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Director of Sales


TailorMed is a technology startup on a mission to make healthcare more accessible and affordable for U.S. patients. To solve such a complex challenge, it takes a village, or as we say at TailorMed, a network! We’ve built the nation’s largest network of providers, pharmacies, partners, and life sciences companies who have joined us in making treatment affordable for all patients across all medical conditions.

The TailorMed network is powered by a suite of advanced solutions designed to proactively identify patients who need help the most, match them to all available financial resources, and most importantly, make it easy for patients to utilize those resources.

This is what we mean by “moving mountains for patients” and we’re ridiculously passionate about it.

TailorMed is looking for a Sales Director responsible for managing a book of business, ensuring client satisfaction and retention, and hunting and closing new business. The ideal candidate has a proven track record of bringing on new business and meeting sales quotas and thrives on the challenges of outbound prospecting in a competitive market. We seek dynamic and high-performing individuals with experience selling technology in complex environments involving multiple stakeholders, from end users to C-suite buyers. As a Sales Director at TailorMed, you will be expected to be a flexible team player with a passion for constant improvement and a growth mindset.

If you are up for the challenge and looking for an opportunity to excel in a fast-paced and exciting environment, apply today!


  • Develop comprehensive business plans to achieve sales targets and quotas.
  • Engage with clients to understand project scope, budgets, and timelines.
  • Oversee the complete sales cycle from lead generation to deal closure.
  • Identify and cultivate new sales opportunities through networking, converting them into long-term partnerships.
  • Negotiate agreements and maintain detailed sales records.
  • Collaborate with executives to align on clients’ project objectives and track progress.
  • Provide professional and exceptional after-sales support to enhance the customers’ dedication.
  • Maintain regular communication with clients to anticipate and meet their needs.



  • Proven success as an Account Executive
  • Experience in enterprise, B2B healthcare sales such as healthcare IT, pharmacy solutions, revenue cycle, EMRs, etc.
  • Proficient in selling to health systems and IDNs
  • Skilled in managing deals with multiple stakeholders in large enterprises
  • Experience selling to Oncology departments and Community Oncology Centers
  • Knowledge of market research, sales and negotiating principles
  • Knowledge of CRM software (e.g., Salesforce)
  • Strong written and verbal communication skills
  • Ability to confidently make cold calls to build pipelines
  • Strong planning, closing, and multitasking skills
  • Ability to learn and adapt quickly
  • Excellent teamwork, relationship building and organizational skills
  • Experience in budget management
  • Familiarity with sales techniques and account management
  • Enthusiastic with a positive attitude, resilience, and perseverance
  • Exceptional communication/presentation skills
  • Strong business acumen and experience with SaaS




Apply for the position