE solutions Existing relationships with IT and security buyers in your target market Demonstrated success winning competitive deals against established vendors Bachelor's degree or equivalent professional experience Why iboss Uncapped earning potential with a competitive base and commission structure Comprehensive benefits including medical, dental, vision, and 401(k) Remote-first flexibility with a high-energy, results-driven team culture Direct visibility and access to leadership A product category — Zero Trust SASE — that is growing fast and selling into a genuine market need The duties and responsibilities described above are essential functions of the job. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, status as a veteran, or an individual with a disability. *This position is not eligible for sponsorship of work visas