About the job

At Apprentice, We help finance teams automate complex, recurring workflows using AI. Customers run their processes and describe them in real time, and our platform learns the workflow and converts it into automations they can manage going forward.

We’re early: live product, paying global enterprise customers, and growing demand. Delivering value still requires hands-on work across customers, product, and delivery.

We’re hiring a Customer Success Manager to own onboarding, delivery, and growth - working directly with customers and helping shape how this function scales.

What You'll Do

Own onboarding and value delivery

Lead onboarding end-to-end for new customers and users
Work directly with finance teams to drive adoption and define use cases
Ensure automations are delivered and create measurable impact

Own execution

Break down customer workflows into clear steps, identifying edge cases and exceptions
Stay close to day-to-day usage and ensure automations work reliably in practice
Coordinate with internal teams to move delivery forward
Troubleshoot issues and remove blockers

Drive growth

Build and maintain relationships with decision makers
Identify expansion opportunities based on usage and outcomes
Support renewals and value conversations
Partner with Sales on POCs and trial conversions

Build the foundation

Document processes and turn them into repeatable playbooks
Contribute to how onboarding, adoption, and support scale

What We're Looking For

3-6 years in Customer Success, Implementation, or similar hands-on roles
Experience in early-stage startups (Series A or earlier)
Passionate about working directly with customers on processes, data, and workflows
Able to engage both business and technical stakeholders
Strong analytical mindset - able to break down workflows, identify edge cases, and ensure automations are robust (not just working in ideal scenarios)
Strong project management skills - able to scope work, prioritize, manage timelines, and drive multiple customer initiatives forward simultaneously
Problem-solver with technical curiosity; comfortable understanding systems and driving solutions forward
Clear communicator who builds credibility with decision-makers
High ownership and ability to operate without heavy structure
Ability to work in a dynamic and changing environment
Fluent English

Nice to Have

Experience with finance tools / CFO stack (ERP, payments, AP/AR, etc.)
Background in fintech, SaaS, or workflow automation
Accounting or finance background - familiarity with financial operations (AP/AR, reconciliations, payment cycles, month-end close),

What We Offer

Direct ownership and impact on customers, product, and how the function is built
Close work with founders, product, and engineering
Growth opportunities as the company scales, based on performance

Founding Customer Success Manager