Founding Sales Executive – Healthcare SaaS - Remote

Location: Washington
Posted on: June 23, 2025

Job Description:

Seeking an extraordinary individual to become a leading player in our dynamic team. As a Founding Sales Executive in the healthcare sector at Thoughtful, you will be at the forefront of revolutionizing an industry, working alongside forward-thinking C-suite executives and spearheading impactful, transformative solutions. What sets us apart? Our product, a true game-changer, has healthcare executives on the edge of the frontier, returning massive ROI for clients. The Challenge: You’re part of an exclusive, hungry team, where the competition is fierce, and only the top-tier candidates make the cut. This is not your average sales role; its a battleground for strategic thinkers, master tacticians, and warriors of the business world. You will be orchestrating high-stakes deals, navigating intricate sales cycles, and leaving an indelible mark on the healthcare landscape. Mission Overview: As a Founding member of the Thoughtful Sales team, your role is pivotal in driving new business within the healthcare sector. Were seeking a candidate who not only delivers exceptional results but does so with a seamless, professional, and polished execution—a standard reminiscent of the worlds most elite sales teams. This role is tailor-made for an individual who thrives under pressure, embraces challenges, and consistently achieves outstanding results through a combination of relentless commitment, disciplined execution, and a level of finesse that sets a new industry standard. At this juncture, you are not just a product evangelist but an orchestrator of the sales process, seamlessly integrating with our delivery and engineering teams while enriching our marketing efforts with invaluable customer insights. Your dedication to enhancing the customer experience transcends the sales department; you are a true customer advocate, orchestrating, coordinating, and collaborating across multiple departments to deliver an unparalleled white-glove customer experience. Core Objectives: Targeted Business Development: Be the architect of success, discerning and strategically penetrating high-value healthcare accounts, with the ability to use your intuitive judgement and expert know-how to orchestrate and direct multiple stakeholders through complex, multi-process, and multi-variable sales cycles, leading them to triumphant conclusions. Sales Excellence: Exhibit unparalleled negotiation skills, adeptly navigating multifaceted deal intricacies, and exceeding ambitious multi-million dollar annual sales quotas. C-suite Partner: Forge deep relationships with sophisticated healthcare C-suite executives, offering consultative insights, possessing knowledge of healthcare invoicing processes, and positioning Thoughtfuls solutions as pivotal to their operational success. Operational Guru: Leverage CRM tools with surgical precision, maintaining precise records of client interactions, ensuring flawless execution of sales strategies. Land and Expand: Cultivate your portfolio of healthcare providers, commencing with initial engagements in the RCM department and progressively expanding to HR, IT, and F&A. Apprenticeship Model: Develop your AI sales craft through immersive on-the-job training and an unwavering commitment to the process. Delivery Excellence: Work in harmonious synergy with our world-class Python engineers, guaranteeing the timely delivery of contracted outcomes with unparalleled value. Candidate Profile: Educational Excellence: Hold a Bachelors degree in Business, Technology, or a related field. Elite Professional Experience: Accumulate at least 7 years of experience in elite sales environments, with a dedicated 2-year focus on the healthcare industry, showcasing a consistent history of exceeding sales quotas. Only the top 2% of sellers need to apply. Solution Selling: Exhibit mastery in navigating intricate sales scenarios with a consultative approach, with a steadfast emphasis on delivering unmatched customer value. Tech Titan: Demonstrate proficiency in utilizing CRM platforms, cross-functional Notion databases, and a profound understanding of the unique technological requirements of healthcare enterprises. Relationship Management: Cultivate a distinguished customer portfolio, instrumental in facilitating executive alignment, ultimately serving as the voice of the customer, and uncovering expansion opportunities. Rapid Results Producer: Hit the ground running with minimal learning curve, bringing massive expertise to the table from day one, and producing large results quickly. Preferred Experience: Industry Insight: Previous roles in management consulting, investment banking, or private equity provide a distinct advantage, as does possessing a robust professional network within the target industries. Deal Closer: A track record of securing deals within an average size range of $1M ARR. Compensation & Benefits: Competitive Earnings: Embark on your journey with a starting On-Target Earnings (OTE) of $350k, with uncapped potential for high achievers. Periodic Sales Performance Incentive Funds (SPIFs) and spot bonuses await those who consistently deliver exceptional results. Comprehensive Benefits: Our comprehensive package includes stock options, comprehensive health benefits, and an extensive paid time-off policy. The Call: Were seeking individuals driven to make a profound impact in a competitive, time-honored industry. If you have the ambition to work among the very best, push boundaries, and redefine industry standards, Thoughtful invites you to join our elite team at the forefront of technological innovation within the healthcare landscape. Are you the warrior were looking for? Apply now and take the first step towards a role that offers not just rewards, excitement and a quick-paced work environment, but an opportunity to transform healthcare operations through cutting edge technologies.

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