Richard Holmes

Results-driven sales leader with 18+ years scaling revenue from zero to $1M+ ARR, building high-performance teams, and driving consistent quota overachievement across SaaS, enterprise, and SMB channels.

CEO - Every Market Media - Chicago, IL

(2013-02 - 2026-03)

• Closed $1M+ ARR within first 18 months; sustained $250K avg ARR growth annually over 13-year tenure
• Pioneered Sales Development program for SaaS database tool EMMQuery, expanding pipeline and market reach
• Oversaw full P&L, daily operations, and client retention strategy across a multi-year growth trajectory

Started as Account Executive, left as President - ExactData - Chicago, IL

(2009-05 - 2013-05)

• Scaled team from $40K/mo (6 reps) to $800K/mo (40+ reps) via Enterprise and SMB sales channels
• Built leadership org of 2 VPs, 6 Managers, and ~40 AEs while carrying and exceeding personal quota
• Earned President's Club recognition consistently in a player/coach capacity with full P&L ownership

Sales Development Representative - Acquirent - Evanston, IL

(2007-10 - 2009-05)

Served SaaS business Avidian, Data broker ConsumerBase, Construction Business Consultants CCN

• Executed 100+ cold calls daily, generating 10–15 qualified meetings per month for targeted ICPs
• Drove top-of-funnel pipeline growth that directly supported enterprise and mid-market sales cycles
• Built foundational outbound prospecting skills across multiple verticals in a high-velocity SDR role

Internet Sales Manager - Frei Chevrolet - Marquette, MI

(2005-05 - 2007-05)

• Ranked as dealership's top performer, consistently closing 15–20 units/month by converting internet leads into in-store purchases

Bachelor's degree - Entrepreneurship - Northern Michigan University