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Inside Sales Representative

at Highwire (View all jobs)
Burlington, Massachusetts, United States

Highwire is the Contractor Success Platform for builders and owners of capital projects. We are embarking on an exciting growth phase and looking for the best talent in Boston and Boise. 


To support this growth, we’re looking for a competitive, adaptable, and driven individual to join our inside sales team of Assessment Specialists and grow our network of contractors. This is an ideal opportunity for someone just starting their sales career or transitioning from other industries like retail, restaurants, or hospitality.

Your mission:

Clients work with Highwire because our platform helps their contractors do better, safer work. Our Assessments team is the inside sales team dedicated to enrolling new contractors, renewing existing contractors, and proactively identifying opportunities to ensure contractors get the most value possible out of their experience with Highwire. As an Assessment Specialist, your mission is to expand the number of contractors using our platform through the renewal process. 

What you’ll do:

  • Crush your numbers. Inside sales is all about the numbers. You’ll have monthly sales goals and we’ll track your progress – and the progress of your teammates – on the Team Leaderboard. You'll earn uncapped commission for meeting or exceeding goals.
  • Handle objections. As with any sales job, you will sometimes encounter objections from customers. You’ll partner with our Account Managers and our clients to collaborate on solutions that enable us to successfully complete our renewal campaigns. 
  • Renew existing contractors. In order to ensure contractors renew their yearly subscription, they need to get a ton of value out of Highwire. You’ll help drive this value by seeking opportunities to educate, inform, and enhance their experience.

Who you are:

  • Driven. You’re hungry to be the best, and driven to beat your goals. This competitive streak probably shows up in other areas of your life – we’ll bet you played organized sports or enjoy a heated game of Monopoly with your family after Thanksgiving dinner.
  • A focused achiever. You’ll be making a high volume of outbound calls to warm leads each day, and there will always be emails to answer and voicemails to get back to. You manage your time and strike a balance between volume and quality in your work.   
  • Resilient & optimistic. You have the grit to overcome objections and don’t give up when the going gets tough. You don’t easily take no for an answer and will continue to ask questions to discover opportunities to get to “yes.” 
  • Growth-minded. You’re someone who craves feedback from managers, peers, and mentors and is quick to implement change. You seek new perspectives and ideas, and want to grow your career within the company.  
  • A careful listener. Active listening is a core competency for any sales role. You’ll use your communication and emotional intelligence to surface relevant details, overcome objections, and empathize with the needs of our clients.

This is the perfect role for someone with some exposure to high-volume sales (telesales, business development) or other fast-paced customer-facing roles (retail, restaurants). More than anything, we’re looking for strong professional communication skills, a competitive nature, and a hunger to build a career in tech sales.


At Highwire, our approach to compensation is simple: we hire exceptional people and pay them well.

For this sales role, the On Target Earnings (OTE) are provided below. However, where you land within this range will be determined by several factors, such as your skills, experience, and how you perform against targets. Our commission plans are designed to reward your hard work and impact, and with uncapped potential, there's room to exceed expectations if you thrive. So, while most people typically fall within this range in their first year, for those who excel, the sky's the limit.


On Target Earnings Range
$65,000$80,000 USD



Our benefits go well beyond the basics. To support your work-life integration, we built a benefits program that takes care of the whole person, including physical, mental, financial, and emotional health.

  • Medical, Dental, & Vision Insurance. We offer health, dental, and vision insurance to all full-time employees. Best part? You’ll be eligible on day one.
  • 401k. We offer a 401k and a 3% company contribution (even better than a match) to help you get ready to retire no matter how far off that seems.
  • Parental leave. We take care of new parents by offering paid time off for births, adoptions, and fostering.
  • Flexible PTO. Our culture of trust and measurement means there’s no limit on time off, just an expectation of performance.
  • Mentorship. Our office-based culture fosters meaningful learning, growth, and mentorship for our team.

About Highwire:

Highwire is the Contractor Success Platform for asset owners, general contractors, and facilities managers. The world’s most admired organizations — including Skanska, Merck, and Bond Brothers — use Highwire to ensure their contractors and subcontractors deliver great work, on budget and on schedule, by collaborating with them to dynamically mitigate safety, financial, quality, and sustainability risks during capital projects and facilities maintenance. In 2021, Highwire raised a $96 million investment, led by Summit Partners, a $42 billion venture capital and private equity firm. Highwire is headquartered in Burlington, Massachusetts, with a second office in Boise, ID.

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