What are the responsibilities and job description for the Director of Enterprise Sales position at Retained.?
Title: Senior Director of Sales (Enterprise)
Location: New York or New Jersey
Must have experience with Retained searches
About the company:
This company is a growth‑focused software engineering organization committed to employee and client success. We deliver advanced digital solutions in cloud, data & AI, and application modernization by combining top engineering with a consultative and value-driven approach.
With 27 years of experience in delivering relevant technology solutions, we’re ready to build something amazing together in Canada.
We are seeking a seasoned industry and market relevant sales leader to join us and lead our growth in Canada through new clients.
Our Vision: Creating positive impacts and making lives better, primarily in rural communities. We are driven by a purpose to help underserved populations access opportunities, improve their quality of life, and build a brighter future. This vision guides our work and inspires us to deliver meaningful changes.
Role Summary:
This is a strategic leadership role responsible for creating, shaping, and closing high‑value enterprise deals by leveraging an established network of CIOs and senior IT stakeholders.
You will bring deep expertise, insights, and credibility in one or more of the following key industries like BFSI, Healthcare, Retail and Manufacturing.
Will serve as a C‑suite‑trusted advisor, orchestrating multi‑threaded pursuits and compressing sales cycles through executive access and strategic problem framing. This role is pivotal to our growth agenda, directly influencing account selection, market penetration, and revenue acceleration.
Key Responsibilities
Deal closure & net new logo acquisition: Drive end-to-end closure of high-value deals by managing the full sales cycle, and consistently securing new enterprise logos to expand our client base.
Pipeline generation via executive networks: Activate and expand a robust CIO/CTO level network to create net‐new opportunities.
Enterprise relationship building: Establish trust with key decision-makers from different departments to move deals forward faster.
Solution shaping: Collaborate with solution engineering, delivery, and product partners to shape compelling proposals across cloud, data, AI, application modernization, and managed services.
Required Experience & Qualifications
Over 15 years of enterprise sales expertise, specializing in consultative and solution-based selling across custom software engineering, digital transformation, IT managed services, and staff augmentation, with comprehensive knowledge of the global delivery model.
Strong hunter mindset with a proven track record of acquiring new clients and closing large deals.
Strong, active network with CIO/CTOs and senior IT decision‑makers across multiple industries with proven ability to secure executive access rapidly.
Track record operating in competitive markets and winning against global service providers.
Proficiency in opportunity strategy, commercial negotiations, contracting (MSA/SOW), and enterprise procurement processes.
Desired Skills & Attributes
Influence at C‑suite: skilled at framing risk, value, and transformation narratives that resonate with technology and business leaders.
Operating speed: bias for action, disciplined cadence, and relentless follow‑through to compress cycles.
Market intelligence: reads competitive signals, identifies entry points, and adapts plays in real time.
Cultural Fit Requirements
Entrepreneurial mindset: resourceful, outcomes‑obsessed, and comfortable taking ownership from origination to close.
Accountability: owns numbers, pipeline health, and forecast accuracy.
Integrity: builds trust through transparency, honoring commitments, and championing client success.