Full-Time

Engineering Lead

Counterpart

Counterpart

51-200 employees

Risk management platform for management liability

Compensation Overview

$190k - $240k/yr

Remote in USA

Remote

Category
Engineering Management (1)
Required Skills
Python
React.js
Postgres
AWS
Django

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Requirements
  • Deep experience designing, building, and operating complex software systems.
  • The ability to operate as both architect and individual contributor.
  • Demonstrated experience reviewing technical work from other engineers; able to turn reviews into decisions, say no with clear reasoning, and say yes with conviction.
  • Proficiency with Python, Django, Amazon Web Services (AWS), React, and PostgreSQL.
  • Proficiency developing with AI tools (Claude Code, Cursor, or similar) and the drive to stay ahead of how AI development practices are evolving.
  • Experience setting technical direction across teams without being the manager; influence through architecture, reviews, and the quality of your own work.
  • Domain curiosity about insurance; you learn the business context your systems support, not just the systems themselves.
  • The ability to communicate clearly across engineering, product, and business; translate technical complexity without losing meaning.
  • Low ego and high Emotional Quotient (EQ); you influence without authority, take feedback well, and leave your ego out of technical decisions.
  • Experience working with distributed, remote teams.
Responsibilities
  • Own the Technical Vision for Your Systems, including knowing where each system is going, how they depend on each other, boundaries and data contracts.
  • Hold the line on architecture; push for reuse and consolidation; say no when the easier path creates long-term sprawl.
  • Check with other Engineering Leads before locking a technical approach to ensure alignment and avoid duplication across domains.
  • Make deliberate calls on technical debt within your domain and communicate trade-offs to the Technical Product Manager and the VP of Engineering.
  • Own the context architecture for your domain; keep documentation, design patterns, and domain knowledge up to date.

Counterpart provides risk management and insurance solutions focused on management liability for businesses and professionals. Its core offering is a proprietary platform that helps clients address the challenges of a fast-paced business environment, delivering risk management services with ease of use and a fresh perspective. The product combines strong underwriting and risk-management capabilities with a novel data infrastructure to support informed decisions and effective coverage. Counterpart distinguishes itself from competitors through its practical, user-friendly platform, its data-driven approach, and its ability to outperform traditional long-term carriers and other market entrants. The company's goal is to grow revenue by delivering value-driven risk management services through its platform and partnerships, helping clients manage risk more effectively and securely.

Company Size

51-200

Company Stage

Series C

Total Funding

$106M

Headquarters

New York City, New York

Founded

2019

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Simplify Jobs

Simplify's Take

What believers are saying

  • Counterpart raised $50 million from Valor Equity in April 2026, totaling $106 million.
  • Premiums grew 175% in 2025, and Allied Health exceeded budget by 80%.
  • Limit added Counterpart API access in July 2026, widening broker distribution quickly.

What critics are saying

  • Counterpart depends on five capacity partners; any pullback freezes underwriting growth and commissions.
  • AIG, Chubb, and Hiscox can copy AI coverage faster than Counterpart’s niche expansion.
  • If Counterpart Insurance Company collateralization fails, capital strain can choke the platform by 2027.

What makes Counterpart unique

  • Counterpart’s Agentic Insurance platform underwrites quotes across brokers in 90 minutes, July 2026.
  • It launched affirmative AI coverage in 2024 and expanded it across PL on July 14, 2026.
  • It wrote 35,000 policies with five A-rated capacity partners by March 2026.

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Benefits

Fully remote workplace

Unlimited Paid Time Off

Stock Options

Health Insurance

Dental Insurance

Vision Insurance

401(k) Retirement Plan

Parental Leave

Home Office Stipend

Wellness Stipend

Professional Development Reimbursement

Charitable Contribution Matching

Growth & Insights and Company News

Headcount

6 month growth

3%

1 year growth

3%

2 year growth

4%
PR Newswire
May 1st, 2026
Limit adds Cowbell and Counterpart API access for management liability insurance

Limit, a wholesale broker specialising in commercial lines insurance, has launched API-enabled access to Cowbell and Counterpart, expanding its management liability offering. The integration allows brokers to submit a single application, receive multiple quotes, compare options and bind coverage across both markets within their existing workflow. Counterpart focuses on management and professional liability for small businesses with AI-powered underwriting, whilst Cowbell offers a data-driven approach to business risk assessment. The platform standardises data capture and transmission to carriers, enabling faster turnaround times and easier binding. Limit partners with over 55 carriers and provides instant quotes for cyber, tech E&O, miscellaneous E&O and management liability coverage. The launch reflects a broader industry shift towards API-enabled distribution, where insurance products are embedded directly into broker workflows.

StreetInsider
Apr 30th, 2026
AI, Layoffs, and a New Wave of Employee Lawsuits Expose Small Businesses to Litigation Risks; Counterpart’s Agentic Insurance™ Platform Protects Them

Early Investors Behind SpaceX Double Down on Three-Time Founder Tanner Hacketts Latest Company, Bringing Total Funding to $106M LOS ANGELES--(BUSINESS WIRE)-- Counterpart, the specialty insurance...

StreetInsider
Apr 28th, 2026
SpaceX investors back AI insurance startup Counterpart with $50M Series C, bringing total funding to $106M

Counterpart, a specialty insurance company, has raised $50 million in a Series C round led by Valor Equity Partners, bringing total funding to $106 million. The company provides professional liability, employment practices liability and directors and officers insurance for small businesses. The funding comes as employment-related litigation risks surge. The US Equal Employment Opportunity Commission recovered $528 million through pre-litigation enforcement in FY 2025, its highest recovery in 60 years. AI adoption is increasing exposure, with 76% of small business owners using AI but only 14% fully integrating it. Despite growing risks, fewer than 33% of small businesses carry relevant insurance policies. Counterpart has processed over 250,000 applications and written more than 35,000 policies, reporting nearly 175% premium growth in 2025.

Business Wire
Mar 26th, 2026
Counterpart adds 3 execs as premiums surge 175% year-over-year

Counterpart, an AI-native managing general agent specialising in management and professional liability insurance, has appointed Kelly North as VP of Revenue, Christina Melia as Director of Lawyers Professional Liability, and Sean Gleason as Director of Financial Services. The company achieved 175% year-over-year premium growth in 2025 and has written over 35,000 policies across five A-rated capacity partners. Recent product launches have exceeded expectations, with Allied Health Professional Liability surpassing budget by nearly 80% and Architects and Engineers tracking at nearly double its target. Counterpart's Agentic Insurance platform serves over 3,000 brokers. The new leadership will help expand into specialty insurance verticals including lawyers professional liability and financial institutions, targeting underserved small businesses.

Yahoo Finance
Jan 20th, 2026
Counterpart launches A&E professional liability coverage with AI and tech protections

Counterpart has launched a Professional Liability offering for architects, engineers and construction professionals, addressing gaps in traditional insurance as firms take on increasingly complex, technology-driven projects. The product provides affirmative coverage for technology services, pollution and AI-related exposures for both design and design-build firms. The global construction industry is expected to reach $16.3 trillion in 2025, yet many legacy policies remain unclear on technology and AI-assisted workflows. Counterpart's offering connects wholesale brokers with experienced underwriters and includes coverage enhancements for rectification expenses, faulty workmanship and contract-specific requirements. Nick Rotondo, with over 13 years' industry experience at firms including Hiscox and TMHCC, has been appointed Director to lead underwriting strategy and product growth.