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KalepaKA

Director of Talent Acquisition

Kalepa is dedicated to enhancing underwriting performance and driving profitable premium growth for the commercial insurance industry. Kalepa's AI-powered Copilot software enables underwriters to focus their time on the highest ROI opportunities and to quickly evaluate and optimally select risk.

Kalepa

Employee count: 11-50

Salary: 170k-250k USD

United States only

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About Kalepa:

Commercial insurance is a trillion-dollar industry still run out of Microsoft Outlook.

Kalepa is changing that.

Kalepa is an AI Underwriting Platform built to deliver Professional-Grade AI in production - helping the world's most important insurers centralize and prioritize submission data, surface critical risk insights, and make faster, more confident decisions. Customers see meaningful improvements to both speed and portfolio quality as soon as they implement Kalepa - so much so that clients call it “truly an underwriter’s dream.”

Kalepa is backed by leading investors such as IA Ventures and Inspired Capital, and our team brings experience from Facebook, Google, Amazon, Mastercard, and Uber.

Our Values (This is important):

Many organizations have a dusty list of corporate values that no one ever follows. Kalepa is not one of those companies. Our values are designed to unlock the potential of our employees.

Success at Kalepa is bred from five core principles:

  • Hustle and Determination - We hire people who take full ownership of their craft and relentlessly pursue excellence with speed and determination. We choose the hard problems and do not give up. This is the foundation of how we work and how we win.
  • Deliver Customer Impact - We're obsessed with customer impact. Every feature, every line of code, every decision is measured against one question: does this help insurers make better decisions? If it doesn't drive speed, accuracy, or profitability for our customers, we don't build it.
  • Meritocracy - We're building something exceptional, and that requires exceptional people and ideas. We have a high bar but we reward excellence with rapid growth. If you're the best at what you do, you'll thrive here.
  • Transparency - We value honest, transparent communication over politics. We challenge ideas, not people. We say what needs to be said, even when it's hard. This is how we solve problems fast and find the truth.
  • Experiment Relentlessly - Many of the problems we face have never been solved before. We tackle them by testing quickly, measuring rigorously, and iterating until we find the path forward. Speed of learning is our advantage.

In addition to our NY office, we have remote employees speaking 10+ languages across the globe. But we invest in bringing our people together both for regional meetups and global offsites (2021 - Playa Del Carmen | 2022 - Rome | 2023 - Buenos Aires | 2024 - Lisbon | 2025 - Cartagena).

Kalepa’s culture isn’t for everyone, and that’s ok. But for the people who are a fit, they can’t imagine working elsewhere.

About the role:

Base Salary: $170K - $250K*

Location: Remote. Strong preference for candidates in Eastern Standard Time (EST) or Central Standard Time (CST).

The Director of Talent Acquisition role is a foundational leadership position, responsible for shaping how Kalepa continues to scale its most valuable asset: people. It’s a high-impact role for a strategic and hands-on recruiting leader who can set the talent acquisition vision, personally own hiring outcomes, build a high-performing team, and partner with executives to ensure Kalepa continues to attract A+ players aligned with our unique culture, values, and ambition to build a generational company disrupting a >$1T industry.

Key responsibilities:

  • Own and shape Kalepa’s talent acquisition strategy end-to-end, translating business goals into hiring plans across all functions globally - including Engineering, Product, GTM, Operations, and any other functional areas.
  • Design and own the recruiting operating model: from intake and sourcing through assessment, offer strategy, and close — ensuring consistency, rigor, and a best-in-class candidate experience at every stage.
  • Track and report on key recruiting metrics to drive continuous improvement and inform recruiting strategy and operations. Consistently make use of data to experiment with novel approaches and optimize Kalepa’s recruiting practices.
  • Lead and directly own searches across a variety of functions and levels, ensuring key roles are filled in a timely manner with A+ talent.
  • Own and evolve Kalepa employer brand to position us as the employer of choice for top talent.
  • Serve as a trusted advisor to executives and hiring managers, proactively surfacing opportunities and making data-driven recommendations.
  • Build, lead, and develop the recruiting team — setting performance standards, providing ongoing coaching, and creating a high-accountability, high-support culture.

About you:

  • You have 8+ years of recruiting / talent acquisition experience, with a proven track record of attracting and hiring A+ players across several functions at high-growth companies.
  • You have 2+ years of people management experience, including building, coaching, and scaling in-house recruiting teams.
  • You have owned hiring outcomes at high-growth companies and know what it takes to scale hiring in a fast-paced, high-standards environment.
  • You are analytical and data-driven — you use recruiting metrics to diagnose problems, inform strategy, and continuously raise the bar.
  • You lean heavily into building with AI, leveraging next generation tooling to multiply what talent and people can do.
  • You are deeply aligned with Kalepa's culture and are excited to evangelize it with candidates and build a team that embodies it.
  • You love to hustle: finding ways to get things done, destroying obstacles, and never taking no for an answer. “It can’t be done” is not in your vocabulary.
  • You are passionate, deeply motivated, and have a strong will to win. You are excited about building a world-class team.
  • You value open, frank, and respectful communication.

What you’ll get

  • Competitive salary (based on experience level).
  • Significant equity options package in a high-growth company.
  • 401(k) plan with employer contribution (regardless of employee contribution)
  • Excellent benefits: 100% covered medical, 100% covered vision and dental for yourself and your family.
  • 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 before

Posted on

Job type

Full Time

Experience level

Salary

Salary: 170k-250k USD

Experience

8 years minimum

Location requirements

Hiring timezones

United States +/- 0 hours

About Kalepa

Learn more about Kalepa and their company culture.

View company profile

At Kalepa, we are the pioneers of Efficient Frontier Insurance.

Insurers find it difficult to understand the true exposures of businesses and to profitably provide them with policies that reflect that true risk. Businesses struggle to find the coverage they need and are often left underinsured, uninsured, or paying higher rates than needed.

We have developed a human-AI insurance platform specifically for the commercial insurance market which addresses these gaps and inefficiencies.

Our Copilot platform allows commercial insurers and brokers to better insure small and medium businesses with more accurate pricing and relevant coverage. This a win win for insurers and businesses alike.

Our Values

  • Customer Focus: We are laser focused on delivering Efficient Frontier Insurance and addressing the challenges of businesses and the carriers, brokers, and technology platforms which serve them. When our customers win, we win.

  • Hustle and Grit: Obstacles? Climb over them, around them, under them, through them, or simply eliminate them. With tenacity and perseverance, we can make the impossible a reality.

  • Transparency: We are direct. We know that clear and constant feedback is essential to improvement. The only way to the truth is for everyone to advance their ideas.

  • Meritocracy: Results speak volumes. Consistent excellence is key to our success as individuals and as Kalepa. We recognize, encourage, and reward merit often and with conviction.

  • Experimentation: The scientific method is in our DNA. We drive more value and increase impact every time we iterate. We balance data-driven ideas with accountability.

Employee benefits

Learn about the employee benefits and perks provided at Kalepa.

View benefits

Home office budget

Home office stipend + Mobile phone bill stipend.

Learning and development budget

Continuing education credits to grow your skills.

Company offsites

Global company offsites so you can meet everyone in person.

Retirement benefits

Generous 401(k) with employer match to help you invest in your future.

View Kalepa's employee benefits
Kalepa logoKA

Kalepa

Company size

11-50 employees

Founded in

2018

Chief executive officer

Paul Monasterio

View company profile

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