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CAST AI

Account Executive | Southeast | Midwest

Posted 4 Days Ago
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In-Office
Chicago, IL, USA
Expert/Leader
In-Office
Chicago, IL, USA
Expert/Leader
Enterprise Account Executive responsible for sourcing and owning pipeline, conducting opportunity assessments and value discovery, demonstrating ROI, navigating complex multi-stakeholder deals (CTO, VP Eng, FinOps), collaborating with Sales Engineering and Customer Success, maintaining CRM and forecast discipline, and closing negotiations to drive long-term customer value.
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Why Cast AI?

Cast AI is an automation platform that operates cloud-native and AI infrastructure at scale. By embedding autonomous decision-making directly into Kubernetes and cloud environments, Cast AI continuously optimizes performance, reliability, and efficiency in production.

The old way doesn't work. As Kubernetes and AI environments grow, manual decisions don’t. Cast AI replaces tickets, alerts, and manual tuning with continuous automation that adapts infrastructure as conditions change. Efficiency and cost savings follow naturally from that automation.

Over 2,100 companies already rely on Cast AI, including Akamai, BMW, Cisco, FICO, HuggingFace, NielsenIQ, Swisscom, and TGS.

Global team, diverse perspectives
We're headquartered in Miami, but our impact is international. We take a global and intentional approach to diversity. Today, Cast AI operates across 34 countries spanning Europe, North America, Latin America, and APAC, bringing a wide range of perspectives into how we build and lead. 

Unicorn momentum
In January 2026, we achieved unicorn status with a strategic investment from Pacific Alliance Ventures, the corporate venture arm of Shinsegae Group (a $50+ billion Korean conglomerate). Our valuation now exceeds $1 billion, and we're just getting started.

Join us as we build the future of autonomous infrastructure.

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

*As part of our standard hiring process, we would like to inform you that a background check may be conducted at the final stage of recruitment through our third-party provider, Checkr.
*Please note that Cast AI does not provide any form of visa sponsorship/work permit.

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