Kalepa · 1 day ago
Principal Sales Engineer (USA)
New York, NY
Full-time
Hybrid
Senior Level, Lead/Staff
$150K/yr - $170K/yr
7+ years expKalepa is an AI Underwriting Platform transforming the commercial insurance industry. The role of Principal Sales Engineer involves partnering with Account Executives and collaborating with various teams to demonstrate the value of Kalepa's software to prospective clients, ultimately driving measurable improvements in their underwriting processes.
Artificial Intelligence (AI)Big DataCommercial InsuranceInsuranceInsurTechSoftwareTechnical Support
Responsibilities
Act as a trusted advisor during the sales cycle, guiding prospective clients through the technical and business evaluation of Kalepa' platform
Support and coordinate responses to RFPs, RFIs, and due diligence questionnaires
Design and lead tailored demos and workshops, to bring the software to life in an insurer-specific context
Travel up to 15% of the time to lead in-person sales workshops, going deep on the product, speaking to the prospect's use case, and mapping out what a successful deployment would look like
Scope engagements, draft Statements of Work (SOW), and set delivery timelines in collaboration with cross-functional teams
Facilitate seamless transitions to Kalepa's Client Success team
Collaborate on foundational sales engineering processes, playbooks, and collateral that will support future growth in the region
Help Kalepa win deal after deal
Qualification
Required
7+ years of enterprise sales engineer experience
Experience in financial services or financial technology, ideally with exposure to insurance, wealth management, investment platforms, or SaaS deployments
Prior experience in roles such as solutions engineering, sales engineering, client onboarding, pre-sales, product management, or technical consulting
Strong communication and presentation skills, with the ability to influence and educate stakeholders across varying levels of technical understanding
AI-forward thinker, with a deep interest in artificial intelligence and constant emphasis on leveraging new capabilities to improve and streamline your work
You love to hustle: finding ways to get things done, destroying obstacles, and never taking no for an answer
You are passionate, deeply motivated, and have a strong will to win. You are excited about bringing a world-class solution to clients and to helping them win in-market
Preferred
Experience in technology for regulated industries like insurance or financial services
Strong technical foundation with the ability to discuss architecture, APIs, and integration patterns fluently
Fluent in SQL, Excel wizardry, or Python scripting. Prompt engineering experience is a plus
Understanding of AI, ML, and automation concepts (we can teach this!)
A deep love for tech, data, and using both to drive better outcomes
Experience at a growth-stage startup helping to scale the company during hypergrowth
Benefits
Significant equity options package.
401(k) plan with employer match (regardless of employee contribution)
Excellent benefits: 100% covered medical, 100% covered vision and dental for individuals and families, and others
20 days of PTO a year
Global team offsites (2021 - Playa del Carmen, 2022 - Rome, 2023 - Buenos Aires, 2024 - Lisbon, 2025 - Cartagena)
Healthy living/gym stipend.
Mobile phone bill stipend.
Continuing education credits.
Company
Kalepa
Kalepa is a commercial insurance company that provides an AI-powered underwriting workbench for insurers.
11-50 employees
H1B Sponsorship
Kalepa has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2024 (1)
2023 (1)
2022 (1)
2020 (1)
Funding
Current Stage
Early StageTotal Funding
$14MKey Investors
Inspired Capital PartnersIA Ventures
2021-09-03Series A· $14M
2018-10-01Seed
Leadership Team
Paul Monasterio
CEO and Co-Founder
Daniel Hillman
COO and Co-Founder
Recent News
FF News | Fintech Finance
2025-11-19
Beinsure - Insurance, Reinsurance, InsurTech Insights
2025-10-29
2025-10-21
Company data provided by crunchbase