Mid Market Sales Representative

What if the enterprise had complete control over the browser? What would it mean for security, for productivity, for work itself?

Introducing Island, the Enterprise Browser - the ideal enterprise workplace, where work flows freely while remaining fundamentally secure. With the core needs of the enterprise naturally embedded in the browser itself, Island gives organizations complete control, visibility, and governance over the last mile, while delivering the same smooth Chromium-based browser experience users expect. Led by experienced leaders in enterprise security and browser technology and backed by leading venture funds -- Insight Partners, Sequoia Capital, Cyberstarts and Stripes Capital -- Island is redefining the future of work for some of the largest, most respected enterprises in the world.

Island has been chosen as one of LinkedIn's Top Startups of 2024 in Dallas.

At Island we’re not just filling seats, we’re building a team of sharp, bold, and ambitious sales pros who love the thrill of the hunt. If you’re the kind of person who sees a cold call as a challenge, not a chore, and you get energized by tracking down new opportunities and closing deals, you’ll fit right in.

This role is all about finding new business in the mid-market space, connecting with companies that can benefit from what we do, and steering conversations that turn into wins. This isn’t about managing an existing book of business — it’s about breaking new ground every day.

Note: This position is 100% in-office at our Coppell, TX headquarters near Dallas (Monday through Friday). We believe collaboration and culture thrive face-to-face, and we can’t wait to welcome you to the team.

What You’ll Be Doing

• Hunting: Research, prospect, and chase down leads. Cold calls, LinkedIn, email, networking — if it moves the needle, you’ll try it.
• Connecting: Understand what challenges mid-market businesses face and show them how island.io makes those problems disappear.
• Closing: You know how to pitch, negotiate, and seal the deal. No fluff — just real conversations that lead to contracts signed.
• Building Relationships: Once you’ve got their attention, keep it by being a trusted advisor, not just a salesperson.
• Teaming Up: Work closely with marketing, product, and customer success so the handoff is smooth and clients feel taken care of from start to finish.
• Reporting: Keep the sales pipeline fresh and accurate, and share what’s happening with your team so everyone stays in the loop.

What We’re Looking For

• At least 1-2 years experience in software sales, preferably with some exposure to cybersecurity.
• A proven closer with a track record of consistently surpassing revenue targets while driving new business growth.
• You’re a hunter and you love the chase, the strategy, and the satisfaction of winning new business.
• A quick learner who is a resourceful self-starter.
• You’re comfortable with outreach tools and Salesforce.
• Communication is your strong suit — you’re confident presenting and negotiating.
• Bachelor’s degree or equivalent experience — but show us your hustle.

What We Offer

• 100% covered medical, dental, and vision benefits for employees starting on day 1, with 85% covered for dependents
• Discretionary Time Off (DTO)
• 401K with 4% company match
• Paid parental leave policies
• Daily catered lunch in our Coppell HQ
• 24/7 access to Cypress Waters gym facilities

Why Island?

We believe a diverse team makes us stronger — not just in how we work but in how we innovate and grow. We’re committed to an inclusive workplace where everyone can bring their full selves to work and thrive.

Island is proud to be an Equal Opportunity Employer. We welcome and encourage candidates from all backgrounds and walks of life.