Drew Darman

Enterprise GTM Leader | Operator | Advisor | 2x Girl Dad

New York City Metropolitan Area

About

Revenue Leader | Enterprise SaaS | Scaling from $100M → $300M ARR I’ve spent the last decade building and scaling enterprise revenue organizations at high-growth SaaS companies, operating at the exact inflection point where strong product-market fit needs a repeatable enterprise motion. At Salesloft, I’ve led Enterprise & Strategic teams during the company’s expansion from ~$100M to $300M+ ARR, driving double digit growth in North America and significantly increasing multi-year contract value and ASP. Prior to that at Yext, I lead a $30M book of business within financial services, consistently delivering growth across complex, highly regulated, multi-stakeholder environments. What I do best: Build enterprise sales motions from the ground up Turn product pull / PLG into predictable, scalable revenue Close and expand large, strategic, multi-year deals Develop high-performing teams with strong operating rigor (forecasting, deal inspection, pipeline discipline) I’m particularly energized by AI-native SaaS companies at an inflection point—where category creation meets enterprise execution. Outside of work: I’m a coach, a “girl dad,” and spend most of my time around softball fields, on the mountain, or at the lake with my family.

Experience

  • VP, Strategic Sales - North America at Birdeye
    Mar 2026 - Present · 5 mos

  • Full-time parenting at Career Break
    Apr 2025 - Mar 2026 · 1 yr

    • Full-time parent “Girl Dad”- Prioritize being present • Led and coached youth softball teams (10U/12U) — built culture, accountability, & performance • Focused on personal & professional development • Served as an advisor to investors on enterprise SaaS GTM, strategy, & growth decisions

  • Regional Vice President, Financial Services at Salesloft
    Oct 2021 - Apr 2025 · 3 yrs 7 mos

    • Led Enterprise segment contributing to company growth from $100M to $300M ARR. • Built and scaled a 9-person sales team across the Central region, personally recruiting top talent and establishing a disciplined operating cadence to drive predictable growth. • Increased multi-year expansion revenue by 50%+. • Improved forecast accuracy to +/-10%.

  • Yext ()
    • Regional Vice President, Financial Services
      Apr 2021 - Oct 2021 · 7 mos

      • Owned full revenue responsibility for a $30M ARR Financial Services vertical across F500 accounts. • Partnered cross-functionally with product, legal, compliance in complex enterprise cycles. • Negotiated multi-year agreements across highly regulated environments. • Directed a high-impact regional team of 6 direct / 2 overlay resources, driving cross-functional alignment between sales and operations.

    • Enterprise Sales Director, Financial Services
      Oct 2016 - Mar 2021 · 4 yrs 6 mos

      • Responsible for closing the largest new business deal in the financial services segment for FY21 — $2.2M ARR / $6.6M TCV. • Maintained a 3.5× pipeline coverage through strategic self-sourced prospecting and disciplined territory planning. • Recognized as a 3× President’s Club Winner for exceptional sales performance and consistent overachievement.

  • Enterprise Sales at Dun & Bradstreet
    Mar 2011 - Oct 2016 · 5 yrs 8 mos

    • 4× President’s Club Winner, ranking in the top 1% of North American individual contributors. • Delivered 19 consecutive quarters of exceeding targets, reflecting sustained execution excellence and disciplined sales performance.