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Kevin Shannon - Director of Sales in New York, NY

Kevin Shannon

Executive sales leader specializing in FinTech and Enterprise SaaS

Cal.comNew York, NY35 Years ExperienceExecutive LevelWorks On-Site

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About

Enterprise SaaS sales leader with 17+ years across fintech, healthcare, technology, Fortune 500, and SMB markets. Has led teams of up to 32, exceeded ARR quotas up to $1M, and personally drove a complex 14-month, multi-year enterprise agreement with a global financial institution by combining MEDDICC discipline, executive engagement, and deep cross-functional coordination.

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Key Strengths

  • 17+ years selling SaaS across fintech, technology, healthcare, enterprise, Fortune 500, and SMB
  • Led sales teams of 5 to 32 with SDR support
  • Owned quotas from $500K to $1M and exceeded ARR targets
  • Closed complex multi-year enterprise deal with a global financial institution over a 14-month sales cycle
  • Strong cross-functional leadership with legal, tech, marketing, GTM, and C-suite stakeholders
  • Effective at rescuing stalled deals and bringing them to close
  • Uses MEDDICC and champion-based qualification in enterprise sales
  • Hands-on AE coaching through call reviews, messaging feedback, demos, and role play
  • Balances relationship-driven selling with firm negotiation

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Experience

Director of SalesCal.com · Jan 2025 – Present
VP of Sales & Business DevelopmentRegal Sebastian · Jan 2010 – Jan 2025
VP of Business DevelopmentETNA Software · Jan 2009 – Jan 2010
Sales DirectorCapital Management LLC · Jan 1997 – Jan 2009
Sales Manager / Vice PresidentPappas Futures · Jan 1990 – Jan 1997

Awards

  • Top salesperson 8 of 12 years

Languages

English

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Connect with Kevin

Kevin already has a relationship with Reval, so a warm intro from us gets a much better response than cold outreach.

Typically responds within 24 hours

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Kevin ShannonExecutive sales leader specializing in FinTech and Enterprise SaaS