Summary
Overview
Work History
Education
Skills
Timeline
Generic
Kevin Woodley

Kevin Woodley

San Diego

Summary

Senior Enterprise Account Executive with a track record of scaling startups from SMB sales motions to enterprise GTM strategies consistently exceeding quota, closing high-ACV deals, and driving multi-threaded, executive-level sales. Proven ability to execute complex sales cycles, expand ARR through land-and-expand plays, and optimize sales processes for efficiency and revenue velocity.

Overview

9
9
years of professional experience

Work History

Entrepreneur & Founder

KCW Ventures LLC, Sunshine Real Estate Strategies LLC
03.2023 - 02.2025
  • Executed 10+ joint ventures, leveraging deal negotiation and financial modeling
  • Established strategic partnerships with key industry players to expand market reach

Enterprise Account Executive

Snap! Mobile
09.2021 - 12.2022
  • Owned $1.7M total revenue oversight 98% of post-acquisition revenue, leading GTM alignment and sales integration of Snap! Spend into Snap! Mobile's platform
  • Scaled ARR from $1.5M $2.25M (+50%) in 14 months, maintaining 0% churn across 70 high-value customers
  • Spearheaded CRM migration (FreshSales HubSpot), increasing forecast accuracy, pipeline visibility, and RevOps efficiency across 4 AEs & 2 AMs
  • Built zero-to-one cross-sell playbooks, partnering with GTM and Product teams to launch Snap! Wallet, enabling funds advancement to customers and accelerating Snap! Raise sales

Founding Account Executive & Head of Sales

Ground.work Acquired by Snap! Spend
09.2021 - 12.2022

As the first sales hire (Employee #6) at a fintech SaaS startup that evolved from SMB-focused payment automation to an enterprise-grade BaaS platform, I owned end-to-end GTM from beta to enterprise expansion driving zero-to-one sales execution that fueled early-stage investment and culminating in a successful M&A exit to Snap! Mobile

  • $0 -> $2M ARR in 12 Months: Built outbound motions and formalized an enterprise sales process, achieving 95% forecast accuracy, 4K deposit accounts, 0% churn, 95%+ CSAT, and 4x ARPU YoY.
  • $3M Total Revenue Oversight ($600K subscription + $2.4M usage) across 270 customers, handling $150M+ in payments and 150K+ users over 5 years.
  • Scaled Outbound (40 states, 10 sub-verticals) from $0 -> $1M ARR in first 24 months (100% YoY ACV growth).

Consistent Quota Attainment:

  • 130% annual quota; added $680K new ARR (120% YoY: $450K -> $1M).
  • 150% annual quota; 167% YoY ARR growth ($750K -> $2M).
  • Record 2Q21: $636K revenue ($246K subscription + $390K usage).

Senior Business Development Manager

RW Smith and Company (acquired by TriMark USA)
06.2016 - 09.2021

Enterprise B2B sales within a leading foodservice distributor, specializing in complex, high-ACV sales cycles, multi-location contract negotiations, and C-level relationship management in the hospitality and restaurant industry

  • $0 -> $2M ARR in 12 Months: Built outbound motions and formalized an enterprise sales process, achieving 95% forecast accuracy, 4K deposit accounts, 0% churn, 95%+ CSAT, and 4x ARPU YoY
  • $3M Total Revenue Oversight ($600K subscription + $2.4M usage) across 270 customers, handling $150M+ in payments and 150K+ users over 5 years
  • Scaled Outbound (40 states, 10 sub-verticals) from $0 -> $1M ARR in first 24 months (100% YoY ACV growth)
  • 130% annual quota; added $680K new ARR (120% YoY: $450K -> $1M)
  • 150% annual quota; 167% YoY ARR growth ($750K -> $2M)
  • Record 2Q21: $636K revenue ($246K subscription + $390K usage)
  • Achieved 100%+ YoY quota from 2012-2017, ranked top 15% of 50 BDMs, and earned Millionaires Club (2015, 2016)
  • Top 10 Project Awards (2013, 2015)Closed $50K+ ACV deals
  • Rookie of the Year (2012)

Education

Bachelor of Science - Marketing

Univeristy of Arizona, Eller College of Management
Tuscon, AZ
06-2011

Skills

  • Pipeline Development and Forecasting
  • Land-And-Expand Growth Strategy
  • GTM Strategy and Sales Process Optimization
  • Negotiation and Deal Structuring ($50K-$300K)
  • Enterprise Sales Execution (Multi-threaded, C-Level Selling, High ACV)
  • Champion Development & Stakeholder Management
  • Consultative & Value-Based Selling (MEDDPICC, Challenger)
  • Cross-Functional Leadership (GTM, Product, Ops, CS, Marketing)

Timeline

Entrepreneur & Founder

KCW Ventures LLC, Sunshine Real Estate Strategies LLC
03.2023 - 02.2025

Enterprise Account Executive

Snap! Mobile
09.2021 - 12.2022

Founding Account Executive & Head of Sales

Ground.work Acquired by Snap! Spend
09.2021 - 12.2022

Senior Business Development Manager

RW Smith and Company (acquired by TriMark USA)
06.2016 - 09.2021

Bachelor of Science - Marketing

Univeristy of Arizona, Eller College of Management
Kevin Woodley