Andrew Easley
Austin,TX
Summary
Strategic, people-first, and growth-oriented Sales Director with 20 years of elite performance across B2B enterprise sales execution, revenue scaling, and organizational leadership in the SaaS, FinTech, and Insurance sectors. Combines an entrepreneurial, "roll-up-your-sleeves" mindset with deep expertise in navigating complex buying ecosystems. Highly skilled at architecting high-output sales organizations from the ground up, sourcing, onboarding, and mentoring top-tier Enterprise AEs, and implementing data-driven CRM forecasting and advanced enablement playbooks. A collaborative, results-driven leader renowned for accelerating pipeline velocity and consistently exceeding aggressive corporate ARR targets in dynamic markets.
Overview
19
19
years of professional experience
Work History
Enterprise Sales Executive
ePayPolicy
Austin, TX
08.2022 - Current
- Enterprise Pipeline Architecture: Spearheaded net-new business development efforts as a dedicated enterprise hunter, identifying, penetrating, and securing high-value corporate accounts.
- Complex Stakeholder Management: Navigated complex, multi-layered insurance buying cycles to cultivate long-term, high-MRR partnerships with key executive decision-makers.
- Internal Collaboration: Partnered closely with Product, Marketing, and Revenue Operations to optimize targeted messaging, resulting in a consistently high closing rate and expanded market share.
Account Executive
Alcumus
Austin, TX
01.2022 - 08.2022
- Market Expansion: Conducted comprehensive market and competitor research to construct targeted territory development plans, expanding the active client base.
- Outbound Pipeline Generation: Executed aggressive cold outreach and multi-channel prospecting strategies to build a robust, predictable enterprise sales pipeline.
- Consultative Selling: Diagnosed complex internal operational challenges for prospective clients, aligning Alcumus’s software solutions to drive technical resolution and business value.
Account Executive – Construction Management Software
Procore Technologies
Austin, TX
01.2021 - 01.2022
- Cross-Functional Execution: Coordinated closely with product specialists, sales engineers, and corporate executives to effectively navigate and close complex B2B SaaS deal cycles.
- Territory Development: Formulated and deployed concrete regional prospecting frameworks that established lucrative, long-term business partnerships across highly competitive markets.
Owner / Operating Agent
Andrew Easley State Farm Agency
Austin, TX
04.2014 - 12.2020
- Talent Lifecycle Leadership: Built a high-performing sales organization from scratch; owned the full talent lifecycle, including sourcing, hiring, rigorous onboarding, and active mentorship of a top-tier sales team.
- Record-Breaking Revenue Growth: Achieved elite corporate recognition by scaling the organization to become the highest-producing first-year agency in company history through innovative sales methodologies.
- Executive & Financial Operations: Directed all day-to-day corporate operations, full P&L accountability, strategic territory planning, and risk management compliance.
- Retention Strategy: Engineered a hyper-focused customer success and rapport-building framework, significantly maximizing client lifetime value and retention across all product portfolios.
Agency Intern / Sales Representative
State Farm
Austin, TX
05.2007 - 04.2014
- Sales Engine Creation: Demonstrated entrepreneurial agility by scaling a new regional market, building out a structured sales pipeline, and spinning up a fully functional office within 9 months.
- Promoted
Education
Associate of Arts - Small Business Management
Southeastern Louisiana University
Hammond, LASkills
- Enterprise sales leadership
- Sales & Revenue Operations: Go-To-Market (GTM) Strategy, Complex Insurtech Sales Cycles, Revenue Operations & Forecasting, Pipeline Management, Complex Contract Negotiations
- Strategy & Finance: P&L Management, Territory Development, Cross-Functional Collaboration, Tactical Sales Execution, Data-Driven Decision Making
- Sales team leadership
- Sales expertise
- Sales planning
Timeline
Enterprise Sales Executive
ePayPolicy
08.2022 - Current
Account Executive
Alcumus
01.2022 - 08.2022
Account Executive – Construction Management Software
Procore Technologies
01.2021 - 01.2022
Owner / Operating Agent
Andrew Easley State Farm Agency
04.2014 - 12.2020
Agency Intern / Sales Representative
State Farm
05.2007 - 04.2014
Associate of Arts - Small Business Management
Southeastern Louisiana University