About Skypoint

Skypoint is a HITRUST r2-certified data unification and agentic AI platform that accelerates productivity and efficiency for healthcare organizations. Our platform empowers healthcare providers, payers, and senior care organizations to unify siloed data, model industry-specific ontologies, and deploy AI agents that automate workflows and enhance decision-making.

Founded in 2020 in Portland, Oregon, Skypoint has grown to over 75 employees and serves more than 100 customers. We are proud to be ranked #26 on Deloitte’s 2024 Technology Fast 500™ list, recognizing the fastest-growing tech companies across North America, driven by our exceptional revenue growth over the past three years.

The Opportunity

We’re on the lookout for a high-energy, results-driven sales hunter who is deeply passionate about AI, SaaS, and the transformative power of data in healthcare. You thrive on identifying untapped opportunities, building strategic relationships from the ground up, and turning complex problems into elegant solutions. You’re not just closing deals—you’re opening doors, shaping narratives, and driving real business impact.

If you’re someone who flourishes in fast-paced, high-growth environments, loves the thrill of chasing and landing new business, and is excited by the opportunity to sell cutting-edge AI technology that’s redefining healthcare—then this is the role where you’ll truly thrive.

Location

Beaverton, Oregon (Lifetime Work Offices), No Hybrid or Remote.

What You’ll Be Doing

As a key member of our sales team, you will be responsible for driving new business growth and expanding Skypoint’s presence within the healthcare industry. You’ll play a pivotal role in helping healthcare organizations discover the power of our AI-driven platform, which unifies data, automates workflows, and enhances decision-making across clinical, operational, and administrative functions. Your work will directly support our mission to transform how healthcare organizations leverage data and AI for better outcomes.

Your responsibilities will include:

Owning the complete sales cycle from start to finish—identifying prospects, building relationships, delivering high-impact presentations, negotiating contracts, and closing deals. Once a deal is closed, you’ll seamlessly hand off to our Forward Deployed Engineering team to ensure a smooth and successful onboarding experience for the client.
Consistently achieving or exceeding sales targets (monthly, quarterly, and annual) through a mix of outbound prospecting, lead nurturing, and strategic account development.
Building and managing a strong, diverse, and well-qualified pipeline, ensuring accuracy and visibility through detailed reporting and weekly pipeline review meetings. You’ll be expected to keep CRM data clean, updated, and aligned with forecasting goals.
Engaging with stakeholders across all levels of client organizations—from C-suite decision-makers and technical buyers to compliance, legal, and operations teams. You’ll tailor your pitch and leverage value-based selling, storytelling, and live demos to align Skypoint’s capabilities with each stakeholder’s unique priorities.
Collaborating closely with our Marketing team to design and execute highly targeted, multi-channel campaigns that generate qualified leads and accelerate sales cycles.
Representing Skypoint at industry events, conferences, and client meetings as needed to strengthen relationships, build market awareness, and identify new opportunities.

This role requires a mix of strategic thinking, sales discipline, and an entrepreneurial mindset to succeed in a fast-growing, high-impact organization at the forefront of AI innovation in healthcare.

Education

Bachelor’s or Master’s degree in Computer Science, Engineering, or a related technical field is preferred.

Must-Haves:

5+ years of SaaS/software sales experience, with established relationships at the Director level and above.
Proven track record of exceeding $1M+ ARR quotas, especially in complex, consultative selling environments.
Strong outbound skills—you know how to generate your own pipeline through research, cold outreach, and smart networking.
Ability to lead solution-driven sales conversations and translate tech into business outcomes.
Experience in healthcare SaaS sales is highly desirable, particularly in selling to health systems, payers, or life sciences.
Familiarity with agentic AI platforms or solutions powered by Generative AI/AI agents is a strong plus.
Prior experience working in a startup or high-growth environment is a bonus—we value agility and grit.

Why Join Us?

At Skypoint, you won’t just be selling a product—you’ll be part of a movement redefining how healthcare organizations work with data and AI. You’ll work with a driven, supportive team in a company that values innovation, curiosity, and continuous growth.

Life at Skypoint

Life at Skypoint is vibrant and forward-thinking, focused on harnessing the power of AI and advanced technologies to innovate and solve real-world challenges. Our culture thrives on creativity, strategic thinking, and a commitment to excellence, offering a collaborative environment where every contribution is valued.

We are dedicated to fostering personal and professional growth, ensuring team members have opportunities for advancement through continuous training and a flexible work-life balance. Skypoint offers competitive benefits, including comprehensive health insurance and retirement plans.

Join our dynamic team to lead the evolution of our AI SaaS platform—leveraging advanced technologies, data unification, and agentic AI to drive innovation in healthcare.