Senior Account Executive - Midwest Region

CompassMSP•,

4d•Hybrid

About The Position

The Senior Account Executive hunts for new clients and owns and grows a focused portfolio of high-value strategic accounts. This hybrid hunter-farmer, relationship-first role emphasizes planning, value delivery, account expansion, long-term technology alignment, and recurring revenue growth. The account executive identifies new revenue opportunities through business conversations, strategic reviews, and close partnership with the vCIO team. The role has an expected 20% travel commitment, with onsite client visits as needed throughout the local territory. Success is measured by quota attainment across MRR, professional services, and upsells; new-logo bookings and revenue; MRR and project revenue growth; client retention and satisfaction; strategic roadmap execution; and forecast accuracy and account plan quality.

Requirements

4–6 years of experience in sales, account management, client success, or a similar client-facing role; MSP or IT services experience is preferred.
Proven success achieving sales quotas, growing revenue in existing accounts, and building long-term business relationships.
Strong business and technical acumen, with the ability to translate technical services into business value.
Excellent communication, presentation, and strategic planning skills.
Strong familiarity with MSP tools such as ConnectWise, HubSpot or Salesforce, and IT Glue.
High energy, self-starter with internal motivation and a strong drive to succeed.

Nice To Haves

MSP or IT services experience.
An active rolodex of contacts.

Responsibilities

Develop and implement new-client development strategies to achieve sales goals and sustainable growth, with a focus on recurring revenue.
Prospect for new clients through cold calling, LinkedIn, canvassing, networking, and other methods, developing opportunities from initial contact through 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 the vCIO, focusing on roadmap alignment, client goals, and risk management.
Identify upsell opportunities involving projects, MRR, services, or products based on client maturity and business drivers.
Advocate for clients across internal departments and help ensure consistent service quality.
Monitor client health, satisfaction, and renewal timing, and initiate strategic conversations well in advance.
Maintain detailed account plans and accurately forecast pipeline.
Participate in strategic initiatives such as contract negotiations, client retention programs, and executive briefings.