Enterprise Account Executive

Cayosoft, Inc.•Westerville, OH
•$125,000 - $140,000

About The Position

ABOUT CAYOSOFT Built for the Moment when security, continuity, and confidence can't wait, Cayosoft delivers instant recovery, continuous monitoring, and automated management of hybrid Microsoft environments. Purpose-built for Active Directory, Entra ID, and Microsoft 365, Cayosoft unifies management, protection, and resilience, helping organizations remain efficient during routine operations and unstoppable during critical moments. ROLE OVERVIEW As a New Business Enterprise Account Executive, you’ll be responsible for driving net-new revenue by selling Cayosoft’s solutions into large enterprise accounts (2,500+ seats). You’ll own the full sales cycle—from prospecting and outbound engagement to demo, negotiation, and close—while also leveraging channel partners and the Microsoft ecosystem to accelerate growth.

Requirements

  • 7+ years of quota-carrying experience in enterprise software sales
  • Proven success in new business development and prospecting-heavy roles
  • Experience selling into IT, InfoSec, or Compliance teams at organizations with 2,500+ users
  • Experience working with channel partners, VARs, or the Microsoft Partner Network
  • Strong understanding of solution selling, value-based selling, and MEDDIC/BANT/Challenger methodologies
  • Self-starter with a growth mindset, high EQ, and strong executive presence

Nice To Haves

  • Background in identity management, security, or compliance software is a strong plus
  • Experience selling Microsoft infrastructure, Active Directory, Entra ID, Microsoft 365, identity security, backup/recovery, or cyber resilience solutions is a big plus.

Responsibilities

  • Own and exceed a new business quota in assigned territory or vertical
  • Drive outbound prospecting efforts to identify and engage new enterprise accounts
  • Build and manage a robust pipeline of net-new opportunities
  • Conduct discovery calls, product demos, and technical deep-dives with IT and security stakeholders
  • Collaborate with channel partners, Microsoft sellers, and internal teams to co-sell and expand reach
  • Navigate complex sales cycles involving multiple stakeholders and long decision timelines
  • Maintain accurate forecasting and pipeline management in CRM (e.g., Salesforce)

Benefits

  • We believe in building a diverse, respectful, and supportive environment where people can do their best work and grow their careers.
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