Leslie Hernandez
@lesliehernandez3
Enterprise AE/AM, 10+ yrs, $4.4M+ closed, 120%+ quota. MEDDICC certified. SaaS & AI background. Remote-first. Based in Chicago.
What I'm looking for
Enterprise sales and account management leader with 10+ years of experience closing and expanding complex deals across SaaS, AI, marketplace, and workforce technology. I specialize in owning the full account lifecycle — from landing $1M+ enterprise partnerships to scaling them into long-term, multi-phase growth.
At Too Good To Go, I closed $4.4M+ against a $2M quota, including a $3M flagship deal — and drove multiple enterprise partnerships from pilot to national rollout. Before that, I managed a $3M book of business at MBO Partners with 100% retention and 20% growth, sold AI-driven solutions at Gradient AI, and built enterprise relationships at A.Team, Upwork, and CareerBuilder.
I'm MEDDICC and Value Selling Elite certified, comfortable navigating 6–18 month cycles with C-suite stakeholders across procurement, legal, finance, and product. I thrive in growth-stage environments where the product is strong and the market is still being defined.
Based in Chicago. Open to remote or hybrid roles. Targeting Enterprise AE ($260K+ OTE) or Strategic AM ($130K+) positions where I can own real accounts and drive meaningful revenue.
Experience
Work history, roles, and key accomplishments
Key Account Manager
Too Good To Go
Jan 2024 - Present (2 years 6 months)
Exceeded $2M quota at 120%+ attainment, closing $4.4M+ in enterprise deals including a $3M flagship partnership with Farmers Fridge. Owned full lifecycle enterprise SaaS sales and expansion across national retail partners, including pilot-to-national rollout and executive QBRs.
Enterprise Team Advisor
A.Team
Jan 2023 - Jan 2024 (1 year)
Owned enterprise sales and delivery against a $1M+ revenue target across Fortune 1000 accounts. Led consulting-style SOW-based engagements and managed end-to-end deal cycles from discovery through contracting and delivery execution.
Strategic Account Executive
MBO Partners
Jan 2022 - Jan 2023 (1 year)
Managed a $3M book of business across enterprise clients including Johnson & Johnson, Kellogg, Mondelez, and Northwestern Medicine. Achieved 100% retention and 20% account growth by building VP/C-level relationships and leading enterprise onboarding, adoption, QBRs, and expansion.
Managed enterprise pipeline for insurance carriers, MGAs, and reinsurers through AI-driven solution sales cycles. Closed the Badger Mutual deal by aligning underwriting and claims stakeholders around predictive analytics adoption and presenting ROI business cases demonstrating $1M+ annual impact.
Enterprise Account Executive
Upwork
Jan 2019 - Jan 2021 (2 years)
Managed enterprise account relationships with Fortune 1000 organizations across Engineering, Product, Marketing, Data, and Customer Experience functions. Identified new buying centers and expansion opportunities within existing accounts to grow wallet share and deepen platform adoption.
Senior Account Executive
CareerBuilder
Jan 2017 - Jan 2019 (2 years)
Sold HR tech SaaS subscription solutions to C-level, HR, and department director buyers across 160+ mid-market and enterprise healthcare accounts. Managed renewals, upsells, and expansion across the healthcare portfolio while driving net new revenue and maintaining retention.
Enterprise Account Executive
Comcast
Enterprise Account Executive (prior) at Comcast.
Education
Degrees, certifications, and relevant coursework
University of Illinois at Urbana-Champaign
Bachelor of Arts, Communication
Bachelor of Arts in Communication from the University of Illinois at Urbana-Champaign.
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Social media
Job categories
Skills
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