Summary
Overview
Work History
Education
Skills
Websites
Accomplishments
Timeline
Generic

Aaron Estoup

Portland

Summary

Enterprise Sales Director with 7+ years in technology sales, specializing in SaaS solutions for transportation. Consistently achieved 200%+ quota performance generating over $10M ARR. Top Global Seller with expertise in strategic account management, team leadership, and consultative selling.

Performance-oriented Sales Leader offering exceptional record of achievement over 10 year career. Tenacious manager with strategic and analytical approach to solving problems, bringing in customers and accomplishing profit targets. Talented in identifying and capitalizing on emerging market trends and revenue opportunities.

Overview

10
10
years of professional experience

Work History

Enterprise Sales Director

EROAD
07.2024 - Current
  • Manage strategic enterprise accounts. Top Salesperson North America (FY25), Top 3 Globally. Generated $1.3M ARR new business, $1.6M ARR renewals.

Director of Sales – SMB/Inside

EROAD
11.2023 - 07.2024
  • Led sales team while maintaining quota. 225% quota achievement, $1.75M ARR new sales, $2M renewals. #2 Global Rep.

Senior Account Executive

EROAD
04.2022 - 01.2024
  • Transportation compliance/telematics specialist. Top Global Seller FY23. Consistent 200%+ quota achievement:
  • FY23: $1.2M ARR new business, $1.1M renewals (250% quota)
  • FY22: $975K ARR new business, $1.3M renewals (225% quota)
  • FY21: $800K ARR new business, $850K renewals (200% quota)

Sales Consultant (Freelance)

Double Eagle LN LLC
07.2024 - Current
  • Strategic sales planning, client relationship management, market analysis consulting.

North American Account Executive

EROAD
04.2018 - 04.2022
  • Foundation for consistent quota overachievement through strategic account development.

Sales Mentor

Bravado
08.2019 - Current
  • Mentor 8-10 university students annually in technology sales career development.

Sales Account Executive

CampusPoint
01.2016 - 01.2018

Financial Services Rep

Pacific Capital Resource Group
01.2015 - 01.2016

Education

Bachelor of Arts - Managerial Economics

Oregon State University
Corvallis, OR
12-2014

Skills

  • Sales: Consultative Selling
  • C-Level Engagement
  • Sandler/SPIN Selling
  • Negotiation
  • Business Development
  • Leadership: Team Management
  • Training & Onboarding
  • Strategic Planning
  • Performance Analysis
  • Technology: SaaS
  • Transportation/Fleet Management
  • CRM
  • Business Analytics

Accomplishments

  • Revenue Impact: $10M+ total ARR generation across new business and renewals
  • Performance: 200%+ quota achievement for 4+ consecutive years
  • Recognition: Top Global Seller (FY23), Top 3 Global (FY25), #2 Global (FY24)
  • Leadership: Successfully managed teams while exceeding individual sales targets

Timeline

Enterprise Sales Director

EROAD
07.2024 - Current

Sales Consultant (Freelance)

Double Eagle LN LLC
07.2024 - Current

Director of Sales – SMB/Inside

EROAD
11.2023 - 07.2024

Senior Account Executive

EROAD
04.2022 - 01.2024

Sales Mentor

Bravado
08.2019 - Current

North American Account Executive

EROAD
04.2018 - 04.2022

Sales Account Executive

CampusPoint
01.2016 - 01.2018

Financial Services Rep

Pacific Capital Resource Group
01.2015 - 01.2016

Bachelor of Arts - Managerial Economics

Oregon State University

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