Sales Support Specialist – Renewals + Accounts

Heartland is seeking a Sales Support Specialist to join our sales operations team. In this role, you will own the contract renewal process for existing customers, managing high-volume renewals, supporting sales-driven requests, and ensuring contracts are maintained and extended seamlessly. You will partner closely with sales, support teams, and distribution partners and actively engage with customers to drive successful renewals while serving as a key point of contact for ongoing account support.

We're an industry-leading mobile device solutions integrator, providing our clients with a portfolio of award-winning products and services, along with decades of experience simplifying and optimizing mobile workforces.

What You'll Do

• Serve as a primary point of contact for customers regarding renewals and ongoing support
• Own and manage the full contract renewal lifecycle from identification through completion
• Track upcoming expirations and ensure timely, accurate renewal execution
• Create, update, and manage quotes while maintaining visibility into open opportunities
• Review prior agreements and coordinate renewal documentation across internal teams
• Communicate renewal timelines, requirements, and next steps clearly to customers
• Ensure compliance with internal processes, agreements, and verification requirements
• Identify and resolve issues, incomplete requests, and discrepancies with strong follow up
• Assist in preparing AlwaysOn quotes and statements of work for new and renewing contracts
• Monitor, track, and follow up on open opportunities to keep deals progressing
• Contribute to process improvements to increase efficiency and streamline workflows

What You Bring

• 3 to 5 years of experience in sales support, customer service, account coordination, or retention
• Strong attention to detail and ability to manage high-volume, deadline driven work
• Highly organized with the ability to prioritize and manage multiple tasks simultaneously
• Comfortable working cross functionally and supporting both internal teams and customers
• Proficiency in Microsoft Office
• A proactive, problem-solving mindset with the ability to drive issues to resolution
• Strong written and verbal communication skills

Why Heartland

Heartland is a family-owned company built on a foundation of compassion and curiosity. We take pride in investing in our people and their growth. We partner with Second City and Chicago Innovation to provide ongoing learning, collaboration, and networking opportunities. In fact, much of the past two years was dedicated to training and workshops with Second City Works.

Our core values guide everything we do-they are more than just words; they shape how we work and who we hire: Agile. Passionate. Dedicated. Strategic Creativity. Collaborative Team Player.

We focus on delivering real-world solutions and dependable support for our customers. From mobile device management through AlwaysOn to reliable connectivity with Always Connected, we help businesses simplify technology and reduce operational friction.

We go beyond hardware, offering full solutions including network design, on-site training, and deployment support. Our team is committed to making things easier for our customers while building strong, positive relationships along the way.

Heartland is an equal opportunity employer committed to building teams based on skill, performance, and potential.

Visit us at https://heartland-usa.com/