Cresta

Engagement Manager (Professional Services Sales)

Cresta$110K — $130K *
US-AnywhereRemote in United States
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4-10 years in professional services, with 2+ years scoping and selling services engagements.
  • Proven track record in driving services attach and bookings.
  • Technical fluency to handle complex deployments, preferably in conversational AI.
  • Ability to price and negotiate service value with enterprise clients confidently.
  • Prior experience with deal desk or commercial contracting is advantageous.

Responsibilities

  • Own the end-to-end SOW process: from scoping, drafting, pricing to selling services.
  • Scope AI Agent deployments, including integration and configuration services.
  • Drive service attachments and bookings for new and existing customer deals.
  • Collaborate with Sales, Deal Desk, and Product teams for swift deal execution while maintaining profit margins.
  • Develop repeatable processes, templates, and pricing strategies for scalability.

Benefits

  • Comprehensive medical, dental, and vision coverage for employees and families.
  • Paid parental leave for new parents welcoming a child.
  • Budget for remote work setup to enhance home office productivity.
  • Monthly stipends for wellness and communication to maintain work-life balance.
  • 20 days of vacation time to encourage a healthy work-life blend.
Full Job Description
About the Role:

We're hiring our first dedicated Engagement Manager to own how Cresta scopes, prices, and sells professional services - across both our core platform and our fast-growing AI Agent product. You'll sit inside Professional Services and turn an ad-hoc, bottlenecked process into a repeatable, revenue-generating motion. This is a founding services-selling role with room to build.
Key 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.
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.

Perks & Benefits:

We offer a comprehensive and people-first benefits package to support you at work and in life:
  • Comprehensive medical, dental, and vision coverage with plans to fit you and your family
  • Paid parental leave for all new parents welcoming a new child
  • Remote work setup budget to help you create a productive home office
  • Monthly wellness and communication stipend to keep you connected and balanced
  • 20 days of vacation time to promote a healthy work-life blend

Compensation at Cresta:

Cresta's approach to compensation is simple: recognize impact, reward excellence, and invest in our people. We offer competitive, location-based pay that reflects the market and what each individual brings to the table.

Compensation for this position includes a Base salary + Variable + Equity.

Actual base salaries will be based on candidate-specific factors, including experience, skillset, and location, and local minimum pay requirements as applicable. Your recruiter can provide further details. In addition, total compensation includes a comprehensive benefits package for you and your family.

About Cresta

Cresta is a London-based technology company that specializes in artificial intelligence for the insurance industry. The company was founded in 2017 and provides AI-powered solutions for underwriting, claims, and customer service. Cresta's platform uses machine learning algorithms to analyze data and provide insights to insurers. The company has partnerships with several insurance companies including MetLife and Swiss Re. Cresta has received funding from a number of investors including Greycroft, Deepcore, and Wemind.
Learn more about Cresta
Size
50 employees
Industry
Founded
2017
5 Year Trend
+80%
Revenue
$10 million
NASDAQ

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