Flatfile is hiring a Technical Program Manager - Customer Success

Flatfile is looking for a Technical Program Manager - Customer Success to operate at the core of our project delivery and customer success. This is a highly strategic role where you’ll act as the primary program lead for our customers, orchestrating complex project planning, coordinating cross-functional resources, and ensuring the successful execution of data exchange solutions.

What You'll Do

• Collaborate directly with enterprise and mid-market customers and internal/external technical teams to design and deliver solutions to complex data exchange challenges
• Own project scope, timelines, and milestones—tracking progress, managing dependencies, and ensuring on-time delivery
• Build customer-facing training documentation, conduct testing, and become a Flatfile product expert
• Provide regular, clear project status updates to both the customer and internal stakeholders
• Facilitate effective communication between product, engineering, and customer-facing teams to align priorities and deliverables
• Identify and navigate organizational bottlenecks, mitigating risks and escalating issues as needed
• Maintain thorough, organized documentation of project processes, decisions, and changes
• Contribute to the continuous improvement of project management methodologies and tools, sharing best practices across the team

What We're Looking For

• Proven experience as a Program Manager, Project Manager, or similar role in a software development environment
• Experience with technical products and a strong understanding of software development processes, methodologies, and lifecycle management
• Excellent written and verbal communication skills, with the ability to articulate technical and project concepts to varied audiences
• Strong organizational skills and the ability to manage multiple priorities simultaneously
• Hands-on experience with project management tools such as Jira, Trello, Asana, or similar
• A collaborative mindset and the ability to thrive in a fast-paced, dynamic startup environment
• Strong problem-solving skills and meticulous attention to detail

Team & Environment

You will report directly to the VP of Customer Success. Our team is full of builders driven by a dual desire to make cool stuff and create tangible value. We obsess over the details, but also ground decision-making and pace in what’s in the best interest of end users.