Enterprise Account Executive

Pearly

Enterprise Account Executive selling Pearly’s dental revenue-cycle automation platform. Owning outbound prospecting, complex DSO sales cycles, ROI cases, negotiations, and account expansion.

Posted 8/4/2026full-timeSanta Barbara • California • 🇺🇸 United StatesMid-LevelSenior💰 $225,000 - $250,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in managing the full sales cycle for B2B vertical SaaS, particularly in the Dental DSO space, with a strong focus on building relationships and achieving sales quotas. Proficient in developing ROI business cases and navigating multi-stakeholder deals while maintaining accurate forecasting in CRM systems.

Highest-signal resume keywords

5+ Years B2B SaaS Sales ExperienceEnterprise Deal ClosingROI Business Case DevelopmentStrong Outbound Sales SkillsExecutive Presence with C-Suite

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales Cycle ManagementContract ExecutionPipeline ForecastingProduct DemonstrationsNegotiation SkillsAccount PlanningCreative Problem SolvingCustomer Relationship Management

Soft Skills

Excellent Written CommunicationExcellent Verbal CommunicationEmpathy with Office ManagersRelationship Building

Tools & Technologies

CRM Systems

Industry Keywords

B2B Vertical SaaSDental DSOA/R SoftwareRCM SoftwarePatient Billing SoftwareHealthcare Sales

About the role

Key responsibilities & impact

Prospect and develop new business opportunities through outbound outreach, networking, and strategic account planning
Manage the full sales cycle, including discovery, product demonstrations, Proof-of-Value (Pilot), negotiation, contract execution, and expansion to full DSO office portfolio
Develop trusted relationships with prospective customers by understanding their business challenges and aligning Pearly with their business goals
Develop and defend ROI business cases tied to collection rate improvement and staff time savings
Navigate and close multi-stakeholder deals across operations and finance decision-makers
Maintain accurate pipeline and forecasting in CRM
Collaborate and partner with Customer Success to ensure complete rollout success
Develop strategic referral network and customer relationships

Requirements

What you’ll need

5+ years of closing enterprise or mid-market deals in B2B vertical SaaS and/or payments with $100K+ ACV
Current or recent experience selling SaaS into the Dental DSO space is a plus
Alternatively, experience selling A/R, RCM, patient billing/collections software into healthcare
Demonstrated ability to consistently achieve quota through proactive creative problem solving and continued refinement
Strong outbound instincts; comfortable making phone calls, building relationships, and finding creative ways into accounts
Excellent written and verbal communication
Ability to tailor messaging to practice owners, office managers, and DSO executives
Willingness to travel for customer and industry events
Demonstrated executive presence with C-suite stakeholders
Relatability and empathy with office managers

Benefits

Comp & perks

Competitive salary
Equity
Healthcare benefits
Meeting-light culture
Flexible vacation/time-off policy
Opportunity to make your mark at an accelerating company with great product-market fit