Managing Director, Strategic Accounts)

CAST Software•North East, NY

30d

About The Position

CAST is hiring a senior, high-impact sales leader to build and scale our Strategic Enterprise Accounts business across North America, covering Retail, Healthcare, Manufacturing, Transportation, and Industrial sectors. This is a hands-on, quota-carrying executive role for someone who thrives on creating new growth, opening doors at the highest levels, and converting complex enterprise relationships into material revenue. You will own a portfolio of named strategic enterprise accounts end-to-end: sourcing, driving, closing, and expanding large-scale opportunities. You’ll work directly with CXOs while orchestrating CAST’s ecosystem of cloud providers, GSIs, and advisory partners to deliver transformation outcomes. This role reports to the President & Managing Director of North America and offers significant executive visibility across CAST globally, with a clear path toward broader leadership responsibilities as the business scales. Compensation: Competitive executive package including base salary, variable compensation, bonuses (OTE 350-400k), and possible equity participation.

Requirements

Proven success selling Software / SaaS / Technology solutions in senior enterprise sales roles with a consultative B2B approach.
Strong understanding of application modernization, cloud modernization, and SDLC.
Experience selling into large enterprise organizations across multiple verticals (Retail, Healthcare, Manufacturing, Transportation, Industrial preferred).
Demonstrated ability to engage C-level stakeholders on strategic IT, digital transformation, and modernization initiatives.
Experience working with Tier 1 consulting firms, Big 4, GSIs, CSPs, and specialized advisory partners.
Well-established network within North American enterprise accounts and partner ecosystems.
Exceptional executive communication, negotiation, and relationship-building skills.
Highly driven, self-directed, and results-oriented—someone who makes things happen.
Comfortable operating independently while influencing across product, partners, and leadership.

Responsibilities

Owning revenue generation and account strategy across named Retail, Healthcare, Manufacturing, Transportation, and Industrial accounts.
Positioning CAST’s software intelligence platform to help customers improve development efficiency, remediate technical debt, gain command of their software estates, and accelerate modernization initiatives.
Engaging directly with C-suite, C-1, and VP-level leaders including CIOs, CTOs, Chief Digital Officers, Heads of Engineering, Architecture leaders, and Line-of-Business executives.
Driving executive-level conversations around digital transformation, platform modernization, operational resilience, and readiness for AI and Agentic AI.
Building and executing strategic account plans that create recurring software and services revenue.
Partnering closely with Tier 1 management consultancies, Big 4 firms, GSIs, cloud providers, and specialized advisory partners to influence large transformation programs.
Developing new partner relationships while expanding existing ones to generate joint pipeline and closed business.
Acting as a senior ambassador for CAST across enterprise verticals—establishing credibility, opening new markets, and positioning CAST as a strategic platform partner.
Driving deals from concept to close while maintaining strong customer satisfaction and long-term value creation.