Full-Time

Senior Billing Specialist

Honeycomb Insurance

Honeycomb Insurance

201-500 employees

Tech-driven real estate insurance broker

Compensation Overview

$75k - $85k/yr

+ Bonus + Employee options grant

Chicago, IL, USA + 1 more

More locations: New York, NY, USA

Hybrid

Three days on-site per week required; local candidates only.

Category
Accounting (1)
Required Skills
Excel/Numbers/Sheets

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Requirements
  • Three or more years of experience in billing, accounts receivable, or cash application.
  • Proficiency in Microsoft Excel, including pivot tables, VLOOKUPs, and formulas.
  • Ability to interpret complex billing structures with strong attention to detail.
  • Excellent verbal and written communication skills for interacting with clients and internal teams.
  • Ability to investigate and resolve discrepancies efficiently.
  • Ability to make sound decisions on exceptions and drive resolution independently.
  • Strong time management skills to prioritize and handle multiple tasks effectively.
Responsibilities
  • Process direct bill premium payments received via check, ACH, credit card, and online payment portals.
  • Own cash application and post payments accurately to policyholder accounts in the billing management systems.
  • Apply credits, endorsements, and policy changes to accounts.
  • Reconcile daily payment batches and ensure all transactions balance at end of day.
  • Make decisions on payment exceptions and refund workflows, escalating only where policy requires.
  • Monitor accounts receivable ageing reports and follow up on past-due balances.
  • Contact policyholders, agents, and brokers by phone and email regarding outstanding premium balances.
  • Process reinstatements and returned payments, including non-sufficient funds payments, and update account records accordingly.
  • Write off uncollectable balances per company policy.
  • Own multi-system reconciliation across billing and accounting platforms.
  • Support month-end and quarter-end account reconciliations.
  • Identify and resolve billing discrepancies or unusual account activity, escalating to the Billing Manager where appropriate.
  • Prepare and distribute accounts-receivable aging summaries, collection activity, cash application reports, and other financial data using Excel.
  • Support internal and external audits by providing documentation and account detail as requested.
  • Respond promptly and professionally to billing inquiries from policyholders and agents.
  • Collaborate with finance, customer service, and underwriting to resolve billing issues.
  • Research and resolve payment disputes, duplicate payments, and misapplied funds.
  • Maintain accurate records of all customer interactions and account notes in the billing system.
  • Participate in training on regulatory updates, system enhancements, and departmental procedures.
Desired Qualifications
  • Insurance industry experience.
  • Accounts receivable or cash application experience.

Honeycomb Insurance helps condo associations, HOAs, building owners, property managers, and developers obtain property and casualty insurance through affiliated insurers as a general agent. It covers multiple states and uses proprietary technology plus expert advice to deliver instant, hassle-free quotes and significant cost savings (up to ~40%), with a transparent, people-focused service model. The product works by matching clients with insurance providers via its platform, leveraging big data and AI to tailor coverage and pricing, and earning commissions on policies sold. The company differentiates itself with a tech-driven, client-centric approach that streamlines the insurance process, offers instant quotes, and focuses specifically on real estate-related risks. Its goal is to simplify real estate insurance, provide the best possible coverage at the most affordable price, and improve efficiency and transparency for its clients.

Company Size

201-500

Company Stage

Late Stage VC

Total Funding

$94.7M

Headquarters

Chicago, Illinois

Founded

2019

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Simplify Jobs

Simplify's Take

What believers are saying

  • June 2026 funding lifted total capital to $95 million and accelerated product launches.
  • Honeycomb exited 2025 at $275 million annualized GWP, up 70% year over year.
  • August 2026 LRO launch opened office and retail, expanding addressable premium materially.

What critics are saying

  • Legacy carriers like Travelers and State Farm can clone remote-inspection workflows quickly.
  • Honeycomb's MGA model depends on reinsurers; pricing shocks can squeeze commissions by 2027.
  • If adverse hail or fire losses hit LRO, reinsurers can reprice or exit.

What makes Honeycomb Insurance unique

  • AI-native MGA underwrites each property individually, avoiding blanket age restrictions.
  • Honeycomb insures 30,000+ buildings across 24 states, reaching over 70% of Americans.
  • June 2026 funding enabled expansion beyond condos into office, retail, and industrial.

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Benefits

Health Insurance

Stock Options

401(k) Retirement Plan

Unlimited Paid Time Off

Paid Holidays

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

3%

2 year growth

25%
Morningstar
Aug 25th, 2026
Honeycomb Insurance launches lessor's risk only coverage months after $40M funding round

Honeycomb Insurance has launched Lessor's Risk Only coverage for office and retail properties, marking its largest product expansion to date. The move follows a $40 million funding round announced earlier this year. The Chicago-based digital insurer initially went live with LRO in Minnesota, Colorado, Arizona, and North Carolina, with plans to expand to additional states. The programme targets well-managed office and retail properties with building values up to $25 million on an admitted basis. Honeycomb's technology-driven underwriting platform evaluates each property individually using proprietary inspection and multi-factor risk assessment, rather than applying broad eligibility rules or automatic age restrictions. The company now covers approximately $150 billion in insured assets across 24 states. The expansion represents Honeycomb's continued evolution towards becoming a comprehensive commercial real estate insurance provider.

