Olivia Costello
San Francisco,CA
Summary
Results-driven Sales Leader with 9 years of experience driving revenue growth in Commercial and Enterprise segments. Closed $1.2M in deals and achieved 137% of quota while generating $800K in new bookings and expanding key accounts. Skilled in building high-value relationships and consistently creating new opportunities in competitive markets.
Overview
9
9
years of professional experience
Work History
Commercial Account Executive
Valimail, a DigiCert Company
San Francisco, USA
06.2025 - Current
- Closed $650K in net new revenue across 5 six-figure deals, achieving 118% of quota through strategic deal execution in the commercial segment.
- Executed consultative MEDDICC sales cycles with CISOs and security leaders in US commercial segments, positioning email security and brand protection solutions
- Ranked #1 on New Logo team for self-sourced pipeline generation, producing $520K in net new pipeline through independently built opportunities
- Recognized as FY2026 Rookie of the Year for exceptional contributions during first full year on New Logo team
Strategic Account Director
pharosIQ
San Francisco, USA
05.2024 - 06.2025
- Generated $800K in net new ARR bookings in the first 6 months.
- Negotiated and closed six-figure deals by integrating multiple solutions, maximizing client investment and driving higher initial revenue.
- Acquired 8 strategic net new logos in Mid-Market (MM) and Enterprise (ENT) accounts.
- Cultivated relationships with key stakeholders, expanding deal sizes and aligning value propositions to accelerate deal closures.
- Leveraged AI-driven solutions to develop custom strategic proposals, improving customer engagement.
- Consistently developed pipeline, generating 2 to 5 net new opportunities weekly.
Director of Sales
S2W
San Francisco, USA
11.2023 - 05.2024
- Established net new pipeline in cold territory, securing 5 new customers in 2 months.
- Revamped go-to-market messaging to differentiate in a highly competitive market.
- Designed and implemented SDR strategies and cadences, ensuring successful rollout across team of 5.
- Delivered weekly forecasting and deal progression reports to the CRO and Founder, tracking through internal 'CRM & MAP.'
Account Executive
Integrate
San Francisco, USA
01.2021 - 11.2023
- Surpassed annual quota target of $1.2M, 103% to goal.
- Led 'Hunter' team to acquire new logos and upsell from software platform to media business, enhancing revenue streams.
- Accelerated net new account growth in Mid-Market and Enterprise segments.
Account Executive
TechTarget
San Francisco, USA
11.2017 - 12.2020
- Achieved 137% of annual quota in Q3 of FY 2019.
- First sales rep company-wide to reach annual quota and earn 'Presidents Club' status; led Field Account Executive team in securing net new logo subscriptions for TechTarget's flagship product, 'Priority Engine.'
Education
Bachelor of Arts - Business & Communications, Certificate in Business and Technical Communications
East Carolina University
Greenville, NC01-2016
Timeline
Commercial Account Executive
Valimail, a DigiCert Company
06.2025 - Current
Strategic Account Director
pharosIQ
05.2024 - 06.2025
Director of Sales
S2W
11.2023 - 05.2024
Account Executive
Integrate
01.2021 - 11.2023
Account Executive
TechTarget
11.2017 - 12.2020
Bachelor of Arts - Business & Communications, Certificate in Business and Technical Communications
East Carolina University