---
title: 'Senior Account Executive - Enterprise Segment at Pearly'
canonical: 'https://feeny.ai/job/senior-account-executive-enterprise-segment-pearly-santa-barbara-2a9zwdt2ymst'
type: 'job'
last_seen: '2026-09-09'
---

# Senior Account Executive - Enterprise Segment at Pearly

- **Company:** Pearly
- **Location:** Santa Barbara, CA
- **Compensation:** $225k
- **Employment:** full-time
- **Work type:** hybrid
- **Posted:** 2026-08-17
- **Last confirmed live:** 2026-09-09
- **Apply:** https://jobs.ashbyhq.com/pearlyplan/6e3634f0-d7a5-4e7e-8b95-b78afd988a95

## Job description

## ABOUT PEARLY

Pearly is a cloud-based revenue cycle automation platform powering dental billing for leading Dental Support Organizations (DSOs) and private practices. Pearly centralizes billing, unifies AR reporting and improves decision-making, giving Revenue Cycle Management (RCM) teams the visibility and tools they need to drive higher collections and better financial outcomes at scale.

## THE OPPORTUNITY

Pearly is at an inflection point that represents a compelling opportunity for a hungry, high-integrity sales professional: the chance to join a company with proven product-market fit and accelerate what's already working. With 2,800+ dental offices across DSOs, groups, and private practices already on the platform the product works and the market has validated it.

We've built a repeatable sales motion and are now scaling that motion with the right people. You'll own the full sales cycle across a market that is ready to be modernized, working alongside a team that can show you what's working and give you the foundation to go execute against it. There is still plenty of building ahead (new segments, new products, and a GTM org that is growing fast) but you'll be joining a winning motion. In 12 months, you'll have closed deals across multiple practice types, built a strong pipeline, and established yourself as a core contributor to Pearly's next phase of growth. If you're energized by hunting and closing in a market with real momentum and you want to sell something that genuinely improves the way dental practices run their business, this is your opportunity.

## WHAT YOU BRING

- 5+ years of closing enterprise or mid-market deals in B2B vertical SaaS and/or payments ($100K+ ACV)
- Current or recent experience selling SaaS into the Dental DSO space is a plus. OR selling A/R, RCM, patient billing/collections software into healthcare (dental or medical).
- Demonstrated ability to consistently achieve quota through proactive creative problem solving and continued refinement that benefited others on the team.
- Strong outbound instincts: comfortable picking up the phone, building relationships, and finding creative ways into accounts
- Excellent written and verbal communication. You can tailor your message to a practice owner, an office manager, or a DSO executive, and you iterate your approach based on what resonates
- Willingness to travel to for customer and industry events
- Demonstrated comfort and executive presence with C-suite and relatability and empathy with office managers

## RESPONSIBILITIES

- 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 ops and finance decision-makers.
- Maintain accurate pipeline and forecasting in CRM.
- Collaborate and partner with CS to ensure complete rollout success.
- Develop strategic referral network and customer relationships

## WHAT SUCCESS LOOKS LIKE

- Fluent in Pearly's product and market positioning within the first 60 days.
- Actively engaging DSO prospects, leveraging existing relationships/domain credibility, within the first 60 days.
- Sourcing or advancing first enterprise deals by day 90.
- Consistently meeting or exceeding pipeline creation and revenue targets within two quarters of ramp.

## Benefits

- Competitive salary, equity, and healthcare benefits
- Meeting-light culture
- Work with an A+ smart and passionate team
- Flexible vacation/time-off policy
- Opportunity to make your mark at an accelerating company with great product-market fit

## About Pearly

## Company Overview
- **One-liner**: Pearly is a dental financial engagement platform that automates billing, accounts receivable, membership plans, and payments for dental practices and DSOs.
- **Entity Type**: Private (Seed stage)
- **Headquarters**: Santa Barbara, California, USA
- **Founded**: 2020
- **Founders**: Jeff Cole (CEO), Sean Emmer (CTO), Billy Grokenberger (Head of Customer Success)

## Core Business
- **Primary industry**: Dental revenue cycle management (RCM) & healthcare technology
- **Target customers**: B2B – dental service organizations (DSOs), group practices, and private dental offices
- **Mission/purpose**: “Make dental billing beautiful for practices & patients” – improving financial outcomes through automation and a modern patient experience.

