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Rich Saylor

Rich Saylor

10+ Year Sales Professional

Talent
Portland, City of Portland, CumberlandMember since February 3, 2025
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About

A results-driven sales executive with a track record of exceeding quotas at companies like Shopify, Klaviyo, and Sprout Social. Throughout my career, I've consistently achieved remarkable results, including closing Klaviyo's largest-ever deal and maintaining top performance metrics across organizations. Passionate about developing team members, I've successfully mentored BDRs to AE roles while also serving as a leader in organizations like Habitat for Humanity and Toastmasters.

Experience

  • Currently responsible for B2B and retail sales at Shopify, ranking as top performer in Q3 2024 cohort with 75% close rate
  • Co-founded ScaleU, a tech recruiting agency, closing deals with Fortune 500 and venture-backed startups
  • Drove record-breaking results at Klaviyo, achieving 270% of quota and closing company's largest deal ($4M+ ARR)
  • Led enterprise sales at Sprout Social, achieving 137% of quota within three months in Fortune 1000 segment
  • Began career at Brightcove, earning multiple awards including President's Club and consistently exceeding quotas by 125%+

Education

Syracuse University, Bachelor's Degree, 2015. Graduated cum laude.

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