Director of Commercial Success

Wellfit Technologies • Irving, TX

10d • $125,000 - $137,000 • Remote

About The Position

Wellfit is a pioneering healthcare fintech company dedicated to removing financial barriers to care. We are rebuilding how patients, providers, employers, and payors handle the cost of care. We are seeking a Director of Commercial Success to build the operating engine behind our field sales team. This role reports to our SVP of Sales & Revenue and focuses on onboarding, training, and equipping field sales representatives, as well as managing the systems and data that support a payments-centric future. This is an individual contributor role with no direct reports, and the focus is on enhancing the efficiency and effectiveness of the sales team rather than managing them or carrying a quota.

Requirements

• 10 to 12+ years of experience in sales enablement, sales operations, sales leadership, or a closely related role.
• Background in payments, fintech, or healthcare payments.
• Proven track record of building onboarding, training, and coaching programs that measurably improved sales performance.
• Hands-on CRM ownership (ideally Microsoft Dynamics or comparable), including data hygiene, pipeline reporting, and driving adoption.
• Experience implementing and embedding a modern sales methodology across a team.
• Strong command of enablement metrics (ramp time, win rate, attainment) and ability to prove program ROI.
• Excellent communication and cross-functional influence skills, particularly with senior sales leaders, product, and marketing teams.

Nice To Haves

• Prior quota-carrying experience as an AE, AM, or sales manager.
• Familiarity with the dental industry or provider-facing sales.
• Experience establishing an enablement or sales operations function from an early or unstructured state.
• Bachelor's degree in Business, Marketing, or a related field.

Responsibilities

• Build and manage the new-hire onboarding and ramp-up program for field sales representatives.
• Deliver ongoing training and skills coaching to the sales team.
• Introduce and embed a modern, consistent sales methodology.
• Own the CRM (Microsoft Dynamics) end-to-end, ensuring data hygiene, accurate pipelines, and team fluency.
• Maintain the go-to repository for sales enablement content.
• Create playbooks, talk tracks, and enablement content for selling Wellfit's payments solutions.
• Address internal obstacles to ensure the field sales team can continue selling.
• Act as a liaison between sales and product teams, conveying field feedback and bringing back product information.
• Serve as the primary contact for sales requests to the marketing team, defining scope and managing handoffs.
• Define enablement KPIs (ramp time, win rates, quota attainment) to measure program impact and refine initiatives.
• Partner operationally with sales leadership to translate strategy into team readiness, systems, and support.

Benefits

• Company Bonus: Participation in the company performance bonus program.
• Comprehensive Health Coverage: Medical, Dental, and Vision.
• Unlimited Paid Time Off: with a supportive culture that encourages you to take it.
• 401k: with up to 4% match, helping you invest in your future.
• Flexibility: a remote-friendly culture with travel as needed.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior