What are the responsibilities and job description for the Cross-Sell Account Executive position at Pearl?
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
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
- 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.
- 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