Mid-Market Sales Representative

Join to apply for the Mid-Market Sales Representative role at Island

Island has been chosen as one of Linked In'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.

• Hunting: Research, prospect, and chase down leads. Cold calls, Linked In, 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.

• 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.

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

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.

Associate

Full-time

• Sales
• Business Development
• Information Technology

• Technology
• Information and Internet