Senior Sales Director /Digital transformation services hunter

Remote Full-time
Senior Sales Director/Digital transformation services hunter

Location: Remote

We are hiring in multiple locations including -Tri State (NY, NJ or Connecticut) AND Texas and East Coast (Baltimore, DC, Wilmington, Charlotte, Raleigh)
Compensation: $170,000–$190,000 base + OTE $300,000–$350,000 (uncapped commission)
Travel: Up to 30%

Overview

We are seeking a high-performing Senior Sales Director /Digital transformation services hunter to drive new-logo acquisition and expand our presence across priority US markets. This role is focused on selling high-value, consultative technology services to organizations that view software, data, and AI as strategic growth enablers—not just IT spend.

We are specifically seeking candidates with proven experience selling digital transformation services, including cloud modernization, AI/ML solutions, data platforms, or custom software engineering engagements. Candidates should be able to demonstrate success in originating and closing net-new enterprise deals ($500K–$1M+) delivered through a consultative, SOW-based services model

You’ll lead complex pursuits in the $500K–$1M+ range across healthcare innovators, ISVs/SaaS, high-tech, enterprise, and businesses. From AI and data platforms to cloud modernization and full-scale engineering programs, you’ll connect client transformation goals to differentiated solutions that deliver measurable business impact.

This is not a transactional sales role. We’re looking for a trusted advisor who can create urgency, map value, and influence C-suite decision-makers.

What You’ll Do
• Own the full sales cycle for net-new logo acquisition across your East Coast territory
• Target US-based organizations with $100M–$2B in annual revenue
• Build and execute territory and account strategies that generate $3M–$5M+ in annual net-new services revenue
• Engage senior stakeholders, including CIOs, CTOs, COOs, VPs of Product/Engineering, and PE operating partners
• Identify business inflection points (PE investments, leadership changes, platform modernization, AI initiatives) and convert them into actionable opportunities
• Position and sell complex, consultative offerings including AI/ML, data platforms, cloud modernization, QA automation, and software product engineering
• Apply MEDDPICC rigor to qualify deals and prioritize high-value, winnable opportunities
• Lead pursuit strategy and collaborate with solution architects and delivery leaders to develop proposals, SOWs, and contracts
• Represent the company at key client meetings, industry events, and conferences

What You Bring
• Qualifying Requirement – Digital Transformation Sales Experience We are specifically seeking candidates with proven experience selling digital transformation services, including cloud modernization, AI/ML solutions, data platforms, or custom software engineering engagements. Candidates should be able to demonstrate success in originating and closing net-new enterprise deals ($500K–$1M+) delivered through a consultative, SOW-based services model
• 10+ years of experience selling technology services or consulting (nearshore/offshore experience preferred)
• Proven success closing $500K–$1M+ services deals with mid-market and enterprise clients
• Strong industry experience or networks within healthcare, SaaS/ISVs, or high-tech
• Solid understanding of client priorities across AI, data, cloud, and digital product transformation
• Executive presence and confidence engaging with complex, multi-stakeholder buying committees
• Experience selling into or alongside private equity-backed organizations and understanding value-creation drivers
• Collaborative co-selling experience with hyperscaler or channel partners (AWS, GCP, Azure, etc.)
• A consultative, outcome-driven sales approach focused on business impact and long-term partnershipsPluses (Nice to Have, Not Required)
• Background working in or selling to private equity-backed portfolios
• Strong working knowledge of AI-driven solutions and modern data platforms
• Domain expertise and go-to-market experience in healthcare, banking, financial services, or insurance
• Demonstrated ability to articulate complex technical concepts clearly to executive audiences
• Highly articulate, composed, and credible in C-level conversations
• Experience building thought leadership and trusted-advisor status within a defined territory

Benefits & Perks
• 100% company-paid Medical, Dental, and Vision insurance
• 401(k) with generous company match
• Pre-tax FSA options
• Employer-paid Short- and Long-Term Disability
• Unlimited PTO plus paid parental leave
• Remote/hybrid flexibility
• Access to executive mentorship and long-term career growth opportunities

#IND1

Job Type: Full-time

Pay: $180,000.00 - $350,000.00 per year

Benefits:
• 401(k)
• 401(k) matching
• Dental insurance
• Flexible schedule
• Paid time off

Application Question(s):
• What experience do you have selling digital transformation services (cloud, AI, data, or software engineering services) in a net-new enterprise hunter role? Please include a specific example of a $500K+ services/SOW-based deal.

Education:
• Bachelor's (Required)

Experience:
• AI, data, cloud, and digital product transformation: 3 years (Required)
• selling digital transformation services : 3 years (Required)

Work Location: Remote

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