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.

The Director of Sales will build and oversee a portfolio of accounts, ensuring high levels of client satisfaction and retention while actively pursuing and securing new business opportunities. The ideal candidate will have a proven history of generating new business and achieving sales targets, with a strong ability to excel in outbound prospecting within a competitive landscape.

Success in this role requires experience selling technology solutions within complex healthcare settings, where you have navigated multiple stakeholders from end users to C-suite executives. At TailorMed, you will be expected to be relationship-driven and revenue-focused. A self-starter with meticulous attention to detail, you should excel in a dynamic, fast-paced start-up environment.

This is a full-time, salaried position and requires travel, approximately 30-50% of the time.

• 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 and converting relationships 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 in an enterprise-level, B2B healthcare SaaS sales role, with experience in verticals such as healthcare IT, pharmacy solutions, revenue cycle, EMRs, etc.
• Experience selling to health systems, IDNs, oncology departments, and community oncology centers
• Exceptional relationship-building, communication, and presentation skills
• Ability and desire to target and develop cold leads and build pipeline
• Skilled in managing deals with multiple stakeholders in large enterprises
• Knowledge of industry-relevant market research, sales, and negotiating principles
• Experience with CRM software – we’re using Salesforce
• Strong planning, closing, and multitasking skills
• Ability to learn and adapt quickly
• Experience in budget management
• Familiarity with sales techniques and account management
• Enthusiastic with a positive attitude, resilience, and perseverance