Claims Success Specialist

Role: Claims Success Specialist

Location: Remote

Working pattern: Assigned schedule within Cosign's operating hours, Monday–Friday, with some flexibility around holidays

Reporting to: Chief of Staff to Operations and Strategy

Employment Type: Full-time

About Cosign

Cosign is the fastest growing prop-tech company in the United States revolutionizing the $4 trillion rental industry with a market-leading one-of-a-kind rent guarantee product. Our mission is to expand housing access for renters and boost occupancy for landlords. Backed by top entrepreneurs, venture capital firms, and real estate investors, Cosign is built by experienced landlords and managers for landlords and managers who deeply understand the rental market's needs.

Our Mission Continued

Cosign is on a mission to expand access to housing by helping landlords approve more qualified renters,without increasing risk. We partner with owners and property managers to close the qualification gap caused by conditional approvals, thin credit files, and the absence of guarantors, materially improving leasing conversion and occupancy. We're building toward a near future where every U.S. property offers Cosign to renters who struggle to qualify,expanding housing choice while helping owners and operators convert demand into signed leases.

Our Hiring Philosophy

At Cosign, we seek exceptional talent with relentless intellectual curiosity—individuals who:

• Challenge the status quo and drive continuous improvement
• Demand excellence from themselves and their colleagues
• Identify and solve problems others don't even recognize
• Create innovative solutions others believe impossible

We deliberately seek these rare, high-impact performers who attract similar talent. While most companies avoid hiring these exceptional individuals due to their demanding nature, we actively pursue them. When we find someone extraordinary, we move quickly to bring them onboard.

We believe average talent builds average companies. By assembling a team of exceptional performers, we're creating the talent density needed to transform the rental industry and set new standards of excellence.

The Opportunity

As a Claims Success Specialist, you will own and lead the communication with property managers throughout the claims process, and you'll do it as an AI-augmented operator. You'll conduct proactive outreach to request missing documentation and information needed to process claims, explain details when questions arise, and keep every claim moving by working closely with our customers, claims specialists, and customer success team.

This is a highly visible role where your persistence, clarity, follow-through, and fluency with AI directly determine how quickly claims get resolved. This is a chance to be part of a pioneering team in a fast-paced, high-growth company revolutionizing the multifamily property management space, with real access to robust AI tools and a leadership team that fosters a collaborative, innovative culture.

Key Responsibilities

• Claims outreach and communication, powered by AI: owning and leading communication with property managers to request missing documentation and information needed to process a claim; conducting confident, professional outreach via phone and email until the required information is secured; serving as the primary point of contact for property managers during claims processing.
• Decisioning support: explaining billing information and charges related to claims clearly and accurately when property managers or customers have questions, escalating anything outside your scope to the appropriate team.
• Cross-functional collaboration: working closely with customers, claims specialists, and the customer success team to keep claims moving without unnecessary delay, flagging blockers early and looping in the right person at the right time.
• CRM and documentation, accelerated by AI: logging every outreach attempt, response, and piece of documentation received in our CRM; keeping contact and claim records accurate, organized, and up to date so anyone on the team can pick up where you left off.
• Collaboration and continuous improvement: adapting to process updates and new tools, including AI tools, with flexibility and a growth mindset; tracking recurring gaps or bottlenecks in property manager responsiveness and documentation, and proposing improvements to outreach scripts, templates, and workflows.

About You

We are looking for someone exceptional who is comfortable leading customer communications and doesn't shy away from an in-depth conversation, you are an AI-native operator, and you get a genuine kick out of finding a faster, smarter way to do a repetitive task. You're persistent without being pushy, you communicate with clarity and professionalism with our customers and our team, and you take real ownership of getting a claim across the finish line.

You work fast without sacrificing accuracy, write with clarity, brevity, and organization, and thrive as a self-starter in a remote, high-agency environment. You're comfortable adapting to new tools and processes as the business evolves.

Preferred Experience

• 2–4 years of experience in customer service, collections, accounts receivable, claims, or another customer-facing role that required direct outreach.
• Property management or insurance/claims experience is a plus.
• Comfort explaining decisioning or payment details clearly to non-technical audiences.
• Proficiency in CRMs (HubSpot is a plus).
• Genuine enthusiasm for using AI tools like Claude or ChatGPT as a core part of your daily workflow, not just occasional use, but a real habit of turning to AI first to draft, summarize, and problem-solve.
• Comfortable prompting AI tools to draft and personalize outreach messages, summarize claims documentation, explain billing scenarios, and spot patterns across many conversations at once.
• Proficient written and verbal communication skills in English (C1 level).
• Excellent writing skills: organized, clear, and thorough.
• Confident, professional phone presence; unafraid of repeated or difficult outreach.
• Tech-savvy and comfortable working across multiple digital tools.
• Reliable, coachable, and communicative.
• Able to work an assigned schedule within Cosign's operating hours (Monday–Friday), with some flexibility around holidays.
• Self-starter who thrives in a remote, fast-paced environment.

What Makes This Opportunity Different

This is an opportunity to join a pioneering team at a fast-paced, high-growth company revolutionizing the multifamily property management space. You'll contribute to a mission that expands affordable housing options for renters while also improving operations for landlords — with access to robust tools, technology, and resources to help you and your team succeed, plus a competitive salary, equity options, and comprehensive benefits.

What We Value

• Urgency & Focus: we move fast as category creators, but never at the expense of our values.
• Authenticity: we engage in genuine, impactful conversations that drive meaningful progress.
• Community & Relationships: we build deep connections with one another and our clients, fostering a sense of belonging and trust.
• Transparency & Continuous Improvement: we openly share insights, continually learn, and drive continuous progress.
• Excellence & Drive: we demand excellence from ourselves and each other, acting with relentless determination.
• Humility & Respect: we approach every challenge with integrity, humility, and respect for all stakeholders.

Compensation

• Competitive base salary and equity options.
• Comprehensive benefits package.
• Remote-first flexibility.

Working at Cosign

This role is fully remote. You'll need to work an assigned schedule within Cosign's operating hours, Monday–Friday, with some flexibility around holidays.

Cosign is looking for someone who is reliable, coachable, and energized by the opportunity to build strong relationships with property managers and customers while growing alongside the company.