MSP, Enterprise, SaaS Sales Executive

About

Enterprise Account Executive – Enterprise SaaS | Regulated Industries

Hunter-style Enterprise Account Executive with 12+ years of experience selling enterprise SaaS, cloud, and automation solutions into regulated, complex buying environments. Proven closer of $250K-$1.5M ACV deals with consistent 120-150% quota attainment, strong outbound motion, and full-cycle ownership from first meeting through close. Experienced navigating InfoSec, legal, procurement, and executive approval while selling to CIO, CISO-adjacent, Compliance, Risk, Finance, and Operations leaders.

CAREER HIGHLIGHTS

  • $27M+ lifetime contract value influenced across SaaS and services
  • $250K-$1.5M ACV enterprise deal experience
  • Net-new logo hunter with outbound-sourced pipeline ownership
  • Full-cycle sales: prospecting → discovery → demo → InfoSec → contract → expansion

CORE SKILLS

  • Enterprise SaaS Sales MEDDIC / Challenger
  • Net-New Logo Acquisition Outbound & ABM
  • C-Suite & VP-Level Selling
  • Pipeline Creation, Forecasting & Deal Strategy
  • Value Engineering & ROI Modeling
  • RFP / RFI Leadership
  • SaaS + Services GTM Motions
  • Cloud, AI & Automation Solutions
  • Interoperability (HL7 / FHIR / APIs)
  • InfoSec, Legal & Procurement Navigation

PROFESSIONAL EXPERIENCE

Healthcare MSP/IT Company (2022-Present)
Enterprise Account Executive

  • Enterprise Account Executive selling cloud modernization, automation, interoperability, and security-adjacent SaaS solutions into healthcare and regulated enterprises
  • Closed ~$1M annually in net-new revenue, sourcing pipeline independently through outbound prospecting, ABM, and executive outreach.
  • Owned end-to-end enterprise sales cycles: outbound → discovery → solutioning → InfoSec → legal/procurement → close.
  • Sold solutions aligned to security controls, compliance readiness, cloud risk management, and audit support within AWS environments.
  • Prospected and sold to CIOs, Compliance leaders, Risk owners, IT executives, and Finance stakeholders.
  • Built ROI and value-based business cases tying automation, risk reduction, and operational efficiency to executive outcomes.
  • Partnered with solution architects and delivery teams on POCs/POVs, technical validation, and implementation planning.
  • Maintained disciplined pipeline hygiene and forecasting using MEDDIC, improving close predictability and deal velocity.
  • Supported enterprise security reviews, vendor risk questionnaires, compliance discussions, and InfoSec approval workflows as part of complex cloud and automation sales cycles.

Insurance Company (2021-2022)
GTM Strategy Consultant – Healthcare Public Sector

  • Client-facing commercial and GTM role supporting enterprise growth in highly regulated public- sector healthcare markets.
  • Supported hypergrowth expansion from 1 state to 50 states, scaling operations to 3,000+ employees.
  • Led and supported state-level RFP/RFI submissions, securing multi-million-dollar public sector contracts.
  • Engaged executive, IT, and compliance leadership on interoperability, data governance, and real-time reporting.
  • Partnered cross-functionally with engineering, clinical, and operations teams to align solution capabilities to buyer requirements.
  • Provided sales and GTM support for complex deals requiring regulatory, security, and legal review.

SaaS (2017-2021)
Senior Account Executive – Enterprise Healthcare SaaS

  • Enterprise SaaS Account Executive selling revenue cycle and automation software to hospital systems.
  • Closed $6M+ in enterprise SaaS revenue, achieving 120-140% of quota annually.
  • Sold 6-7 figure SaaS deals to CIOs, CFOs, and VP Revenue Cycle leaders.
  • Delivered $3M+ in new ARR through net-new logo acquisition and expansion.
  • Built executive-facing ROI and financial impact models supporting buying decisions.
  • Supported hospital clients in recovering $7.6M in underpayments within 7 months, reinforcing value-based selling narratives.
  • Navigated complex healthcare buying cycles involving InfoSec, compliance, legal, and procurement teams.

University (2013-2016)
Regional Sales Manager – Enterprise Education & Workforce Solutions

  • Generated $1.2M+ in annual revenue through enterprise employer partnerships.
  • Consistently exceeded quota (120%+ attainment).
  • Sold IT certification programs to corporate and healthcare employers.
  • Sold BSN and MSN nursing programs to healthcare professionals and provider organizations.
  • Built long-term enterprise partnerships focused on workforce development and upskilling.

EDUCATION

  • Master of Information Systems
  • BBA, Finance

CERTIFICATIONS

  • AWS Solutions Architect AWS Cloud Practitioner
  • AI Project Management IBM GenAI Foundations
  • Certified Scrum Master SAP Fundamentals

TECHNICAL & DOMAIN EXPERTISE

  • AWS HL7  FHIR  X12  APIs
  • Epic Cerner  eClinicalWorks
  • Revenue Cycle Management (RCM)
  • HIPAA / HITRUST
  • SQL Tableau  AI & Automation Platforms

Location

Salary

$110,000

About the Company 

Bowman Williams is a national specialized staffing firm for Cloud Service Providers and Managed Service Providers. Ranked by Forbes as one of America’s top 200 Best Staffing Firms in America, we are a good resource for candidates looking to advance their careers in the Cloud Solutions and Services industry.

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