Introduction
Thoughtful AI is a trailblazing well funded startup on a mission to redefine the B2B landscape through pioneering AI solutions. With a culture that fosters innovation and excellence, we're making waves in the massive healthcare industry, continuously pushing the envelope of what's possible. We're seeking an elite Technical Recruiter, a tenacious individual who mirrors our pursuit of world-class standards and relentless drive.
Our ecosystem thrives on resilience, ambition, and the ceaseless pursuit of innovation. If you are passionate about making an impact and excel in high-intensity, high-reward environments, Thoughtful AI could be your next arena.
About Thoughtful AI
We are Thoughtful AI — pioneering a new approach to automation for all healthcare providers! Our Fully-Human Capable AI Agents operate within existing healthcare RCM tech stacks to accomplish key tasks currently performed by human employees. The Thoughtful platform combines state-of-the-art technology, including Robotic Process Automation, Optical Character Recognition, Natural Language Processing, and Large Language Models that function in unison to create unparalleled results for RCM departments.
Your Role
As a Sales & Go-To-Market Recruiter at Thoughtful AI, you will be a driving force behind our growth by identifying, attracting, and closing top-performing commercial talent. Your mission will be to build the teams that bring our product to market—sales, customer success, marketing, partnerships, and other go-to-market functions that shape how we scale revenue and expand our customer base.
In this role, you’ll have significant autonomy and will navigate the fast-moving challenges of a high-growth startup. We’re looking for someone who thrives in ambiguity, loves building from the ground up, and is passionate about enabling our business expansion through exceptional hires.
Your Responsibilities- Manage end-to-end recruitment for our sales, marketing, partnerships, and customer success departments.
- Partner closely with commercial leaders to refine hiring processes and identify key profiles needed to accelerate revenue growth.
- Immerse yourself in our go-to-market strategy to deeply understand how our teams operate, what skills are required, and what talent profiles drive success.
- Build sourcing strategies to attract top-performing sales and GTM professionals, including outbound prospecting, lead generation, and market mapping.
- Actively network with potential candidates at industry events, sales conferences, and professional communities.
- Craft compelling job descriptions tailored to the nuances of competitive sales and marketing roles.
- Conduct structured interviews and assessments to evaluate candidates across sales performance metrics, market expertise, and cultural alignment.
- Champion a strong candidate experience that reflects the energy and professionalism of our go-to-market teams.
- 5–7 years of proven success in sales and go-to-market recruitment, ideally within a high-growth technology or SaaS company.
- Strong knowledge of the sales hiring lifecycle, from entry-level SDRs to senior account executives, revenue leaders, and marketing professionals.
- Demonstrated ability to source and attract passive candidates in competitive GTM talent markets.
- Experience in the Healthcare/Health Tech space is a big plus.
- A genuine passion for building high-performing, diverse commercial teams.
- Excellent verbal and written communication skills—confident with senior executives and approachable to candidates at every level.
- A growth mindset and adaptability to pivot priorities quickly in a startup environment.
- A collaborative spirit and genuine excitement for Thoughtful AI’s mission and market opportunity.
Thoughtful Benefits
- Employee Stock
- Medical, dental, and vision insurance for you and your dependents
- A comprehensive time-off policy
- Paid company holidays
Top Skills
Similar Jobs
What you need to know about the Boston Tech Scene
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories