JAY JAMES
Toronto,Canada
Summary
Results-driven Enterprise Account Executive with over 10 years in revenue growth through complex B2B SaaS sales in FinTech, payments, AR automation, and accounting. Experienced in managing lengthy, multistakeholder sales cycles with C-level executives in $100M revenue organizations. Skilled in leading executive discovery, driving value-based discussions, and overseeing the revenue lifecycle.
Overview
14
14
years of professional experience
Work History
Enterprise Account Executive
Gaviti
Toronto, Canada
05.2025 - Current
- Achieved 127% quota attainment in FY25, closing $1.32M in net new enterprise revenue
- Own full-cycle enterprise sales motions for an accounts receivable automation platform supporting finance teams at organizations generating $100M in annual revenue
- Deal cycles involve multi-stakeholder buying groups and six-figure contract values, often within ERP-heavy finance environments
- End-to-end ownership of enterprise sales cycles, from executive discovery and tailored demos through proposal, negotiation, and close
- CFO-, Controller-, and Finance Director-level conversations focus on accelerating cash flow, improving collections visibility, and strengthening AR performance
- Built pipeline through balanced mix of inbound demand and self-sourced outbound targeting high-value accounts across North America, enhancing revenue potential.
- Pipeline performance is forecasted and managed closely, with consistent overachievement against monthly and quarterly revenue goals
- Blended consultative selling with finance-domain depth, enabling clients to achieve DSO reduction and enhance collections productivity, directly contributing to Gaviti's North American growth.
Senior Account Manager
Sage
Toronto, Canada
08.2024 - 05.2025
- Surpassed quota by 107% within three months, maintaining performance between 115-125%
- Led renewal and commercial discussions to prioritize long-term account growth over transactional selling
- Identified expansion opportunities by aligning multi-product adoption with customer operational and reporting needs
- Supported enterprise and upper mid-market customers in implementing Sage 50, Sage 100, Sage Business Cloud Accounting, AutoEntry, and GoProposal
- Executive discovery sessions focused on finance operations, reporting accuracy, compliance requirements, and close-cycle efficiency
Enterprise Account Manager
Intuit
Toronto, Canada
10.2022 - 04.2024
- Consistently ranked among top performers, including 161% year-over-year quota attainment and multiple quarters exceeding 170%
- Managed account ownership from prospecting to onboarding and renewal, driving steady expansion within existing customers
- Full-cycle sales responsibility for QuickBooks Online and related SaaS solutions
- Facilitated pipeline progression through detailed discovery and structured business cases focused on finance outcomes
- Engaged with finance, operations, and executive stakeholders throughout buying processes to align solutions with business needs
Senior Account Executive
Metaii
Toronto, Canada
10.2020 - 08.2023
- Closed six-figure SaaS deals with enterprise telecom and retail organizations, driving revenue growth.
- Managed end-to-end sales cycles from prospecting through close, ensuring alignment with client needs.
- Executive demos and QBRs aligned platform capabilities to broader business objectives
- Coordinated cross-functional teams to facilitate successful implementation and drive account growth.
Corporate Account Manager
Equinox
Toronto, Canada
01.2018 - 03.2020
- Cultivated corporate accounts through strategic prospecting and relationship management.
- Designed onboarding strategies to enhance growth and retention.
- Delivered customized wellness programs to drive employee engagement and performance.
Enterprise Account Executive
Western Union Business Solutions
Toronto, Canada
01.2016 - 01.2018
- Managed mid-market and large enterprise clients across FX, payments, and cash-management solutions
- Navigated customer organizations to establish success criteria and delivery expectations.
- Facilitated contract expansions and renewals while enhancing onboarding and adoption efforts.
- Built strategic relationships with finance stakeholders to drive long-term account value.
Financial Advisor
Scotiabank
Toronto, Canada
04.2012 - 01.2016
- Surpassed sales targets by conducting consultative advisory conversations that identified and addressed client financial goals.
- Customized financial strategies by collaborating with internal specialists in taxation, insurance, and estate planning to meet diverse client needs.
- Cultivated long-term client relationships in personal finance and investment planning to enhance client satisfaction and retention.
Education
Bachelor of Computer Information Technology -
University of Ontario Institute of Technology
Oshawa, ON06-2015
Skills
- Sales technology stacks
- Pipeline data analytics
- AI revenue integration
- SaaS change management
- Cloud SaaS platforms
- FinTech software expertise
- Data-driven decision making
- Executive reporting
- Strategic territory planning
- Stakeholder relationship management
- Stakeholder coaching
- Budget management
- API SaaS integrations
- Workflow automation
- Analytics tools expertise
- Office Software and Productivity Suites – Advanced Excel, PowerPoint, Google Workspace
Timeline
Enterprise Account Executive
Gaviti
05.2025 - Current
Senior Account Manager
Sage
08.2024 - 05.2025
Enterprise Account Manager
Intuit
10.2022 - 04.2024
Senior Account Executive
Metaii
10.2020 - 08.2023
Corporate Account Manager
Equinox
01.2018 - 03.2020
Enterprise Account Executive
Western Union Business Solutions
01.2016 - 01.2018
Financial Advisor
Scotiabank
04.2012 - 01.2016
Bachelor of Computer Information Technology -
University of Ontario Institute of Technology