Sales Director

Medallion

8d•$165,000 - $200,000•Remote

About The Position

As a Director of Sales at Medallion, you’ll play a pivotal role in scaling our Enterprise business. You will lead a team of high-performing Account Executives who are responsible for driving new business, expanding strategic accounts, and building long-term relationships with the nation’s largest healthcare organizations. This is a highly visible leadership position ideal for a strategic, metrics-driven sales leader who thrives in fast-paced environments and excels at coaching teams through complex sales cycles. You’ll partner closely with cross-functional leaders across Marketing, Account Management, Product, and Finance to shape and execute our go-to-market strategy. This role reports to the Chief Revenue Officer, and base compensation may range from $165,000-$200,000. In addition to base salary, Medallion offers variable compensation, equity, and a comprehensive benefits package. Final compensation will be determined based on a variety of factors including skills, experience, and location.

Requirements

8+ years of experience in Enterprise B2B SaaS sales, with 4+ years directly managing quota-carrying sales teams
Demonstrated success navigating complex, multi-threaded sales cycles within enterprise accounts
Track record of exceeding revenue goals and scaling sales teams in high-growth environments
Fluency in MEDDPICC, Command of the Message, and modern sales tech stacks (e.g., Salesforce, Gong, etc.)
Demonstrated ability to build strategic account plans and close enterprise deals
Deep understanding of SaaS economics and how to drive deal velocity while protecting margin
Exceptional communication, executive presence, and negotiation skills — confident in engaging at the C-Suite level
A player-coach mentality with willingness to get in the trenches when needed

Responsibilities

Lead and scale a team of quota-carrying Enterprise Account Executives, fostering a performance-driven, collaborative, and inclusive culture
Build and reinforce best-in-class sales methodology grounded in MEDDPICC and Command of the Message
Set strategic account plans and partner with reps on pipeline development, deal execution, and territory optimization
Develop and manage sales forecasts, territory plans, and KPIs to ensure predictability and consistent growth
Partner with Sales Enablement to onboard, coach, and up-level team performance with ongoing training and development
Partner with executive leadership to define and iterate on the go-to-market strategy for the Enterprise segment
Work closely with Revenue Operations to assess pipeline health, improve sales efficiency, and enhance forecasting accuracy
Collaborate with Marketing to inform campaign targeting and generate high-quality pipeline
Act as a voice of the customer internally, bringing structured feedback to Product and GTM teams to influence roadmap and messaging
Engage with high-priority prospects and customers as an executive sponsor and strategic partner
Design and implement scalable, repeatable sales processes to support rapid growth
Evaluate and refine sales tools and CRM workflows to increase team productivity and visibility
Drive rigorous deal reviews and implement mutual action plans to reduce deal slippage and increase conversion
Leverage data to experiment, learn, and adapt tactics to win in a competitive and evolving market