Jesse Lefferts
San Francisco Bay Area,CA
Summary
Highly accomplished sales professional with a demonstrated track record of overachieving revenue targets, averaging more than 150% of quota over the past 7+ years in technology sales. Skilled at utilizing consultative selling techniques to cultivate and manage relationships with key stakeholders in order to deeply understand their business challenges and provide tailored solutions. New territory trailblazer experienced in building the foundation for success in new markets and teams.
Overview
9
9
years of professional experience
Work History
Enterprise Account Executive
MaintainX
07.2024 - Current
- Managing 6–18-month enterprise sales cycles with Fortune 500 and Global 2000 organizations, driving multi-stakeholder alignment and executive sponsorship
- Partnering directly with senior executives and C-suite to drive alignment and sponsorship on enterprise-wide initiatives
- Leading complex sales processes including RFPs, pilots, and six-figure multi-year partnerships
- Helping shape a repeatable playbook for winning upmarket, positioning MaintainX as a partner in AI-enabled digital transformation
Named Account Executive
GONG.IO
05.2023 - 06.2025
- President's Club Winner FY '24
- Averaged 139% of quota
- Secured new business & expansion deals within marquee accounts
- Created and taught Big Deal Workshop, designed to educate Gong sellers on optimal strategies for navigating complex sales cycles. Key areas of focus included consultative selling, account mapping, discovery techniques, running proof of concepts, getting to power, and negotiation
Senior Mid-Market Account Executive
GONG.IO
02.2022 - 05.2023
- Closed largest multi-year CBU deal before being promoted to Named Accounts
Team Lead, Senior Mid-Market Account Executive - SLED
SAMSARA, INC
10.2020 - 02.2022
- Averaged 170% of quota as the #1 revenue producing Mid-Market SLED Rep across SF & ATL offices
- Generated and managed a pipeline of mid to large sized fleets within the State/Local Government and Education space
- Utilized a strategic approach to managing product trials, focusing on understanding landscape of complex operations in a previously unsold market
- Performed new client acquisition and nurtured existing customer relationships to drive upsell & cross-sell opportunities
- Https://www.samsara.com
Senior Mid-Market Account Executive - SLED (Founding member)
SAMSARA, INC
01.2020 - 10.2020
- Founding member of SLED (State, Local Government, and Education) Mid-Market team at Samsara
- Helped develop the blueprint for winning Samsara deals in the Public Sector through cross-functional collaboration with sales, marketing & product
- Promoted to Team Lead after 10 months as top MM SLED AE nation-wide
Senior Mid-Market Account Executive - SLED (Founding member)
SAMSARA, INC
01.2020 - 10.2020
- Founding member of SLED (State, Local Government, and Education) Mid-Market team at Samsara
- Helped develop the blueprint for winning Samsara deals in the Public Sector through cross-functional collaboration with sales, marketing & product
- Promoted to Team Lead after 10 months as top MM SLED AE nation-wide
Team Lead, Account Executive - Canada
SAMSARA, INC
09.2019 - 01.2020
- Averaged 160% of quota as the #1 revenue producing Commercial Canada Rep across SF & ATL offices
- Focused on creating urgency through understanding of business pain points to drive timeline and close within monthly sales goals
- Https://www.samsara.com
Account Executive - Canada (First Canada rep)
SAMSARA, INC
01.2019 - 09.2019
- First Canada dedicated AE at Samsara - helped scale team from 1 (myself) to over 20 reps
- Worked closely with sales leadership, marketing & product team to build the playbook for selling Samsara's products into the Canadian market
- Promoted to Team Lead after 7 months as top producer in role
Mid-Market Account Executive, National Sales
YELP, INC
07.2018 - 01.2019
- Managed pipeline of multiple-site regional and national enterprises across varying industries
- Developed understanding of client’s business objectives to develop digital advertising strategies and solutions, while staying abreast of current trends and industry challenges across verticals
Senior Local Client Partner
YELP, INC
02.2018 - 07.2018
- Averaged 200% of Quota
- Built relationships with current Yelp clients to ensure their success in our advertising programs while increasing wallet share through cross-sell / upsell using an ROI and data-driven approach
Senior Account Executive
YELP, INC
02.2017 - 02.2018
- Averaged 240% of Quota
- Top 0.1% of Account Executives in Organization for Q1 of 2018
- Used a consultative, educational, and strategic approach to successfully selling advertising through a high volume of cold calls to diverse small business owners
- Https://www.yelp.com
Education
Bachelor of Arts - Business & Economics, Media Studies
University of Oregon
Communications & Journalism - GEO International Study Abroad
University of London
01.2016
Timeline
Enterprise Account Executive
MaintainX
07.2024 - Current
Named Account Executive
GONG.IO
05.2023 - 06.2025
Senior Mid-Market Account Executive
GONG.IO
02.2022 - 05.2023
Team Lead, Senior Mid-Market Account Executive - SLED
SAMSARA, INC
10.2020 - 02.2022
Senior Mid-Market Account Executive - SLED (Founding member)
SAMSARA, INC
01.2020 - 10.2020
Senior Mid-Market Account Executive - SLED (Founding member)
SAMSARA, INC
01.2020 - 10.2020
Team Lead, Account Executive - Canada
SAMSARA, INC
09.2019 - 01.2020
Account Executive - Canada (First Canada rep)
SAMSARA, INC
01.2019 - 09.2019
Mid-Market Account Executive, National Sales
YELP, INC
07.2018 - 01.2019
Senior Local Client Partner
YELP, INC
02.2018 - 07.2018
Senior Account Executive
YELP, INC
02.2017 - 02.2018
Communications & Journalism - GEO International Study Abroad
University of London
Bachelor of Arts - Business & Economics, Media Studies
University of Oregon
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