Roger Benson

Roger Benson

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Sales Leader @ Vanta | Scaling B2B SaaS Revenue
United States

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Jobs verified_user 0% verified
  • Vanta
    Head of Sales, Early & Growth Stage Startups
    Vanta
    Feb 2025 - Current (1 year 7 months)
    Leading Vanta's go-to-market for Early and Growth Stage companies - helping scaling businesses turn security and compliance into an engine for growth. What that looks like day to day: Building and developing sales leaders and teams that guide customers from first-time compliance to mature, continuously monitored security programs. Connecting Vanta's Trust Management Platform to the priorities that matter most to executives - revenue acceleration, operational efficiency, and risk mitigation. Scaling hiring, enablement, and performance frameworks that sustain high-velocity growth across both transactional and consultative sales motions. Partnering with executive leadership and cross-functional teams on positioning, segmentation strategy,
  • Sinch
    SVP, Head of Sales - Email
    Sinch
    Mar 2023 - Feb 2025 (2 years)
    Led pre- and post-sales for Sinch’s Email product suite, a ~$150M ARR business unit with consistent year-over-year growth and strong operating margins. Owned revenue execution across the full customer lifecycle, partnering with Sales, Solutions Engineering, Product, and Customer Success to land and expand large, complex enterprise relationships while maintaining a disciplined, profitable growth motion. Key impact: Supported sustained growth of a $150M ARR business with enterprise-grade customers and high delivery expectations Closed multiple 7-figure, email-only enterprise deals, including Cordial, Uber, and Epic Health, among the largest and most strategic email wins in company history Helped position Email as a standalone, mission-cr
  • Kandji
    VP, Commercial & Enterprise
    Kandji
    May 2022 - Mar 2023 (11 months)
    The Apple Device Management and Security Platform Led all North American Enterprise and Commercial sales during a period of rapid growth and operational change. Owned a multi-layer org spanning Enterprise, Commercial, and SDR teams, with responsibility for revenue execution, talent development, and GTM rigor across the region. Team scale included 3 Directors, 9 Managers, 6 Enterprise AEs, ~50 Commercial AEs, and ~20 SDRs. Key impact: Drove ~$2M in net new ARR per month across Enterprise and Commercial segments Scaled average contract values to ~$15K, with enterprise deals up to $160K ARR ($320K TCV) Partnered with the executive team to refine GTM strategy, operating cadence, and systems with a clear path toward $100M+ in ARR Built an
  • SuperQuickQuestion
    GTM Advisor
    SuperQuickQuestion
    Mar 2022 - Current (4 years 6 months)
    Give your fans 60 seconds of magic. Genuine engagement. Memorable moments. All in a minute.
  • California Innovation Fund
    Limited Partner
    California Innovation Fund
    Dec 2021 - Current (4 years 9 months)
    The California Innovation Fund powers a cycle of education, innovation, and entrepreneurship to make VC more equitable and create impactful positive change.
  • Fast
    VP, Growth & Mid Market
    Fast
    Apr 2021 - May 2022 (1 year 2 months)
    1-click checkout without passwords - anywhere. -Tasked with moving an existing team upmarket through strategic hiring and intensive sales development in order to target mid-cap and lower-enterprise accounts <$100m -Worked cross-functionally with sales ops and strategy teams to develop ideal customer profiles and deploy regional territories to maximize coverage -Increased average size of merchants closed won from <$100k annual online GMV to more than $25m -Consistently executed new business on a monthly basis providing ground cover while our upper-enterprise and strategic sales cycles progressed -Successfully onboarded more than 200 net new Growth-sized merchants adding more than $500m in committed GMV to Fast -Singularly recognized amongs
  • Fast
    VP, SMB
    Fast
    Dec 2020 - Mar 2021 (4 months)
    -Hired to build and scale a high-velocity outbound sales team to target small and medium sized business operating at <$1m annual online GMV -Aggressively expanded headcount from 4 to 16 AEs while accelerating per rep productivity and overall team output -Successfully onboarded and activated more than 1000 new SMB merchants with Fast Checkout in just 4 months
  • Yelp
    Division VP, Mid Market & Emerging Enterprise
    Yelp
    Jul 2018 - Dec 2020 (2 years 6 months)
    Yelp connects people with great local businesses. -Responsible for leading Mid-Market & Emerging Enterprise Sales @ Yelp: serving primarily regional and small national businesses across multiple verticals - a highly performant team including an RVP, 3 RDs, 12 Managers and 150+ ICs in sales and account management across the country -Successfully accelerated growth on historically slow-moving revenue line – scaled aggressively to $79m ARR -Delivered consistent growth Q/Q every quarter for more than 2 years -More than doubled AOV from $24k to $50k by redesigning account assignment/distribution strategies using a combination of 3rd party data and internal AI/ML models to identify top opportunities -Improved retention, reduced setup errors, and
  • Yelp
    Regional VP, Enterprise
    Yelp
    Jul 2017 - Jun 2018 (1 year)
    -Responsible for Enterprise & Mid-Market sales in the Eastern US region -Oversaw all acquisition sales and account expansion with a dotted line to regional customer success and revenue operations -Owned a direct reporting relationship with the senior-most AEs in the region including the top earning sales rep in the company ($1m+ gross commissions in FY'17 -- notable clients include Staples, Subway and Target) -Drove consistent growth in-region including consecutive quarters as the top-performing region in the org (1Q18->2Q18)
  • Yelp
    Director, SMB
    Yelp
    Jan 2014 - Jul 2017 (3 years 7 months)
    -Responsible for an organization of 12 local sales teams with a headcount of 140+ -Developed a daily repeatable management playbook deployed org-wide -Goaled at $30m+ in annual booked revenue -FY2016: achieved 127% of assigned quota -FY2015: achieved 105% of assigned quota -FY2014: achieved 107% of assigned quota -Presidents Club Attendee 2015, 2016, 2017 -Highly sought after for mentoring and career development coaching
  • Yelp
    Senior Manager, Sales
    Yelp
    Oct 2011 - Dec 2013 (2 years 3 months)
    -Responsible for leading a team of 12 local AEs carrying a monthly quota of ~$300k in booked revenue -Closely managed sales activities to acquire new accounts and exceed targets -Barged 4+ hours of sales calls daily to assist in capturing revenue opportunities -Charged with recruiting, hiring and training all acquisition sellers in NY -FY2013: achieved 117% of assigned quota -FY2012: achieved 116% of assigned quota -Presidents Club Attendee 2012, 2013
  • Yelp
    Account Executive, Local Sales
    Yelp
    Jan 2010 - Sep 2011 (1 year 9 months)
    -An entry-level, high-output, cold call sales job focused on hyper-local SMB -Tasked to aggressively grow customer base and increase penetration into high-value market segments by exceeding monthly $20k quota targets -Worked across all verticals and in several key local regions (East Harlem, Williamsburg and Jersey City) -Presidents Club Attendee 2011
  • Lehman Brothers
    Valuations/Operations Analyst
    Lehman Brothers
    Oct 2007 - Oct 2008 (1 year 1 month)
  • The Bank of New York Mellon
    Senior Programmer/Analyst
    The Bank of New York Mellon
Education verified_user 0% verified
  • Binghamton University
    B.A, Political Science
    Binghamton University
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