Senior Account Executive - Midwest Region

Posted Yesterday
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Hiring Remotely in United States
Remote
Senior level
Cloud • Information Technology • Consulting • Cybersecurity
The Role
Senior Account Executive responsible for acquiring new clients, managing strategic accounts, growing recurring revenue, and identifying upsell opportunities. The role combines prospecting, relationship management, QBR leadership, account planning, forecasting, contract negotiations, and collaboration with vCIO and internal teams. Success is measured by quota attainment, new logo acquisition, revenue growth, client retention, roadmap execution, and forecast accuracy. The position requires 20% travel throughout the local territory.
Summary Generated by Built In

As a Senior Account Executive, you will hunt new logos as well as own and grow a focused set of high-value, strategic client relationships. In addition to new account acquisition, you will proactively manage accounts, drive long-term technology alignment, and identify new revenue opportunities through business conversations, strategic reviews, and close partnership with our vCIO team. This is a hybrid hunter/farmer relationship-first, growth-oriented role with a strong emphasis on planning, value delivery, and expansion. 


NOTE: 20% travel expectation. You will visit with clients onsite as needed throughout your local territory.
ROLE QUALIFICATIONS
  • 4–6 years in Sales, Account Management, Client Success, or similar client-facing role (MSP or IT services preferred).

  • Proven track record of success in achieving sales quotas, growing revenue within existing accounts and building long-term business relationships.
  • High business and technical acumen with the ability to translate technical service into business value.
  • Excellent communication, presentation, and strategic planning skills.
  • Strong familiarity with MSP tools (e.g., ConnectWise, HubSpot/Salesforce, IT Glue).
  • High energy, self-starter with internal motivation and strong drive to succeed.
  • Active rolodex of contacts a plus.

ROLE RESPONSIBILITIES
  • Develop and implement comprehensive new client development strategies to achieve sales goals and drive sustainable growth with a focus on building recurring revenue.
  • Proven track record of success in prospecting for new clients via cold calling, LinkedIn, canvassing, networking, etc.to develop pipeline from initial contact to close.
  • Serve as the primary relationship owner for a small portfolio of high-value accounts.
  • Conduct regular NFN/NFE meetings to anticipate needs, review metrics, and align goals.
  • Lead or co-lead QBRs with vCIO, with focus on roadmap alignment, client goals, and risk management.
  • Proactively identify upsell opportunities (projects, MRR, services, or products) based on client maturity and business drivers.
  • Serve as the client’s advocate across internal departments, ensuring consistent service quality.
  • Monitor client health, satisfaction, and renewal timing, initiating strategic conversations well in advance.
  • Maintain detailed account plans and forecast pipeline accurately.
  • Participate in strategic initiatives such as contract negotiations, client retention programs, or executive briefings.

Success Metrics
  • Quota attainment (MRR, professional services, upsells)
  • New logo acquisition (bookings and revenue)
  • MRR and project revenue growth
  • Client retention & satisfaction (NPS/CSAT)
  • Strategic roadmap execution
  • Forecast accuracy and account plan quality

Benefits
  • Competitive OTE (salary + commission)
  • Quarterly Bonuses
  • Progressive, flexible PTO
  • Medical/Dental/Vision/Life/Disability coverages available
  • 401k with company match
  • Career Development and Coaching
  • Fun work environment!

Skills Required

  • 4-6 years of experience in sales, account management, client success, or a similar client-facing role
  • Experience in MSP or IT services
  • Proven success achieving sales quotas
  • Experience growing revenue within existing accounts
  • Experience building long-term business relationships
  • Strong business and technical acumen with the ability to translate technical services into business value
  • Excellent communication and presentation skills
  • Strategic planning skills
  • Familiarity with MSP tools such as ConnectWise, HubSpot or Salesforce, and IT Glue
  • Self-starter with strong internal motivation and drive to succeed
  • Active rolodex of contacts
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The Company
HQ: Hartford, CT
563 Employees
Year Founded: 2016

What We Do

CompassMSP is a strategic managed IT and cybersecurity partner for small and midsized businesses. Founded in 2016, it provides cloud, security, compliance, and managed IT infrastructure services, including 24/7 monitoring, help desk, patching, SOC monitoring, co-managed IT, and industry-specific compliance support. The company helps organizations keep systems secure, stable, connected, and aligned with business priorities across regulated and professional-service sectors.

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