Castaigroupinc

Account Executive | Enterprise | North Central

Chicago, Illinois, United States; Columbus, Ohio, United States; Detroit, Michigan, United States; Indianapolis, Indiana, United States; Kansas City, Missouri, United States; Milwaukee, Wisconsin, United States; Minneapolis, Minnesota, United States; St. Louis, Missouri, United States. Posted 8 days ago

The role

You will win new logos end to end by building and sourcing your own pipeline. You will manage a large North Central US territory through prospecting, territory planning, and multi-threading across technical and financial stakeholders.

What you will do

  • Building and sourcing your own pipeline through outbound prospecting
  • Turning a large territory into a focused plan
  • Winning new logos end to end from first conversation through negotiation and close
  • Running disciplined deals including opportunity assessment and value discovery
  • Multi-threading across CTOs, VPs of Engineering, FinOps, Finance, and Procurement
  • Building business cases and ROI narratives
  • Maintaining accurate forecasting and clean CRM hygiene
  • Partnering with Sales Engineering, Customer Success, and Marketing

Required qualifications

  • Proven track record of winning new logos in B2B SaaS
  • History of hitting or beating quota
  • Demonstrated habit of owning your own pipeline generation
  • Proven experience running deals with MEDDPICC or another structured sales qualification methodology
  • History of selling technical products such as cloud infrastructure, DevOps, observability, platform engineering, or data
  • Demonstrated success navigating complex, multi-stakeholder deals
  • Strong territory planning skills
  • Appetite to learn a new product quickly and take feedback
  • Based in the US North Central region

Nice to have

  • Experience with Kubernetes, cloud cost optimization, or the cloud-native ecosystem
  • Experience selling to software-first, digital-native companies with large cloud bills
  • Time at a company with a strong sales playbook and enablement culture

Benefits

  • Flexible, remote-first global environment
  • 401(k) retirement plan with 100% company match on employee contributions up to 6% of pay after 3 months
  • UnitedHealthcare plans including medical, dental, and vision coverage
  • Equity options
  • Learning budget for professional and personal growth
  • Team-building budget and company events
  • Equipment budget

Before you apply

  • A background check may be conducted at the final stage of recruitment
  • Cast AI does not provide any form of visa sponsorship/work permit

About the company

Cast AI is an automation platform that operates cloud-native and AI infrastructure at scale. The company achieved unicorn status in January 2026.

Account Executive | Enterprise | North Central at Castaigroupinc | JobZoey