Remote Demo Engineer Jobs in Naperville, IL (NOW HIRING)

Lavendo partners with startups and high‑growth companies to help them hire top‑tier sales, GTM, and technical talent. This role is with one of our clients; we’ll share full details about the company and interview process as we get to know you and confirm mutual fit.

Our client is a fast-growing healthcare technology company building an AI agents platform that automates the entire patient journey — scheduling, intake, referrals, forms, document processing, and payments — natively integrated with leading EHR systems. The company has scaled rapidly since its 2023 founding, growing to over 170 employees and raising $222M from top-tier investors, with 20x revenue growth and 190 million+ patient interactions processed across 23 medical specialties.

Our client is building healthcare technology "that remembers" — reducing patient hold times, improving scheduling accuracy, and expanding access to exceptional healthcare through AI, driving measurable outcomes like a 5% lift in appointment volume and a 115% increase in labor capacity for provider partners.

As a Solutions Engineer, you will bridge the gap between go-to-market and engineering teams, driving technical pre-sales and building customized demos that showcase the value of an AI-driven healthcare platform. This is a senior individual contributor role supporting the MidMarket/Enterprise and Health Systems segments.

• Lead technical discovery calls, demos, and solution scoping with enterprise and health system prospects and customers

• Partner with sales teams on proposals and product-fit conversations

• Collaborate with product and engineering teams to relay customer insights and shape roadmap priorities

• Build sales enablement materials from scratch, including architecture templates and demo guides, operating effectively without existing frameworks

• Lead large, high-priority strategic cross-functional projects

• 5+ years of experience in a customer-facing technical role, such as pre-sales or solutions engineering

• 1+ years of healthcare industry experience

• Proven track record collaborating cross-functionally with account executives, engineering, and design teams

• CS/engineering degree with strong technical fluency, including Python backend development skills and familiarity with tools like Lovable, Claude, or Cursor for demo-building

• Strong technical depth and the ability to translate complex engineering concepts into go-to-market language for non-technical stakeholders

• Hands-on experience leveraging AI tools in daily workflows to improve productivity, streamline processes, and support data-driven decision-making

• Familiarity with Electronic Health Record (EHR) systems, including experience with integrations or interoperability standards

• Bonus: Experience with voice AI/VAPI technologies and healthcare data standards (FHIR, HL7)

• A builder mentality — you thrive without established frameworks and enjoy creating processes from the ground up

• Extremely customer-facing with strong communication skills and the ability to drive consensus by mapping business needs to technical solutions

• Mission-driven mindset aligned with making healthcare more accessible through AI

• Strategic thinker capable of leading complex, high-priority initiatives across teams

• Competitive compensation: $220K–$250K OTE, plus competitive equity

• Full health, dental, and vision insurance, plus a 401(k) retirement savings plan

• Unlimited PTO, commuter benefits, and reimbursement for at-home remote work setup

• Health and wellness stipend, plus lunch, dinner, and snacks provided

• Annual professional development budget and training opportunities

• Dog-friendly office and networking opportunities across the tech and healthcare industries

• Join a Series C-stage company that has raised $222M from top investors, backed by explosive 20x revenue growth over the past 15 months

1. Recruiter Screen — Brief culture and background screen

2. Hiring Manager Screen — Deeper dive into your sales experience, demo skills, and enterprise customer engagement

3. Technical Assessment — Assessment of your Python proficiency, architecture knowledge, and ability to handle technical customer questions

4. Demo Walkthrough — Present a customized demo, showcasing how you translate technical concepts into customer value

5. Final Onsite — Full Day in San Francisco — Meet the team, experience the environment firsthand, and demonstrate how you'd operate day-to-day. This is where culture fit, hustle, and autonomy are evaluated directly.

6. References

7. Offer

We are proud to be an equal opportunity workplace and consider all qualified applicants without regard to race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran or military status, gender identity or expression, sexual orientation, or any other characteristic protected by law.

Compensation Range: $220K - $250K