Cross-Sell Account Executive

About Pearl

Pearl is the global leader in AI solutions for the dental market. For dental offices and groups, Pearl delivers a full suite of patented image analysis tools that power better oral health and financial outcomes. Our work culture is collaborative and rewarding for self-driven, dynamic individuals keen to advance disruptive solutions revolutionizing a multi-billion dollar industry. Backed by top-tier venture capital partners, led by an executive team with deep industry experience and a proven record deploying AI solutions at scale, Pearl is a rapidly scaling SaaS business with a commanding hold on the growing worldwide market for dental AI.

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.

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

Qualifications & Skills

* 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

* Intellectual Agility: A strong desire to learn and apply AI-driven solutions to everyday operational challenges, with a comfort level in iterating quickly and pivoting based on new information.

* Automation-First Instincts: Experience looking at repetitive, high-friction tasks and actively experimenting with new tools to solve them at scale.

What We Offer

* 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

Location: Lehi, UT (hybrid)