Roles
Details
Enterprise Account Executive – TicketMind
About us:

TicketMind is an AI-powered solution designed for technical support organizations. It embeds within popular ticketing systems and helps support teams diagnose and resolve complex issues faster by connecting knowledge, documentation, logs, and operational data.
Technical support is one of the largest operational costs for modern software companies, and many teams are actively exploring how AI can improve resolution times, reduce escalations, and scale support operations. TicketMind helps organizations move beyond basic chatbots toward AI systems that can actually assist with diagnosing and resolving technical issues.
TicketMind is built on the Squid AI platform and designed for companies that want to bring AI into real operational workflows across their support teams.

Role description:

We are looking for an Enterprise Account Executive for TicketMind to lead our go-to-market efforts for this product.
This is a player-coach role. You will be responsible for closing deals yourself while helping define the sales motion that will scale the business. You’ll work closely with marketing, product, and strategic partners to refine our positioning, messaging, and ideal customer profile.
Your primary buyers will be VPs of Support, Support Operations leaders, and technical support teams at mid-market and enterprise companies.
Success in this role means not only closing deals, but helping establish a repeatable process for selling TicketMind and shaping how the product evolves based on real customer needs.

WHAT YOU'LL OWN
Revenue & Deal Execution

  • Own the full sales cycle from initial conversation through close
  • Sell TicketMind to mid-market and enterprise organizations across North America
  • Navigate multi-stakeholder environments including support leadership, operations teams, and technical stakeholders
  • Work with technology and integration partners when appropriate to support deal development and customer deployments

Pipeline Development

  • Build and manage your own pipeline alongside marketing-driven demand generation and partner-sourced opportunities.
  • Develop outbound strategies to engage support leaders and support operations teams
  • Identify opportunities where TicketMind can significantly improve ticket diagnosis, resolution time, and support efficiency

Sales Motion Development

  • Help define a repeatable sales process for TicketMind, including how we work with partners across the sales cycle.
  • Work closely with product and marketing to refine messaging, positioning, and ICP
  • Translate early customer conversations into insights that shape the product and go-to-market strategy

Customer Understanding

  • Develop a deep understanding of how technical support teams diagnose and resolve issues Work with customers to understand their support workflows, tools, and operational pain points
  • Guide prospects through how TicketMind integrates into their existing systems and processes

Player-Coach Leadership

  • Help build the foundation for the TicketMind sales team
  • Document what works and what doesn’t in early deals
  • Participate in hiring and mentoring future sales team members as the business scales
Key responsibilities:
  • (See above)
Deliverables:
  • Close multiple mid-market and enterprise TicketMind deployments within the first 6-12 months
  • Establish a repeatable sales motion for the product
  • Help refine our ICP and messaging based on real customer conversations
  • Work closely with marketing, partnerships, and product to shape the next phase of growth
  • Help lay the foundation for scaling the TicketMind sales team
Qualifications:
  • 5+ years of experience in B2B SaaS sales selling to mid-market or enterprise customers
  • Proven ability to close complex deals involving multiple stakeholders
  • Experience selling products with ACVs of $50K+
  • Experience selling into support organizations or technical operations teams strongly preferred
  • Background at companies such as Atlassian, ServiceNow, Zendesk, PagerDuty, Datadog, or similar platforms is a strong plus
  • Experience working at a startup or early-stage company is required.
  • Comfortable operating in an early-stage environment where processes are still evolving
  • Excited to help shape the go-to-market motion rather than simply execute an established playbook
  • Able to collaborate closely with product, marketing, and partnerships to refine messaging and strategy.
  • Strong ability to understand operational workflows and business problems
  • Comfortable selling to leaders who care more about outcomes than underlying architecture
  • Able to translate technical capabilities into clear business value
  • Self-starter who takes ownership of deals from first conversation through close
  • Hungry to build something meaningful and help bring AI-powered support systems into real production environments
  • Comfortable navigating ambiguity and moving opportunities forward
We offer a competitive salary and benefits package, as well as the opportunity to work with a talented and driven team in a fast-paced startup environment. If you are passionate about technology and have a drive to make an impact, reach out to us!
Squid AI is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
Team
Go-to-market
Location
Remote (North America)
Job Type
Full-time