Summary

Overview

Work History

Education

Skills

Volunteer Experience

Websites

Timeline

Jarrett Cummings

Vancouver,BC

Summary

Enterprise cybersecurity sales professional with over 5 years of experience at FireMon and D3 Security, achieving multimillion-dollar growth with Fortune 500 and public sector clients. Specializes in full-cycle sales, account expansion, and channel strategy for complex security solutions, including SOAR and network security. Demonstrated success in influencing C-level stakeholders and closing multi-year enterprise deals while consistently exceeding sales quotas through targeted ABX strategies and effective partner collaboration.

Overview

years of professional experience

Work History

Regional Sales Manager - Canada

FireMon LLC

, Canada

01.2024 - Current

Served as Country Manager, leading FireMon’s brand presence and strategic growth across Canada by driving new business, speaking at major cybersecurity conferences, and serving as the primary executive liaison for top national accounts
Successfully sold to some of Canada’s largest enterprise organizations across Financial Services, Oil & Gas, Utilities, Manufacturing, Telcos, Mining, and Government sectors.
Drove cross-sell and upsell initiatives within existing enterprise accounts, resulting in deeper product penetration and account growth.
Built and led strategic channel partnerships; recruited, onboarded, and enabled partners to co-sell and scale pipeline velocity.
Orchestrated field marketing efforts, including regional events and webinars, to generate pipeline and enhance brand visibility across Canadian enterprise markets.
Implemented a strategic ABX (Account-Based Experience) program targeting ICP-aligned accounts using intent data to tailor outbound messaging, optimize channel alignment, and accelerate acquisition.
Executed Mutual Action Plans (MAPs) with prospects and customers to drive alignment on value milestones and reduce deal cycle risk, significantly improving sales velocity and close predictability.
Sales Highlights:
Q3/2024 – Q1/2025: Closed 3-year, upfront contracts with a Top 15 Global 2000 Canadian enterprise, a Provincial Government, and a leading automotive manufacturer.
Q2/2025: Achieved 115% of quarterly quota.
H2/2025: Led FireMon’s Canadian sales team in strategic opportunity generation and full pipeline coverage.
FY2024: Retained and expanded ARR for FireMon’s Top 5 Canadian enterprise clients through proactive renewal strategy and executive stakeholder engagement

Regional Sales Director - Central US & Eastern Canada

D3 Security Management Systems Inc.

01.2021 - 11.2024

Successfully selling a cybersecurity solution (SOAR) to enterprise & MSSP/MDR
Direct Sales:
Responsible for driving net new business of cybersecurity solution (SOAR) within a large US & Canadian territory (16 States & 2 Provinces)
Full Sales Cycle Management - Prospecting to Signatures
Partner with marketing team & BDR team on lead generation campaigns, & in-market events
Successfully navigate complex enterprise sales cycles, with multiple stakeholders, including C-Suite, Procurement, & Cybersecurity Team.
Designed & implemented a new evaluation strategy to showcase solutions to prospective customers, while shortening sales cycles by 10%, & increasing win rates by 15%.
Channel Business:
Develop: Grow domestic & international channel business with careful selection of VAR/VADs that align with D3 Security’s strategy.
Manage: Work closely with VAR/VADs domestically & internationally to build and close pipeline.
Sales Highlights:
FY22: Top Sales Team member in organization
FY22: Reached 145% of quota. Successfully closed $1.1 Million ARR in net new business, consisting of large enterprise and MSSP/MDR clients, and grew existing customers by $350K.
FY22: First sales member to successfully sell in Middle East & African markets.
H1/23: Reached 115% of H1 Quota, including signed contract with two Fortune 100 Companies.

Senior Account Executive - North America

Top Hat

, North America

03.2020 - 12.2020

Sold to top universities & colleges across North America, with deals at institution, department, and individual educator level
Changed thoughts & ideologies of high level academics, and guided them to solutions for course delivery and online content.
Consulted Deans & Department Chairs to through COVID-19 course delivery
Sales Highlights:
Q3/2020: Reached 140% of quota.

Senior Account Executive - Canada

Leafly Canada

, Canada

05.2019 - 01.2020

Took Leafly to market in Canada, and grew footprint in the burgeoning cannabis space
Closed all new retail business nationally, and maintained a robust sales pipeline through prospecting & existing relationships
Sales Highlights:
H2/2019: Reached 125% of quota.
Successfully closed 5 nation-wide deals, accounting for 325 net new locations

Territory Manager - Toronto, ON

Molson Coors

Toronto, ON

02.2015 - 05.2019

Multi-facet role that encompassed account acquisition, account management, channel / brand marketing
Managed key accounts such as Maple Leaf Sports & Entertainment – utilized budgets to drive volume, grow share, increase product distribution, and grow volume
Created and executed large scale brand promotions in market; deepening customer loyalty with legacy brands, fostering customer loyalty with new brands, and ensuring clients ROI
Sales Highlights:
Promoted on yearly basis to more high profile territories.
FY18: Achieved the highest share growth (+5.2%) in Ontario.
FY17: Reached 147% of Quota.