Matthew L.

Enterprise AE | Top‑5 Global Healthcare Performer | 5× President’s Club

San Diego Metropolitan Area

About

Award‑winning Enterprise Account Executive with 10+ years driving multimillion‑dollar SaaS deals across complex healthcare organizations. Ranked a top‑5 global performer on a 100‑AE healthcare team and earned President’s Club 5 of 6 years by consistently exceeding quota (160%+ average attainment). I specialize in 6–24‑month enterprise sales cycles, C‑suite alignment, and land‑and‑expand motions that turn $200K–$500K initial deals into $1M+ ARR partnerships. My experience spans ECM, enterprise imaging, workflow automation, and ERP‑integrated solutions across California and Hawaii’s largest health systems. Known for building deep executive relationships and multithreading across clinical, operational, and IT stakeholders, I drive adoption, renewals, and long‑term expansion. I self‑source 90% of pipeline and have closed transformational $2M, $3.5M, and $4M+ ARR deals by aligning GTM strategy with health system priorities. I bring a dual lens of enterprise sales and customer success—owning not just the close, but the long‑term value.

Experience

  • Enterprise Account Executive at Tungsten Automation
    Oct 2025 - Present · 10 mos

  • Hyland (6 yrs 2 mos)
    • Senior Enterprise Account Executive | Healthcare
      Apr 2022 - Jun 2025 · 3 yrs 3 mos

      Top‑5 global performer on a 100‑AE healthcare team | President’s Club 5 of 6 years | 160%+ average attainment. Enterprise SaaS strategist with six years of success driving land-and-expand initiatives across California and Hawaii’s largest healthcare organizations. Led consultative 6–24-month sales cycles to secure net-new logos and expand existing partnerships—growing $200K–$500K ARR deals into $1M+ deployments of core ECM, enterprise imaging, and ERP-integrated solutions. Known for aligning complex software portfolios with strategic health system priorities to drive adoption, scale, and long-term value. • Consistently exceeded targets, averaging 160%+ quota attainment: - 101% in 2019 - 85% in 2020 - 280% in 2021 - 250% in 2022 - 180% in 2023 - 105% in 2024 • Closed transformational $2M, $3.5M, and $4M+ ARR deals by aligning GTM strategy with executive priorities and clinical workflows—driving adoption of ECM, enterprise imaging, and ERP-integrated solutions. • Built 3–4× pipeline—90% self-sourced—leveraging ZoomInfo, Sales Navigator, and proprietary research to unlock net-new logos and expansion opportunities across complex health systems. • Spearheaded GTM launches into previously untapped health systems across Northern and Southern California and Hawaii markets. Partnered cross-functionally with sales engineers, leadership, customer success, product, and R&D to tailor solution architecture and accelerate deal velocity. • Forged deep C-suite relationships to drive strategic alignment, shorten decision cycles, and position Hyland for multi-year growth. Simultaneously managed a multi-million-dollar renewal portfolio, negotiating extended contract terms that generated incremental revenue, protected ARR, and reinforced long-term partnerships.

    • Account Executive
      May 2019 - Apr 2022 · 3 yrs

  • Enterprise Account Executive at Salesforce
    Jul 2018 - Feb 2019 · 8 mos

    I was recruited to build out territory by sourcing new opportunities while effectively managing/expanding the most strategic financial and insurance service accounts in the Northern and Southern California market to drive business growth for this startup during the merger with Salesforce. Some notables include: ➥ Securing a major $400K deal with a SoCal bank and overachieved 210% of target within the first year. ➥ Successfully managing the entire enterprise sales process with Fortune 500 companies from lead to deal closure of both new and expansion business generating up to $1M in annual contract value. ➥ Creating and executing strategic plans to penetrate new markets and ensure continuous territory growth and profitability by cultivating and maintaining relationships with key decision-makers to maximize client retention and referrals. ➥ Generating qualified leads by presenting at tradeshows and industry events and collaborating with sales engineers and customer success managers to ensure client satisfaction.

  • Sr. Director | Enterprise Sales at Seismic Software
    Dec 2017 - Apr 2018 · 5 mos

    In this senior director position, I sourced and secured new SaaS contracts valued at $1M in annual recurring revenue (ARR) for the Southwest market while effectively managing a book of existing accounts. Some accomplishments include: ➥ Securing a solid pipeline of qualified leads which led to overachieving Q1 target by 120%. ➥ Successfully negotiating and closing sales by optimizing product presentations and leveraging a consultative selling approach to align solutions and pricing with client business needs. ➥ Maximizing product adoption/usage in partnership with product management, sales engineers, and customer success managers to define future requirements and intensify market demand.

  • Lytx Inc. ()
    • SMB Account Executive
      Jan 2015 - Jun 2017 · 2 yrs 6 mos

      In this role, I oversaw the six-month to two-year sales lifecycle of SMB mid-market SaaS and hardware sales across CA, UT, and NV, securing annual and multi-annual contracts valued at up to $200K. Some achievements include: ➥ Being quickly promoted from BDR to sales due to outstanding performance. ➥ Exceeding quarterly targets by an average of 120% for two+ consecutive years. ➥ Securing a previously unattainable deal with SpaceX, resulting in penetrating a desired market and positioning the company for future success. ➥ Being recognized as top sales performer for overachieving sales quota for 20+ consecutive months, averaging 140% attainment to quota throughout tenure. ➥ Receiving numerous awards including 2017 Presidents Circle Q1 Winner and 2016 Presidents Circle Winner all four quarters 2016, resulting in achieving 2016 Top Sales Performer for the Year.

    • Client Development Manager
      Dec 2013 - Dec 2014 · 1 yr 1 mo