## Products & Services
All products are cloud-based SaaS modules of the Pearly platform:

- **Billing & A/R Workflows** – Auto‑pilot patient billing and A/R collection with smart sequencing and qualification filters.
- **Digital Statements** – Sends readable, branded digital statements with frictionless payment options.
- **Online Payments** – Frictionless payment experience integrated into billing communications.
- **Membership Plans** – Automated enrollment, billing, and renewals for in‑office dental membership programs.
- **Pay‑Over‑Time** – Integrated payment plans and financing options.
- **Reporting & Insights** – Turns RCM data into actionable dashboards and metrics.

## Market Standing
- **Valuation**: Not publicly disclosed
- **Key Metric – Annual Revenue**: ~$1.9 M (per LinkedIn data, may be outdated or estimated)
- **Total Funding**: $1.525 M (Seed round led by ScOp Venture Capital in 2022; earlier pre‑seed of $25k)
- **Notable Investors/Partners**: ScOp Venture Capital (lead); advisors include Fred Joyal, Steve Roth, Tom Hopkins, Dylan Perkins, Gary Saint Denis
- **Growth Signals**:
  - 2,500+ dental offices on the platform (homepage) – up from earlier figures.
  - 1.6 M digital statements sent monthly; 65% decrease in staff time spent on billing.
  - 33% average increase in collection rate; 32% increase in patient A/R collected in first 60 days.
  - Headcount growing: reports vary from 14 (LinkedIn) to 38 (Built In) – conflicting but both indicate recent hiring push.
  - 8 active job postings as of mid‑2025 with 300% YoY growth in postings.

## Competitive Advantages
- **Vertical‑specific focus**: Purpose‑built for dental RCM, not a generic healthcare billing tool.
- **Founder track record**: Co‑founders previously built Path (healthcare messaging platform, acquired 2018) – deep domain experience.
- **Automation‑first approach**: Reduces manual billing tasks by over 60%, directly improving practice cash flow.
- **Patient‑centric design**: Delivers a “modern financial experience” – a differentiator in a traditionally paper‑heavy industry.
- **Strong integrations**: Connects with major practice management systems (PMS).

## Strategic Focus
- **Platform expansion**: Adding AI‑powered automations and deeper analytics.
- **Scaling with DSOs**: Proving value with larger multi‑location groups (case studies show 10‑28 office deployments).
- **Hiring builders**: Recruiting senior software engineers and data platform engineers to build from a “clean slate” without legacy tech debt.
- **Geographic growth**: Maintaining HQ in Santa Barbara, CA and opening a New York City office to attract talent.

## Why Work Here
- **Culture**: High‑talent, high‑integrity team that values “Outcome First”, “Bias for Action”, “Candid Communication”, and “Continuous Learning”.
- **Work style**: Hybrid – employees work from physical offices in Santa Barbara (downtown) or New York City; on‑site presence expected (per Built In classification “OnSite Workspace”).
- **Engineering environment**: Opportunity to build new systems without legacy process debt; strong emphasis on craftsmanship and using AI creatively.
- **Growth**: At a critical inflection point with deep product‑market fit – employees have outsized impact and clear career growth.
- **Perks**: Work from a beach‑city office in Santa Barbara; team is lean and highly collaborative.

## Sources
1. [Pearly About Page](https://www.pearly.co/about)
2. [Pearly Careers Page](https://www.pearly.co/careers)
3. [Pearly Homepage](https://www.pearly.co/l/home)
4. [Pearly LinkedIn Company Page](https://www.linkedin.com/company/pearlyplan)
5. [Pearly Profile on Built In](https://builtin.com/company/pearly)

## Other roles at Pearly

- [Customer Support Specialist](https://feeny.ai/job/customer-support-specialist-pearly-atlanta-m0ypq25m7h9w) — Atlanta, GA
- [Technical Support Specialist](https://feeny.ai/job/technical-support-specialist-pearly-atlanta-13271sc0mxaz) — Atlanta, GA
- [Staff Product Manager - AI (Data & Analytics)](https://feeny.ai/job/staff-product-manager-ai-data-analytics-pearly-atlanta-6dpg7c811786) — Atlanta, GA