Who We Are:

At Sixfold, we’re building the AI platform that transforms how insurers evaluate and price risk. Not just another tool that generates summaries or flags issues—we're creating AI agents that actually understand risk the way veteran underwriters do. Our platform is processing billions in premium for some of the world's largest carriers, and we're just getting started.

The technical challenges are wild. We're teaching AI to understand that a bakery in Florida faces different risks than one in Montana. To know when a manufacturing company's pivot from toys to medical devices fundamentally changes their risk profile. To make million-dollar decisions with the same intuition as someone who's been underwriting for 20 years.

What makes Sixfold special isn't just the technology—it's that we're building it with people who deeply understand insurance. Our team includes folks who've built and scaled carriers, researchers who've pushed the boundaries of AI, and engineers who just love solving seemingly impossible problems.

We're still early, but the impact is already real. If you want to build AI that matters—that affects real businesses, real people, and billions in economic activity—Sixfold is where you should be. We're not just digitizing insurance. We're reimagining what it can be.

What You’ll Do:

• Conduct technical product demonstrations. Lead compelling product demos for prospective clients, translating complex technical features into business value propositions. You'll customize presentations to address specific customer pain points and use cases, often handling live Q&A sessions about technical capabilities, integrations, and implementation requirements.
• Collaborate on solution design and proposals. Work closely with the sales team to architect tailored solutions that meet customer technical requirements. You'll participate in RFP responses, create technical specifications, and develop proof-of-concept implementations that demonstrate how our platform addresses the prospect's unique challenges.
• Provide pre-sales technical support. Serve as the primary technical point of contact during the sales cycle, answering detailed technical questions, conducting feasibility assessments, and working with customer IT teams to understand integration requirements, security protocols, and infrastructure needs.
• Support deal progression and closing. Partner with Account Executives to advance opportunities through the sales pipeline by addressing technical objections, facilitating technical evaluation periods, and presenting to technical decision-makers and C-level executives to secure buy-in on the technical aspects of the solution.
• Bridge the gap between sales and implementation by participating in handoff meetings, documenting technical requirements gathered during the sales process, and ensuring smooth transition to the customer success team with comprehensive technical context.

Who You Are:

• A Compelling Communicator. You're equally comfortable presenting to a room of developers and a boardroom of executives. You can adapt your communication style, create engaging technical demonstrations, and articulate complex ROI calculations in ways that resonate with different audiences.
• A Continuous Learner. You stay current with industry trends, emerging technologies, and competitive landscape developments. You're passionate about understanding how new technical capabilities can solve customer problems and aren't intimidated by learning new platforms, APIs, or integration patterns as our product evolves.
• A Wearer of Many Hats. You thrive in a dynamic environment where priorities shift quickly and you're comfortable taking on diverse responsibilities beyond your core role.
• An Enterprise Sales Expert. You bring experience supporting complex enterprise sales cycles, engaging both technical and business stakeholders. You’re skilled at uncovering requirements, designing tailored solutions, and clearly articulating value, you help accelerate deals by building trust across IT and executive levels. You’re comfortable navigating procurement, collaborating closely with Account Executives ensuring technical fit and driving customer confidence. Industry domain expertise is a plus.

Qualifications

• 3+ years of client-facing experience in consultative selling or customer success roles. You're skilled at asking probing questions to uncover technical requirements and business needs, positioning yourself as a strategic partner rather than just a vendor.
• 3-5 years of technical experience in software engineering, solutions architecture, or technical consulting. You excel at translating complex technical concepts into clear business benefits and understand both the technical intricacies of software solutions and the business challenges they solve.
• You have proven experience with product demonstrations and PoCs, with the ability to explain technical concepts effectively to diverse audiences ranging from technical practitioners to C-level executives.
• You thrive in early-stage, fast-growth environments and are comfortable with ambiguity and change. You can own problems end-to-end and proactively devise solutions rather than waiting for tasks to be assigned.
• Gen AI / must use AI to solve problems

Additional Information:

• Expected full-time salary range between $125,000 to $195,000 + OTE + equity + benefits.
• Advertised and actual salary ranges may differ by geographic area, work experience, education, and/or skill level.
• This position does not include visa sponsorship. Candidates must be authorized to work in the United States without requiring employer sponsorship.

Our Commitment:

We foster an environment that welcomes professionals with a diversity of backgrounds and ideas. We value passionate professionals who bring creativity, determination, and a commitment to our mission. At Sixfold, every team member plays a crucial role, with opportunities to make meaningful and visible contributions to our success.

We believe in empowering our employees through continuous growth, learning, and a proactive problem-solving approach. Our comprehensive compensation package includes competitive salaries, equity opportunities, and robust benefits, all within a supportive and inclusive workplace culture. If you're driven to make a significant impact alongside exceptional colleagues, we want to hear from you.

We are committed to accessibility and provide reasonable accommodations for qualified individuals with disabilities and disabled veterans throughout our recruitment process.If you have any difficulty using our online system and you need accommodation due to a disability, please reach out to us directly at (646) 847-8824.

Sixfold does not accept unsolicited agency resumes and is not responsible for any fees related to unsolicited resumes.