Cross-Sell Account Executive

PearlLehi, UT
1dHybrid

About The Position

We are seeking a results-driven Cross-Sell Account Executive to expand and grow revenue within our existing customer base. This role focuses on identifying expansion opportunities, running high-quality product demos, and closing incremental ARR by matching Pearl’s additional solutions to customer needs. The Cross-Sell AE will work closely with SDRs, Customer Success, and Sales Leadership to drive adoption across Pearl’s product portfolio while delivering an excellent customer experience.

Requirements

  • 1–3+ years of experience in a closing sales role such as Account Executive, Inside Sales, or similar (SaaS experience preferred)
  • Proven ability to manage a pipeline and close revenue against a quota
  • Strong discovery and consultative selling skills
  • Confidence presenting and demoing software solutions over video
  • Ability to clearly communicate value to both clinical and non-clinical stakeholders
  • Highly organized, detail-oriented, and comfortable operating in a fast-paced startup environment
  • Proficiency with CRM systems (HubSpot preferred) and standard sales tools
  • Self-motivated, coachable, and accountable with a strong ownership mindset

Responsibilities

  • Own and grow revenue within an assigned book of existing Pearl customers through cross-sell and upgrade opportunities
  • Conduct discovery to understand customer workflows, pain points, and business objectives
  • Position and sell additional Pearl products by clearly articulating value, ROI, and clinical impact
  • Run effective product demonstrations tailored to the customer’s current setup and growth goals
  • Manage the full sales cycle for cross-sell opportunities from discovery through close
  • Maintain accurate pipeline management, forecasting, and deal progression in HubSpot
  • Collaborate closely with SDRs on opportunity sourcing and with Customer Success on account context and handoffs
  • Identify patterns, objections, and customer feedback to help refine messaging and sales playbooks
  • Consistently meet or exceed monthly and quarterly revenue targets
  • Report weekly, monthly, and quarterly results to sales leadership

Benefits

  • Competitive base salary with uncapped commission
  • Comprehensive health benefits package
  • Flexible work schedule with hybrid flexibility
  • Ongoing training and professional development
  • Opportunity to grow within a rapidly scaling AI company transforming dental care
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