Founding Deployment Strategist

bareinsights; New York (NY); On-site; USD 130,000 - 200,000; Full time

Job summary

bareinsights seeks an on-site Deployment Strategist in New York to own the entire post-sales journey for mid-market and enterprise clients, from onboarding through value realization. You will build playbooks and scalable processes as the first Deployment Strategist.

You'll lead onboarding, drive adoption, and engage executives on workflows, integrations, and security. This role requires 3–6 years in customer success or similar roles at B2B SaaS.

Qualifications

• 3-6 years of experience in Customer Success, Deployment Strategy, or a similar post-sales role at a B2B SaaS company.
• Proven track record leading enterprise onboarding and customer training programs.
• Background from high-growth tech companies, top-tier tech consulting firms, or enterprise software environments.
• Strong technical fluency with product functionality, workflows, and security requirements.

Responsibilities

• Lead tailored onboarding and training programs to help customers realize value quickly.
• Own the full customer lifecycle post-sale, driving adoption, retention, and healthy product usage.
• Engage technical and business stakeholders on workflows, integrations, and security requirements.
• Track and deliver on success criteria across pilots, annual, and multi-year deals.
• Monitor account health and intervene to keep customers on track.
• Serve as the voice of the customer, surfacing insights to Product and Engineering.
• Build foundational playbooks and processes for a scalable customer success function.

Skills

Customer Success

Deployment Strategy

Enterprise Onboarding

SaaS

Stakeholder Engagement

Job description

About the Role

This is a foundational customer-facing role at a YC-backed enterprise AI startup operating in the professional services automation space. As the first Deployment Strategist, you'll own the entire post-sales journey for mid-market and enterprise clients - from onboarding through value realization - while building the playbooks and processes that define how customer success scales.

What You’ll Do

• Lead tailored onboarding and training programs to help customers realize value quickly.

• Own the full customer lifecycle post-sale, driving adoption, retention, and healthy product usage.

• Engage technical and business stakeholders - from individual contributors to C-Suite - on workflows, integrations, and security requirements.

• Track and deliver on success criteria across pilots, annual, and multi-year deals.

• Monitor account health and proactively intervene to keep customers on track.

• Serve as the voice of the customer, surfacing insights and blockers to Product and Engineering.

• Build foundational playbooks and processes for a scalable customer success function.

What We’re Looking For

• 3-6 years of experience in Customer Success, Deployment Strategy, or a similar post-sales customer-facing role at a B2B SaaS company.

• Proven track record leading enterprise onboarding and customer training programs.

• Background from high-growth tech companies, top-tier tech consulting firms, or enterprise software environments.

• Strong technical fluency - able to hold confident conversations about product functionality, workflows, and security requirements (coding not required).

• Demonstrated success driving adoption and retention for enterprise or mid-market customers.

• Comfortable engaging both technical users and senior executives with equal confidence.

• Experience building processes and success playbooks from scratch in fast-paced, ambiguous environments.

• Highly organized, proactive, and self-directed.

• Able to work on-site in New York 5-6 days per week.

Compensation & Benefits

Salary: $130,000 - $200,000 USD annually. Visa sponsorship is not available for this role.

Location

On-site in New York, NY, USA (5-6 days per week).