CAST AI

Account Executive | Southeast | Midwest

CAST AI • $100K — $150K *
Chicago, IL 60629In-Person
Enterprise Technology
8 - 10 years of experience
Today
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Job Overview by Ladders

Qualifications

  • Located in Southeast or Midwest area is mandatory.
  • 10+ years of experience in enterprise-level sales roles.
  • 4+ years working with MEDDPICC or other sales methodologies.
  • Proven track record with complex deals involving high-level executives.
  • Ability to create and present business cases and ROI proposals.
  • Rigorous pipeline management skills with effective CRM use.
  • Experience in Kubernetes and cloud technologies is a strong advantage.

Responsibilities

  • Own the development and sustainability of the sales pipeline.
  • Conduct thorough Opportunity Assessments to find high-quality leads.
  • Lead Value Discovery sessions to align solutions with client needs.
  • Ensure successful Value Delivery and measure results accurately.
  • Map out and engage with key stakeholders effectively.
  • Maintain meticulous attention to detail for sales accuracy and confidence.

Benefits

  • Join a rapidly growing leader in cloud-native automation.
  • Flexible remote work environment.
  • 401(k) retirement plan with a 100% match up to 6% after 3 months.
  • Comprehensive medical, dental, and vision coverage through UnitedHealthcare.
  • Equity options available as part of your compensation.
  • Dedicated learning budget for both professional and personal development.
  • Team-building events and a budget to enhance workplace connections.
  • Equipment budget to ensure your setup meets all needs.
Full Job Description
About the role

As an Enterprise Account Executive at Cast AI, you are an entrepreneurial enterprise sales professional experienced in selling cloud SaaS in the following or adjacent industries: Cloud Infrastructure, Cloud Cost Control, Cloud Security, and DevOps tools. As we continue our rapid global expansion, we are looking for goals and people-oriented Account Executives to join the team and maximize the phenomenal market opportunity that exists for Cast AI.
Requirements:
  • Location: candidates must be based in Southeast or Midwest area.
  • Proven experience in Opportunity Assessment, Value Discovery, Value Demonstration, and Value Delivery.
  • 10+ years of experience as an Account Executive in the enterprise segment
  • 4+ years of experience working with MEDDPICC or any sales qualification methodology
  • Proven ability to navigate complex, multi-threaded deals involving CTOs, VP Engineering, and FinOps leaders simultaneously. Must be comfortable running executive business reviews, leading technical discovery, and building champions across IT, Finance, and Procurement.
  • Ability to translate complex technical products (cloud infrastructure, DevOps, platform engineering) into clear business ROI narratives. Must be adept at building business cases, ROI calculators, and executive-level proposals tailored to each account's cloud spend and engineering maturity.
  • Strong collaboration with Sales Engineering, Customer Success, and Marketing to drive deals forward. Requires rigorous pipeline hygiene - accurate forecasting and CRM discipline - with the ability to present pipeline reviews confidently to leadership.
  • Ability to identify key contacts, understand client needs, and tailor proposals to address those needs - Demonstrated success in negotiation and closing, with a commitment to long-term customer satisfaction
  • Outbound Obsession
  • Experience with Kubernetes, sales lifecycle, and Cloud space is a significant plus
  • Brings solutions, not problems - we're in build mode, so we need partners/collaborators that want to help build excellence in the Americas GTM
Responsibilities:
  • Absolute ownership to build and source sustainable pipeline coverage.
  • Conducting Opportunity Assessments to pinpoint viable, high quality opportunities.
  • Engaging in Value Discovery to align our solutions with client needs and demonstrating the unique value of our offerings effectively.
  • Ensuring Value Delivery through meticulous implementation and results measurement.
  • Map, navigate and establish key stakeholder alignment.
  • Exhibiting high attention to detail throughout the sales process to confidently close and forecast to plan.
What's in it for you?
  • Join a fast-growing company at the forefront of cloud-native automation and Kubernetes technology.
  • Enjoy a flexible, remote-first global environment.
  • 401(k) retirement plan 100% company match on employee contributions up to 6% of pay (available after 3 months of employment).
  • Access UnitedHealthcare plans including medical, dental, and vision coverage.
  • Equity options.
  • Learning budget for your professional and personal growth.
  • Team-building budget and company events to connect with your colleagues.
  • Equipment budget to ensure you have everything you need.
Hiring process
  • Screening call with Recruiter
  • Hiring Manager interview
  • 1-2 additional interviews based on the role
  • Culture Check interview with an executive

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About CAST AI

CAST is a technology corporation headquartered in New York City and in France, near Paris. The firm markets software intelligence, with a technology based on semantic analysis of software source code and components. It provides information and size measurement technology and expertise. CAST offers software, hosting and consulting services in support software analysis and measurement. The company was founded in 1990 in Paris, France, by Vincent Delaroche. Its code quality metrics are used in application development service-level agreements, and the firm offers consultation on issues having to do with development quality and security: CAST was founded in 1990 in Paris by Vincent Delaroche. In 1996 it shipped its first software product based on semantic analysis of Transact-SQL. CAST Application Intelligence Platform, was first launched in 2004, initially introducing software quality measurement. In 2017, CAST Highlight is launched as a SaaS product scanning portfolio of software to provide metrics on health, cloud migration capabilities, and Open-source license risks. Early 2019, based on the same analysis technology, the firm launched CAST Imaging, a product representing graphically source-code components of a software. In 2012, the firm announced support for the Object Management Group Automated Function Point Standard, one way of measuring application development productivity. The firm's leadership includes Bill Curtis, who developed the Capability Maturity Model at the Software Engineering Institute in the early 1990s and then the Consortium for IT Software Quality.
Learn more about CAST AI
Industry
Information Technology
* Ladders Estimates

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