Principal Sales Engineer
About the role:
Base Salary: $150-$170K OTE: $215-243K
Location: Located in Eastern or Central time. Special preference given to Chicago, New York, and Raleigh.
Kalepa is looking for an exceptional Sales engineer with 7+ years of enterprise sales engineer experience to help accelerate Kalepa’s commercial efforts with leading insurers. You will serve as a critical technical and consultative resource throughout the sales process, working with prospective clients to show how Kalepa’s software can elevate their underwriting process and drive measurable value for the insurer.
You will partner directly with Account Executives, and be a close collaborator with Kalepa’s Product, Engineering, and Client Success teams to help bring the software to life and successfully bring new clients into the fold.
This is a unique opportunity for someone with fantastic interpersonal commercial skills, a strong technical acumen, and ability to translate the language of complex processes into comprehensible solutions. You will report to Kalepa’s Director of Sales Engineering and maintain principal responsibility for the SE efforts on your assigned accounts.
What You’ll Do:
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
About You:
7 years of experience in financial services or financial technology, ideally with exposure to insurance, wealth management, investment platforms, or SaaS deployments. Candidates who also have experience with complex SaaS solutions that can articulate and demonstrate value over features.
Prior experience in roles such as solutions engineering, sales engineering, client onboarding, pre-sales, product management, or technical consulting
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.
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
Ideal Candidate will have:
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
You have an experience at a growth-stage startup helping to scale the company during hypergrowth
What you’ll get
Competitive salary (based on experience level).
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
Work with an ambitious, smart, global, and fun team to transform a $1T global industry.
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.
*The salary range listed is an estimate and will vary based on a variety of factors. Final compensation will be determined during the offer stage based on relevant experience, performance during the interview process, and geographic location, and may therefore differ from the posted range.
About the job
Apply for this position
Principal Sales Engineer
About the role:
Base Salary: $150-$170K OTE: $215-243K
Location: Located in Eastern or Central time. Special preference given to Chicago, New York, and Raleigh.
Kalepa is looking for an exceptional Sales engineer with 7+ years of enterprise sales engineer experience to help accelerate Kalepa’s commercial efforts with leading insurers. You will serve as a critical technical and consultative resource throughout the sales process, working with prospective clients to show how Kalepa’s software can elevate their underwriting process and drive measurable value for the insurer.
You will partner directly with Account Executives, and be a close collaborator with Kalepa’s Product, Engineering, and Client Success teams to help bring the software to life and successfully bring new clients into the fold.
This is a unique opportunity for someone with fantastic interpersonal commercial skills, a strong technical acumen, and ability to translate the language of complex processes into comprehensible solutions. You will report to Kalepa’s Director of Sales Engineering and maintain principal responsibility for the SE efforts on your assigned accounts.
What You’ll Do:
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
About You:
7 years of experience in financial services or financial technology, ideally with exposure to insurance, wealth management, investment platforms, or SaaS deployments. Candidates who also have experience with complex SaaS solutions that can articulate and demonstrate value over features.
Prior experience in roles such as solutions engineering, sales engineering, client onboarding, pre-sales, product management, or technical consulting
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.
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
Ideal Candidate will have:
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
You have an experience at a growth-stage startup helping to scale the company during hypergrowth
What you’ll get
Competitive salary (based on experience level).
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
Work with an ambitious, smart, global, and fun team to transform a $1T global industry.
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.
*The salary range listed is an estimate and will vary based on a variety of factors. Final compensation will be determined during the offer stage based on relevant experience, performance during the interview process, and geographic location, and may therefore differ from the posted range.