JERRY COLATORTI
Summary
Relentless and revenue-obsessed SaaS sales executive with a 13+ year track record of crushing quotas, closing multimillion-dollar deals, and scaling market share across enterprise and mid-market segments. Known for building executive trust, leading full-cycle sales, and developing high-performing sales motions that consistently outperform targets. Armed with a President's Club pedigree, a data-driven mindset, and deep vertical expertise in construction tech, logistics, and fintech.
Overview
13
13
years of professional experience
Work History
Enterprise Sales Executive
Procore Technologies
10.2024 - Current
- Closed over $500K in net new TCV within first seven months by targeting ENR Top 400 firms.
- Built pipeline exceeding $4.5M through multi-threaded outbound campaigns and tailored messaging.
- Increased product adoption by aligning executives with implementation strategies for Ops leaders.
- Achieved quota attainment through strategic territory planning using Salesforce and data tools.
- Led technical discovery and value engineering sessions with C-Suite, doubling average deal size.
- Collaborated with solutions engineers to deliver customized demos, reducing sales cycle time
- Penetrated new vertical (multi-site developers), contributing to regional revenue growth of 20% in Q2 2025.
Enterprise Sales Executive
Billtrust
05.2024 - 10.2024
- Secured multi-year SaaS contract with Fortune 500 logistics firm, achieving 2.7x ROI from A/R workflow automation.
- Managed $3.5M pipeline across 100+ enterprise accounts, exceeding target by 108% in five months.
- Executed ABM campaigns targeting CFOs and Controllers, resulting in improved outbound conversion rates.
- Developed outbound SDR cadence framework that increased first meetings and handoffs by 25%.
- Applied MEDDICC qualification on all new opportunities, enhancing close/win rate.
- Delivered strategic win-loss reports to leadership, refining competitive positioning against key competitors.
Senior Mid-Market & Enterprise Account Executive
Motive (formerly KeepTruckin)
07.2020 - 04.2024
- Company Overview: AI-Fleet Management SaaS | Mid-Market & ENT
- Exceeded sales quota 3 consecutive years: 136% (2021), 140% (2022), 171% (2023), driving over $5.8M in net new ARR.
- Onboarded and managed 150+ mid-market/enterprise accounts ($100K-$500K ACV) in transportation, logistics, and field service.
- Delivered demos with average meeting-to-close conversion rate of +40%.
- Closed net new deal in 2023: $675K contract with a national freight transportation firm.
- Built expansion plans resulting in $1.3M upsell revenue from fleet monitoring, driver safety, and asset tracking modules.
- Acted as sales liaison to Product for AI feature rollout, influencing roadmap decisions through VOC feedback.
- AI-Fleet Management SaaS | Mid-Market & ENT
Regional Sales Manager
Fleetmatics / Verizon Connect
05.2012 - 02.2020
- Company Overview: Workforce Management SaaS | SMB to Mid-Market
- Managed a 7-rep team generating over $3M in annual sales; coached team to achieve 117%+ average quota attainment.
- Closed over 500 units in a single month ($618K revenue) - company record.
- Oversaw territory expansion across the Midwest/Canada, contributing to YoY revenue growth of 21%.
- Developed playbooks for onboarding and sales performance coaching that were later adopted internally.
- Personally closed $475K, $550K, and $260K deals with large regional service providers, leveraging multi-year SaaS bundles.
- Facilitated executive engagements with 200+ clients; reduced sales cycle time by 30% via improved discovery and qualification practices.
- President's Club awardee 6x for performance, leadership, and revenue contribution.
- Workforce Management SaaS | SMB to Mid-Market
Education
Associate of Business Administration -
College of DuPage
Skills
- Full-cycle enterprise sales
- High-stakes negotiation
- Strategic selling methodologies
- MEDDICC framework
- Challenger sales approach
- Value-based selling
- Multi-stakeholder management
- C-suite engagement
- SaaS revenue growth strategies
- Market expansion tactics
- CRM expertise
- Salesforce proficiency
- HubSpot utilization
- Pipeline forecasting techniques
- Cross-functional collaboration
- Product management
Timeline
Enterprise Sales Executive
Procore Technologies
10.2024 - Current
Enterprise Sales Executive
Billtrust
05.2024 - 10.2024
Senior Mid-Market & Enterprise Account Executive
Motive (formerly KeepTruckin)
07.2020 - 04.2024
Regional Sales Manager
Fleetmatics / Verizon Connect
05.2012 - 02.2020
Associate of Business Administration -
College of DuPage
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