Gregory Gearhart
Boca Raton
Summary
Director-level leader in account management and customer success with over 14 years of experience in post-sale revenue, renewals, and expansion within solar and AI-driven SaaS sectors. Demonstrated ability to manage strategic accounts and drive customer value through effective adoption and optimization of AI-generated proposal software. Proven track record in scaling account teams, reducing churn, and increasing annual recurring revenue (ARR) while aligning sales, product, and operations. Experienced in enhancing brand image and customer engagement to boost revenue, with strong collaboration skills across diverse teams and industry professionals.
Overview
23
23
years of professional experience
Work History
Senior Account Manager | Retention & Partnerships
Monalee Inc / Artemis AI Proposal Software
09.2024 - Current
- Own post-sale relationships for installers, EPCs, and partners using Artemis AI proposal software, driving retention, expansion, and renewals.
- Manage a portfolio of strategic accounts, acting as trusted advisor on AI-driven proposal automation, pricing optimization, and close-rate improvement.
- Convert demos and trials into long-term SaaS subscriptions, contributing to recurring revenue growth.
- Increase account value through AI-recommended add-ons including storage modeling, main panel upgrades, and advanced proposal features.
- Conduct QBRs and executive-level reviews.
- Partner cross-functionally with Product, Sales, and Operations to drive adoption and reduce churn.
- Build strategic partnerships with financing companies, EPCs, and manufacturers.
Founder / Operator
Freedom Energy Palm Beach
02.2021 - 08.2024
- Founded and scaled a solar company, installing 200+ kW of residential PV systems and 150+ battery backup systems in the first year.
- Recruited, trained, and managed a high-performing sales organization from the ground up.
- Established vendor partnerships with Tesla, Enphase, SolarEdge, Franklin, and other leading manufacturers.
- Built diversified lead sources and implemented multiple financing solutions to increase close rates and deal size.
- Oversaw sales, operations, permitting, and customer experience end-to-end.
Co-Owner
SunCool Energy Company
06.2016 - 01.2021
- Turned around a struggling solar company, scaling revenue to $5M annually.
- Built and led a sales team, in-house installation crews, and subcontractor relationships.
- Managed daily operations, improving installation efficiency, margins, and customer satisfaction.
- Implemented systems and processes to support sustainable growth.
General Sales Manager
State Energy Conservation
03.2010 - 06.2016
- Directed 4 regional offices and managed 60+ sales representatives across Florida.
- Drove $12M–$15M in annual revenue through disciplined sales management and training.
- Recruited, trained, and promoted sales managers and top-performing reps.
- Led three weekly sales meetings, coaching teams on closing strategies and performance improvement
Sales Representative | Service Manager
Rick Case Honda
Davie
01.2003 - 03.2010
- Managed long-term customer relationships and service retention.
- Led a 30-person service team and increased profits 31% YoY.
- Youngest manager in company history; 8-time Employee of the Month.
Education
Palm Beach Community College
Football Scholarship
University of Upper Iowa
Skills
- Enterprise and strategic account management
- AI SaaS expansion, renewals, and retention
- AI proposal software: Artemis (expert), Solargraf
- Account growth strategy and QBRs
- ARR expansion, upsell, and cross-sell
- Customer adoption and lifecycle management
- Executive stakeholder engagement
- Data-driven account health metrics
- Partner and ecosystem management
- Team leadership and account enablement
Timeline
Senior Account Manager | Retention & Partnerships
Monalee Inc / Artemis AI Proposal Software
09.2024 - Current
Founder / Operator
Freedom Energy Palm Beach
02.2021 - 08.2024
Co-Owner
SunCool Energy Company
06.2016 - 01.2021
General Sales Manager
State Energy Conservation
03.2010 - 06.2016
Sales Representative | Service Manager
Rick Case Honda
01.2003 - 03.2010
Palm Beach Community College
Football Scholarship
University of Upper Iowa