Director of Program Operations & Client Success

Overview

The Ambitious Exec is a premium executive career development platform that has spent more than 8 years helping professionals grow. The company was also recognized on the Inc. 5000 list of the fastest-growing businesses in the United States.

This position is for a Director of Program Operations & Client Success who will lead the client journey, drive program health, strengthen community engagement, manage fulfillment operations, and improve performance through data and systems. The role is best suited to someone who thrives on working closely with people, refining processes, and building with technology.

This is a 100% remote position based in the United States.

What makes this role a fit

• You enjoy working directly with clients, understanding their needs, and helping them succeed.
• You like building trust, resolving concerns, and creating a supportive community environment.
• You are energized by systems, operations, dashboards, and tools that improve how work gets done.
• You want to help shape a fast-growing company and take on increasing responsibility over time.

Key responsibilities

• Take ownership of client satisfaction, client progress, and overall program health.
• Monitor client engagement, sentiment, and progress closely and consistently.
• Identify clients who are stalled, disengaged, or falling behind, then create practical support plans.
• Collect testimonials, reviews, video feedback, and client success stories.
• Handle escalations, concerns, and service issues with speed, professionalism, and good judgment.
• Lead the client community so it remains active, valuable, and positive.
• Track program KPIs and share clear weekly and monthly performance reporting.
• Manage fulfillment-related costs, including staffing and technology spend.
• Support hiring, onboarding, supervision, and evaluation of coaches and resume writers.

Required experience and capabilities

• Background leading a client-facing program, coaching program, membership, education program, service delivery operation, or similar function.
• Strong foundation in client success, customer experience, or program management.
• Experience coordinating or managing coaches, consultants, writers, advisors, or other service professionals.
• Comfort working with backend systems, reporting dashboards, workflows, and operational technology.
• Hands-on familiarity with platforms such as Circle, Airtable, Zapier, CRM tools, helpdesk systems, or equivalent software.
• Ability to understand existing workflows and improve them, not just use the tools as-is.
• Strong analytical ability to interpret KPIs, spot trends, and turn insights into action.
• Excellent written and verbal communication skills.
• Sound judgment when handling client issues, escalations, and sensitive feedback.
• A balanced approach that combines empathy with accountability.
• High ownership and the ability to work independently with minimal direction.

Compensation and benefits

• Base salary: $105,000.
• On-target earnings: $135,000, with clearly defined OTE parameters.
• Fully remote work arrangement.
• Opportunity to lead and improve a high-impact executive program.
• Direct input into program strategy, client experience, community, systems, and operations.
• A leadership role that combines people management, technology, data, operations, and strategy.
• Chance to grow with a team that is focused on client success and company expansion.

Growth potential

As the company continues to scale, this role may expand quickly. For the right candidate, it could evolve into a Head of Operations position within 6 to 12 months.

Eligibility

This opportunity is intended for candidates in the United States who can work remotely and have experience in client-facing program leadership, operations, or client success.

Additional information

The company is looking for someone who is hungry for growth, comfortable building from scratch, and excited to help refine the operating system behind a world-class executive career program.