John A. Mauro
Head of Sales @ Maple AI | Building the GTM Engine for Restaurant Voice AI
Founding GTM Team · Toast (Pre-IPO) — 2× National Award Winner · 5× President's Club I help companies build sales organizations that win in markets that don't forgive mediocrity.
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Over the last decade I've led GTM growth across Vertical SaaS & AI, Payments, and FinTech, scaling revenue across SMB, Mid-Market, and Enterprise, and turning founder-led selling into repeatable, defensible growth engines. As part of Toast's founding GTM team, I helped build the playbooks that drove national expansion and multi-product monetization from the ground up. Since then I've opened new markets, rebuilt underperforming teams, re-engineered segmentation models, and restructured go-to-market motions at every stage of company growth. Two things drive everything I do: set crystal-clear expectations, and earn genuine customer trust. When a team knows exactly what great looks like and why it matters, execution becomes a competitive advantage. When customers trust you, expansion, retention, and advocacy take care of themselves. Where I specialize: GTM Strategy & Market Expansion · Scaling Teams & Leadership Development · Payments & FinTech Monetization · TAM, Segmentation, ICP & Coverage Modeling · Challenger-Informed, ROI-Centric Sales If you're rewriting how your market buys, outmaneuvering entrenched competitors, and scaling around real customer pain, that's where I do my best work.
GTM Index
- MAPLEJOB
- Head of Sales9M
Head of Sales
Maple
- PEAK RESERVATIONSJOB
- Advisor1Y 11M
Advisor
Peak Reservations
- PALLETJOB
- GTM Founding Team11M
GTM Founding Team
Pallet
- INCENTIVIOJOB
- Dir of Sales1Y 11M
Director of Sales
Incentivio
• Achieved 170% sales increase in 2023, YoY • Led a 200% team expansion through refined hiring and training processes • Identified Total Addressable Market (TAM), market segmentation, and territory planning
- TOASTJOB
- Senior Regional Mgr: Texas…2Y 7M
Senior Regional Manager: Texas & Gulf Coast
Toast
• $20+ Million in Live SW ARR, totaling $250M+ in total ACV (ARR + CCP) • Launched 10+ new markets in Texas & Gulf Coast region. • Led sales team to secure strategic partnerships with industry leaders like Resy, OpenTable, Uber Eats. • Achieved President's Club status in 2020 and 2021 with $5M+ and $6.4M+ ARR in Go Lives.
- Regional Sales Mgr: Centra…1Y
Regional Sales Manager: Central Texas
Toast
• Led Central Texas district sales team to achieve 194% booking and 241% go-live, earning Sales Leader of the Year 2019. • Ranked #1 out of 90 districts in 2019, exceeding goals with $3MM SW ARR. • Recognized as a 2019 Sales Leader President's Club member for outstanding performance at Toast.
- Principal Account Executiv…10M
Principal Account Executive, ATX
Toast
• Salesperson of the Year 2018 (260% Booking, $1.8M) • 2018 Presidentʼs Club (as IC) 260% to Quota, $1.8M in Booked ARR
- Senior Account Executive1Y 4M
Senior Account Executive
Toast
• 2017 Presidentʼs Club (as IC) 229% to Quota, $1M in Booked ARR
- Account Executive11M
Account Executive
Toast
• Joined Toast’s Founding Field Sales Team
- VIA 313 PIZZAJOB
- Investor & Managing Partner2Y 6M
Investor & Managing Partner
Via 313 Pizza
- COMCASTJOB
- Technical Sales Eng1Y 9M
Technical Sales Engineer
Comcast
- NBCUNIVERSALJOB
- Field Mktg Representative3Y 5M
Field Marketing Representative
NBCUniversal
- Job: Maple — Head of Sales · 2026-01 – present · 7 mo
- Job: Peak Reservations — Advisor · 2024-04 – 2026-03 · 1y 11mo
- Job: Pallet — GTM Founding Team · 2024-07 – 2025-06 · 11 mo
- Job: Incentivio — Director of Sales · 2022-08 – 2024-07 · 1y 11mo — • Achieved 170% sales increase in 2023, YoY • Led a 200% team expansion through refined hiring and training processes • Identified Total Addressable Market (TAM), market segmentation, and territory planning
- Job: Toast — Senior Regional Manager: Texas & Gulf Coast · 2020-01 – 2022-08 · 2y 7mo — • $20+ Million in Live SW ARR, totaling $250M+ in total ACV (ARR + CCP) • Launched 10+ new markets in Texas & Gulf Coast region. • Led sales team to secure strategic partnerships with industry leaders like Resy, OpenTable, Uber Eats. • Achieved President's Club status in 2020 and 2021 with $5M+ and $6.4M+ ARR in Go Lives.
- Job: Toast — Regional Sales Manager: Central Texas · 2019-01 – 2020-01 · 1y — • Led Central Texas district sales team to achieve 194% booking and 241% go-live, earning Sales Leader of the Year 2019. • Ranked #1 out of 90 districts in 2019, exceeding goals with $3MM SW ARR. • Recognized as a 2019 Sales Leader President's Club member for outstanding performance at Toast.
- Job: Toast — Principal Account Executive, ATX · 2018-03 – 2019-01 · 10 mo — • Salesperson of the Year 2018 (260% Booking, $1.8M) • 2018 Presidentʼs Club (as IC) 260% to Quota, $1.8M in Booked ARR
- Job: Toast — Senior Account Executive · 2016-11 – 2018-03 · 1y 4mo — • 2017 Presidentʼs Club (as IC) 229% to Quota, $1M in Booked ARR
- Job: Toast — Account Executive · 2015-12 – 2016-11 · 11 mo — • Joined Toast’s Founding Field Sales Team
- Job: Via 313 Pizza — Investor & Managing Partner · 2014-03 – 2016-09 · 2y 6mo
- Job: Comcast — Technical Sales Engineer · 2012-06 – 2014-03 · 1y 9mo
- Job: NBCUniversal — Field Marketing Representative · 2009-01 – 2012-06 · 3y 5mo
- School: University of Massachusetts Lowell — Bachelor's degree, Writing, General/ Journalism
Skills
Playbooks
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