Director of Commercial Success

Wellfit Technologies

$125K — $137K *
Finance & Insurance
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10 to 12+ years of experience in sales enablement, operations, or leadership role
  • Background in payments, fintech, or healthcare payments
  • Proven experience building effective onboarding, training, and coaching programs
  • Hands-on ownership of CRM systems, preferably Microsoft Dynamics
  • Strong knowledge of enablement metrics like ramp time and win rates
  • Excellent cross-functional communication skills, particularly with senior stakeholders

Responsibilities

  • Develop and manage a new-hire training program for field sales representatives
  • Deliver ongoing training and coaching to enhance team performance
  • Introduce a coherent sales methodology across the sales team
  • Take full ownership of CRM operations to maintain data accuracy
  • Maintain a centralized knowledge base for sales enablement resources
  • Create playbooks and content to support sales efforts in new verticals
  • Facilitate communication between sales, product, and marketing to optimize workflows
  • Define and track key performance indicators for enablement initiatives

Benefits

  • Participation in the company performance bonus program
  • Comprehensive medical, dental, and vision coverage
  • Unlimited paid time off to promote work-life balance
  • 401(k) plan with up to 4% matching contribution
  • Remote-friendly work culture with necessary travel opportunities
Full Job Description
We9re hiring a Director of Commercial Success to build the operating engine behind our field sales team. Reporting to our SVP of Sales & Revenue, you9ll own how field sales representatives are onboarded, trained, and equipped, plus the systems and data that keep the motion running as Wellfit shifts toward a payments-centric future. This is an individual contributor role with no direct reports. You won9t carry a quota and you won9t manage the field sales team; you9ll make them faster, sharper, and less blocked. What You9ll Own: b7 Onboarding and ramp: Build and run the new-hire program for field sales representatives from the ground up, then maintain it as the team grows. b7 Training and coaching: Deliver ongoing training and skills coaching that lifts the whole team, as a trusted advisor and advocate rather than a manager. Performance management stays with sales leadership. b7 Sales methodology: Introduce and embed a modern, consistent sales methodology so the team sells the same disciplined way, working through sales leadership to make it stick. b7 CRM ownership: Own the CRM, Microsoft Dynamics today, end to end. Keep the data clean, the pipelines accurate, and the team fluent in using it. You surface and report on pipeline health upward; you are not accountable for the numbers themselves. b7 Single source of truth: Own and maintain the go-to home for sales enablement content, currently spread across Ignite and elsewhere, so the field always knows where to look. b7 Playbooks and content: Create the playbooks, talk tracks, and enablement content that turn our payments story into closed deals across dental, medical, and new verticals. b7 Clearing the path: Put out fires internally so the field keeps selling. When a representative hits an obstacle, you navigate the internal teams and get it unstuck. b7 Liaison to product: Serve as the connective tissue between sales and product, carrying field signal into the roadmap conversation and bringing answers back. b7 Liaison to marketing: Be the front door for sales requests into marketing. Intake them, decision them, and hand off a clear scope of work rather than letting every request land on marketing directly. b7 Measurement: Define the enablement KPIs, ramp time, win rates, quota attainment, and use them to prove impact and refine every program. b7 Operational partnership: Act as the operational right hand to sales leadership, translating sales strategy into the readiness, systems, and support the team needs to execute it. What Success Looks Like: b7 New field sales representatives ramp faster and hit quota sooner than they do today. b7 A consistent, repeatable sales motion replaces ad-hoc, individual selling. b7 Sales, product, and marketing move through one clear channel instead of ad-hoc requests in every direction. b7 CRM data is clean and trusted, and pipeline reporting is something leadership can act on. b7 The team can confidently sell Wellfit9s payments solutions into new verticals: dermatology, med spa, veterinary. b7 Enablement is measured and trusted as a driver of revenue, not a cost center. Who Thrives Here: b7 An operator first. Exceptionally organized, buttoned up, and comfortable owning the details most salespeople would rather avoid. b7 Someone who can coach and advocate for a team they don9t manage, and earn the influence instead of relying on a title. b7 Someone with backbone. Measured, direct, and confident holding a high standard. b7 Comfortable as a strategic right hand, amplifying a senior leader9s strategy rather than seeking the spotlight. b7 A systems thinker who turns one-off wins into repeatable programs. b7 A strong communicator who can influence and align across sales, marketing, and product. Must-Haves: b7 10 to 12+ years of experience in sales enablement, sales operations, sales leadership, or a closely related role. b7 Payments, fintech, or healthcare payments background. b7 A proven track record building onboarding, training, and coaching programs that measurably improved sales performance. b7 Hands-on CRM ownership, ideally Microsoft Dynamics or comparable, including data hygiene, pipeline reporting, and driving adoption. b7 Experience implementing and embedding a modern sales methodology across a team. b7 Strong command of enablement metrics, ramp time, win rate, and attainment, and the ability to prove program ROI. b7 Excellent communication and cross-functional influence, especially partnering with senior sales leaders and with product and marketing. Nice-to-Haves: b7 Prior quota-carrying experience as an AE, AM, or sales manager, for firsthand insight into what the field actually needs. b7 Familiarity with the dental industry or provider-facing sales. b7 Experience standing up an enablement or sales operations function from an early or unstructured state. b7 Bachelor9s degree in Business, Marketing, or a related field. Compensation Competitive base salary plus the company bonus program. This is not a commission-carrying role. Wellfit Perks and Benefits: b7 Company Bonus: Participation in the company performance bonus program. b7 Comprehensive Health Coverage: Medical, Dental, and Vision. b7 Unlimited Paid Time Off: with a supportive culture that encourages you to take it. b7 401k: with up to 4% match, helping you invest in your future. b7 Flexibility: a remote-friendly culture with travel as needed. $125,000 - $137,000 a year Alongside a competitive annual bonus, we offer a 401(k) with up to a 4% match, generous paid time off, and comprehensive healthcare benefits.

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