Remote Enterprise Services Sales Lead (AI Deployments)

Cresta; Northern (KY); Hybrid; USD 120,000 - 180,000; Full time

Benefits offered by this job

Medical, dental, vision

Parental leave

Remote work setup budget

Wellness stipend

20 days vacation

Job summary

Cresta is hiring its first dedicated Engagement Manager to own how we scope, price, and sell professional services—across both our core platform and our AI Agent product. You’ll sit inside Professional Services to transform an ad-hoc, bottlenecked process into a repeatable, revenue-generating motion.

You will scope engagements end-to-end, draft SOWs, price services, and sell to enterprise customers, partnering with Sales, Deal Desk, and Product to move deals fast while preserving delivery

Qualifications

• 4-10 yrs in professional services, with 2+ yrs scoping and selling services engagements (PS Sales / Engagement Manager / Services Sales).
• Track record of driving services attach and bookings — not just processing paperwork.
• Technical fluency to scope complex deployments; conversational AI / contact-center AI experience strongly preferred.
• Comfortable pricing and defending services value directly with enterprise customers.
• Deal desk or commercial-contracting exposure a plus.

Responsibilities

• Own the SOW process end-to-end: scope engagements, draft SOWs, price services, and sell them to enterprise customers.
• Scope AI Agent deployments (conversational design, integration, outcome configuration) as well as core-platform services.
• Drive services attach and bookings on new and expansion deals.
• Partner with Sales, Deal Desk, and Product to move deals fast without sacrificing delivery margin.
• Build the repeatable process, templates, and pricing logic that let this function scale.

Skills

PS Sales

Deal Desk

Technical fluency

Pricing skills

Enterprise selling

Job description

Cresta is hiring its first dedicated Engagement Manager to own how we scope, price, and sell professional services—across both our core platform and our AI Agent product. You’ll sit inside Professional Services to transform an ad-hoc, bottlenecked process into a repeatable, revenue-generating motion.

You will scope engagements end-to-end, draft SOWs, price services, and sell to enterprise customers, partnering with Sales, Deal Desk, and Product to move deals fast while preserving delivery