Newswire
Aug 25th, 2026
Honeycomb Insurance expands its offering with launch of Lessor's Risk Only (LRO) coverage.

Honeycomb Insurance expands its offering with launch of Lessor's Risk Only (LRO) coverage. Within months of announcing a $40 million funding round, Honeycomb's largest product expansion to date brings its technology-driven underwriting platform to well-managed office and retail properties, giving agents a faster, more efficient way to insure 'LRO' properties and marking the company's next step toward becoming a one-stop shop for commercial real estate insurance CHICAGO, August 25, 2026 (Newswire.com) - Honeycomb Insurance, a fast-growing digital insurer that has specialized in landlord and condominium associations, announced the launch of its Lessor's Risk Only (LRO) insurance program, expanding into a commercial lessor-only segment for the first time. Following its recent $40 million funding round, Honeycomb went live with LRO in Minnesota, Colorado, Arizona, and North Carolina in the past month, with more of Honeycomb's active state footprint to follow. It is the company's largest addressable market expansion to date. The expansion marks Honeycomb's next step toward becoming a one-stop shop for commercial real estate insurance. Since launching with admitted apartment and condominium association coverage, Honeycomb has steadily expanded its platform to include single-family rentals, E&S, excess liability, flood coverage, higher total insured values per property, and now Lessor's Risk Only (LRO) insurance. The new program extends Honeycomb's technology-driven underwriting platform to well-managed office and retail properties, with commercial condominium associations, light warehouses, and industrial classes expected to follow. Commercial property owners have increasingly faced limited carrier options, broad underwriting restrictions, and pricing models that often fail to distinguish between well-managed buildings and higher-risk properties. Honeycomb's technology-powered precision-underwriting platform evaluates each property on its own merits, using more property data than traditional carriers and avoiding blanket age restrictions or other broad eligibility rules. Fully integrated into Honeycomb's digital platform, the company's proprietary underwriting engine evaluates every commercial property individually rather than relying on broad eligibility rules. Every submission undergoes a sophisticated, proprietary property inspection and multi-factor risk assessment, enabling accurate pricing based on each building's unique characteristics. As a result, well-maintained properties receive the competitive premiums they deserve, while older buildings are never automatically declined based solely on year built. At launch, the program is available on an admitted basis for office and retail properties with building values up to $25 million. Target occupancies include professional services firms such as legal, accounting, medical, dental, real estate, and financial services offices, as well as general retail, restaurants, salons and spas, coffee shops and cafés, small grocery, and boutique fitness studios. The program maintains a selective approach to occupancy, ensuring consistent underwriting quality across the portfolio. Honeycomb plans to add E&S and higher-value properties in the upcoming months. "Expanding into office and retail, and subsequently industrial and warehouse, was always the vision for Honeycomb," said Itai Ben-Zaken, Co-Founder and CEO of Honeycomb Insurance. "The same AI-native underwriting engine that has enabled us to build a profitable habitational business now allows us to bring fast, accurate property-level pricing and eligibility to more segments. By evaluating every property on its own merits, we're able to reward well-managed buildings with the competitive pricing they deserve while maintaining the underwriting discipline that has always been central to our approach. This is a huge step toward realizing our potential as the first-stop, single-stop shop for commercial real estate insurance." The launch further expands Honeycomb's commercial insurance platform as the company continues investing in new products and markets. Honeycomb now covers approximately $150 billion in insured assets across 24 states, covering over 70% of the US population, with continued expansion planned throughout the year. About Honeycomb Insurance: Honeycomb Insurance is a deep-tech property and casualty digital insurer specializing in commercial real estate insurance, providing tailored coverage for landlords, condominium associations, and commercial properties. Built by insurance and real estate veterans, the company leverages proprietary technology to deliver custom underwriting and competitive pricing for properties that traditional carriers often overlook. Honeycomb's platform eliminates the need for physical inspections and supports admitted and non-admitted products across 24 states, covering over 70% of the US population. Headquartered in Chicago, with offices in the U.S. and Israel, Honeycomb manages approximately $150 billion in insured assets. Contact Information:

Archynewsy
Jul 4th, 2026
Honeycomb raises $15M to automate multi-family property insurance with AI and computer vision

Honeycomb, a digital insurance provider for multi-family properties, has raised $15 million in Series A funding, bringing its total capital to $41 million. The round was led by Ibex Investors, with participation from Meitar Partners and former NFL player Harris Barton. The Tel Aviv and New York-based company operates as a managing general agent, using artificial intelligence and computer vision to streamline insurance for landlords and homeowners associations. The platform integrates satellite imagery and automated data analysis to assess property risk, allowing quotes to be generated in minutes rather than weeks. Honeycomb plans to use the funds to expand across the United States and enhance its proprietary underwriting technology, targeting states with high concentrations of multi-family housing.

