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Director of Underwriting

Confidential

Not specified permanent

Posted: January 30, 2026

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Quick Summary

The Director of Underwriting is responsible for overseeing the underwriting process, ensuring that all transactions are conducted in compliance with regulatory requirements and company policies.

Job Description

Rhino + Jetty is making housing more affordable and accessible for millions of renters each year. R + J is the market-leading real estate platform dedicated to improving the financial lives of renters and the property managers who support them.

R + J has continued to expand its platform with end-to-end deposit management, simplifying how security deposits and insurance-based alternatives are offered, managed, and administered. Today, our comprehensive product suite—including security deposit insurance, cash security deposit management, lease guarantees, renters insurance, and loss of employment insurance—helps transform the renting experience by making moving easier, more affordable, and more transparent for everyone involved.

In this role you will lead the following areas:

Sales Partnership & Growth Enablement

Act as strategic partner to Sales and Revenue teams to enable profitable growth

Provide data-driven guidance on trade-offs between growth, pricing, coverage limits, and risk

Support key landlord partner conversations where underwriting judgment is required

Underwriting Strategy & Technical Underwriting Implementation

Own and steward R+J’s underwriting strategy and risk appetite to ensure consistent and disciplined execution of the underwriting process across risk profiles

Manage the in-house automated underwriting decision engine to ensure proper underwriting rules, risk score logics, coverage limits and deductibles levels are implemented as designed

Partner closely with Product, Engineering, and Data teams to ensure robust data pipelines, quality, and accessibility, enabling scalable and reliable underwriting infrastructure

Collaborate with Risk & Compliance teams to ensure underwriting decisions are explainable, auditable, and aligned with regulatory and carrier requirements

Portfolio Management

Evaluate underwriting outcomes and portfolio performance to optimize rules and user experience for sustainable growth and profitability targets

Lead industry trends assessment and incorporate relevant insights into underwriting judgment, exception handling, and portfolio oversight

Communicate underwriting performance, emerging risks, and mitigation strategies with credibility and transparency to internal and external stakeholders

We’re ideally seeking:

10+ years of professional underwriting or actuarial experience in the P&C insurance industry. Experience in insurtech or high-growth companies is highly preferred

Strong actuarial background; actuarial credentials (ASA, ACAS, or equivalent) strongly preferred

Proficiency in statistical software (e.g. SQL, Python) and data visualization and dashboarding tools (e.g. Tableau, PowerBI) to manage portfolio management and underwriting flows

Strong organizational and leadership skills with experience managing projects and mentoring analysts

Resourceful, innovative thinker who thrives in a fast-paced, evolving environment and enjoys solving strategic insurance business challenges

Compensation & Benefits:

Base Salary Range: $170,000 - $200,000

Rhino + Jetty has partnered with a number of compensation benchmarking tools to determine competitive and fair market pay bands for our size and stage. Our goal is to ensure each employee is paid equitably and competitively while also maintaining a consistent and standardized methodology.

Individual pay decisions are based on a number of factors including qualifications for the role, experience level and balancing internal equity relative to other teammates.

Base salary is just one part of our Total Rewards Package here at R + J. In connection with this position, we also offer:

Competitive cash compensation package including base salary, milestone based bonus, and other financial perks

Medical, Dental, and Vision coverage (up to 90% employer contribution) - eligible from your start date

401(k), HSA, Life & Disability Insurance Coverage ($0 employee contribution for additional insurances)

Unlimited PTO Policy

Generous Paid Parental Leave

Stock option plan to give our employees a direct stake in R + J's success

Monthly lifestyle stipend to fit your needs (meals, wellness, co-working)

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