VP of Sales & Commercial, North America Full Time NEW

Our team comes from early Uber/ Kalshi/ Doordash/Two Sigma and Traba,

At Rue Four, we are building the agentic backbone of the medical industry,

This is a unique opportunity to join a generational company at a key inflection point. With a rapidly growing client base, proven product-market fit, and backing from Kleiner Perkins and world-class investors, we are scaling quickly and defining a new category of healthcare AI.

Our team is sharp, motivated, and deeply committed to the mission. We operate with intensity, take ownership of complex problems, and stay relentlessly focused on our users. If you thrive in a fast-paced environment, demand excellence, and want to help build the future of healthcare, we invite you to join us.

We’re hiring a Head of Sales, North America to build and lead a world‑class, high‑growth commercial engine across the region. You will own new business, account expansion, and GTM partnerships, with a mandate to scale a high‑performing sales organization and crack product–market fit.

Since this role will make a large impact on our team, we’re looking for someone with proven success in past sales and sales leadership roles such as achieving quota consistently, hiring and developing salespeople, experience with tech sales, and seeing the value of strong customer relationships within a sales process.

This is a hands‑on leadership role for a high‑energy, commercially obsessed builder who loves being in the field with customers, medical practices, finance/ops teams as much as they enjoy designing the systems, processes, and sales strategy behind a top‑tier sales organization.

Who you are:

• Proven sales leader: You bring significant experience leading high-growth B2B sales organizations, ideally within fintech,healthtech, payments, software, or technology, with direct ownership of new business generation and revenue expansion goals.
• Strategic operator and systems thinker: You approach sales with discipline and structure, bringing strong experience across sales methodologies, discovery frameworks, forecasting, pipeline management, and operational systems that create consistency and scale.
• Customer-obsessed and commercially minded: You enjoy spending time with customers, deeply understanding their business challenges, and structuring thoughtful, win-win solutions that create long-term value and trusted partnerships.
• Curious, adaptable, and high-output: You learn quickly, ask thoughtful questions, and thrive in fast-moving environments where ambiguity, urgency, and high expectations are the norm.
• Industry experience (preferred): Experience selling into healthcare, eCommerce, SaaS/software, trading, import/export, logistics, or manufacturing environments is a strong advantage.
• Have experience setting org-level targets, managing leaders to KPIs, and building operating cadences (forecasting, pipeline reviews, QBRs) that drive performance
• Have a proven track record, 8+ years of hitting or exceeding revenue targets, both personally and through teams you’ve led

What you will do:

• Manage the GTM org to identify, target, pitch, and close high-quality campaigns and partnerships that will advance the business
• Actively and accurately report and forecast pipeline and performance
• Identify opportunities and develop strategies to improve sales process, efficiency, and productivity across the sales organization

What you bring:

• 8+ years of sales experience (preferably within SaaS) with a number of years of management experience
• Experience selling with an Enterprise book of customers (5000+ FTEs) and selling to executives
• Proven track record of leading successful and consistent sales team
• Understanding of our technical and competitive landscape
• Ability to thrive in a constantly changing and evolving environment
• Excitement for increasing customer happiness and developing lasting customer relationships

Coach, develop, and inspire the team

• Be a culture‑builder who sets a high‑energy, high‑ownership tone for the North America sales organization at Rue Speed.
• Coach and develop ICs through structured 1:1s, deal reviews, and regular training on discovery, objection handling, and closing.
• Instill a learning and experimentation mindset – continuously test new approaches, share learnings, and raise the bar on performance and craftsmanship.

What does Rue Speed mean

We operate with intensity because our mission demands it. At Rue Four, we bring the same mindset as the world’s top performers: focused, relentless, and always pushing to be in the top 1% of our craft. Think Albert Einsteins mamba mentality, applied to bold ideas, next-gen tech, and flawless execution. This isn’t a 9-to-5. Our team is deeply committed, often putting in 60+ hours a week –not because we’re told to, but because we’re invested. We’re here to build fast, push limits, and deliver without compromise. If you thrive under pressure and want to do the most meaningful work of your career, you’ll feel right at home. If you’re looking for something easier –this isn’t it.

Perks & Benefits

At Rue Four, we’re committed to providing our employees with everything they need to do their best work.

Yearly Octoberfest offsites- Our Co-Founder completed med. school at TU Munich

🍽️ Doordashed meals

🚠 Team building events & happy hours

💻 Apple equipment

🥑 Unlimited Snack spend

✨ Wellness Aesthetic treatment stipend (Botox, Facials and Skincare)

Rue Four is based in New York, with our full team working out of a beautiful and spacious office in Hudson Square, right by the West Side Highway.

Competitive compensation, backed by top investors.

Please send your CV to jessica@joinrue.com

We’re looking to hire Rue Fourians and that means hiring people who take ownership, communicate openly, have an underdog mindset, and are excited to increase the pace of innovation for every Medical practice nationwide with true grit, hunger and curiosity. We encourage all candidates to apply even if your experience doesn’t exactly match up to our job description. We are committed to building a diverse and inclusive workspace where everyone (regardless of age, religion, ethnicity, gender, sexual orientation, and more) feels like they belong. We look forward to hearing from you!