Account Executive, Upsell

Job Description:

• Identify opportunities in the existing customer book
• Make outbound calls and learn how each shop operates
• Demonstrate appropriate solutions and handle objections
• Close upgrades to Steer CRM or phones products
• Proactively call and follow up with existing customers for CRM and phones upgrades
• Manage the full sales cycle from outreach through discovery, demo, proposal, negotiation, and close
• Understand each shop’s goals and workflow and explain relevant Steer products
• Build and maintain a healthy pipeline through consistent outreach and follow-up
• Keep customer conversations, opportunities, and forecasts accurate in the CRM
• Partner with customer-facing teams to understand account history and support post-sale transition
• Meet or exceed revenue and activity goals while providing a good customer experience

Requirements:

• 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
• Ability to explain software in practical terms to busy small business owners
• Organized pipeline management and consistent follow-through
• Coachable, self-directed approach and comfort working toward a quota
• Experience selling SaaS, CRM, communications, or phone products (nice to have)
• Experience growing revenue within an existing customer base (nice to have)
• Familiarity with automotive repair shops or other service businesses (nice to have)

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
• $120,000 on-target earnings (OTE), including commission