Account Executive, Upsell

Location: United States (Remote)

Department: Sales

About the Role

As an Account Executive on our customer expansion team, you’ll help existing Steer customers get more value from our platform. This is a full-cycle sales role: you’ll identify opportunities in your book of customers, make outbound calls, learn how each shop operates, demonstrate the right solution, handle objections, and close upgrades to Steer CRM or our phones product.

You’ll work with repair shop owners and managers who already know Steer, but you’ll need to earn each conversation and make a clear case for why an additional product fits their business. We’re looking for someone who enjoys prospecting, takes ownership of their pipeline, and can build trust with small business owners.

 

The role is remote.
Compensation: $60,000 base salary; $120,000 on-target earnings (OTE), including commission.

 

What You’ll Do

• Proactively call and follow up with existing Steer customers to uncover opportunities for CRM and phones upgrades.
• Manage the entire sales cycle, from first outreach through discovery, demo, proposal, negotiation, and close.
• Learn each shop’s goals and current workflow, then explain how the right Steer product could help.
• Build and maintain a healthy pipeline through consistent outreach and thoughtful follow-up.
• Keep customer conversations, opportunities, and forecasts accurate in the CRM.
• Partner with customer-facing teams to understand account history and support a smooth transition after the sale.
• Meet or exceed revenue and activity goals while providing a good experience for customers.

What You Bring

Required

• Experience owning and closing sales opportunities, ideally in a full-cycle or expansion sales role.
• Confidence making outbound calls and creating opportunities rather than relying only on inbound leads.
• Strong discovery, presentation, objection-handling, and closing skills.
• The ability to explain software in practical terms to busy small business owners.
• Organized pipeline management and consistent follow-through.
• A coachable, self-directed approach and comfort working toward a quota.

Nice to Have

• Experience selling SaaS, CRM, communications, or phone products.
• Experience growing revenue within an existing customer base.
• Familiarity with automotive repair shops or other service businesses.

Interview Process

1. Initial screen — 30 minutes with Lead Recruiter
2. Executive Interview — 30 minutes with Head of Sales
3. Hiring Manager Interview — 45 minutes with Sr. Sales Manager
4. Problem Solving Interview - 60 minutes with Director of People
5. Reference checks

Benefits

• 100% remote
• 100% employer-paid medical insurance
• Flexible PTO with a 15-day minimum
• Generous parental leave
• FSA and HSA
• Employee Assistance Program
• 401(k)
• Learning stipend
• Work-from-home equipment
• Opportunities for career growth and development