Insurance Nerds
Jun 25th, 2026
Insurtech Honeycomb expands landlord and condo insurance into Nevada and Oregon

Insurtech Honeycomb expands landlord and condo insurance into Nevada and Oregon Honeycomb Insurance Extends Services to Nevada and Oregon Honeycomb Insurance has begun offering its insurance services in Nevada and Oregon. The company now provides agents in these states with digital access to its range of products, including landlord coverage, condo association insurance, and excess liability options. Original Source: https://beinsure.com/news/insurtech-honeycomb-expands-insurance/

Insurance Business
Jun 8th, 2026
The insurer that never sends an inspector.

The insurer that never sends an inspector. AI powered Honeycomb raises $40m from investors including ex SF 49ers Superbowl champ. The commercial real estate insurance market has a problem that its largest participants have largely chosen to ignore: millions of apartment buildings and condominium associations sit in a coverage gap between personal lines and the major commercial property programmes designed for institutional landlords. Too complex for standard homeowners' products, too granular and too numerous for carriers relying on broad underwriting guidelines and physical inspections, they are frequently declined, mispriced or inadequately covered. Honeycomb Insurance was founded in 2019 on the proposition that this gap exists because of a technology deficit rather than a fundamental risk problem - and this week's announcement of a $40 million Series C funding round, led by Zeev Ventures and bringing the company's total capital raised to $95 million, is the clearest signal yet that sophisticated investors agree. What Honeycomb actually does. The Chicago-headquartered insurer - which employs approximately 210 people across its US and Israeli operations - has built its platform around a single architectural principle: underwrite every property individually, not as a member of a class. Rather than applying broad portfolio guidelines, Honeycomb's system ingests hundreds of structured and unstructured data points per building - geospatial information, environmental data, building characteristics, historical performance metrics and high-resolution aerial imagery - to generate a granular risk profile without requiring a physical inspection. The result is a platform that can price a well-maintained 1960s apartment block on its actual characteristics, rather than declining it because it falls outside a carrier's age or condition guidelines. Honeycomb's platform removes the need for physical inspections and supports both admitted and non-admitted products - a combination that allows it to operate across a wider range of risk profiles and regulatory environments than most competitors. The financial evidence of execution is compelling. Honeycomb generated gross written premium of $275 million as it exited 2025, expanded its state-by-state footprint, widened its product portfolio, and grew total insured value across its platform. The company currently operates across more than 20 states and manages over $100 billion in insured assets, with its platform covering more than 65% of the US population. The funding round. The Series C round was led by Zeev Ventures, with participation from existing investor Ibex Investors alongside new investors Peakline, Alpha Partners, Meitar Partners, Practical VC, and former San Francisco 49ers Super Bowl champion Harris Barton. The previous funding round in 2024 raised $36 million; this latest extension was completed at a higher valuation. Itai Ben-Zaken, co-founder and chief executive, was characteristically direct about the company's ambitions: "We are building Honeycomb to be the category leader in commercial real estate insurance. We didn't add AI to a legacy offering. Our platform is centered on proprietary data and AI models to underwrite each property individually, with competitive and fair pricing and terms." Oren Zeev, founding partner of Zeev Ventures, offered an investor's perspective that identifies the market opportunity as precisely as it praises the execution: "Honeycomb has built something I rarely see - an insurance company that has scaled rapidly while maintaining a lean operation. The commercial property market is massive, underserved by legacy carriers, and Honeycomb is uniquely positioned to become a category leader." The capital will be directed towards expanding into additional states, improving agent-facing tools and developing new product lines beyond the core apartment and condo association offering. The market context. Honeycomb's raise lands in a commercial property insurance market navigating several colliding pressures simultaneously. Catastrophe losses have trended well above historical norms, with annual industry totals increasingly clustering near $150 billion rather than the $100 billion level that once defined a difficult year, according to Swiss Re Corporate Solutions CEO Ivan Gonzalez. That environment is pushing legacy carriers toward tighter underwriting guidelines and higher attachment points - the exact dynamic that creates space for a technology-native competitor able to price individual risks more precisely. At the same time, the broader commercial insurance market is grappling with an AI adoption wave that has generated enormous momentum but significant strategic uncertainty. According to Convr's 2026 Insurance Talent and Tech Trends Survey, nearly 90% of commercial insurance professionals expect more underwriting tasks to be automated in coming years, and 70.6% said their organisations delivered new AI underwriting tools in 2025. Yet only 20.4% of leaders said they were highly confident their organisation has a clear, actionable AI strategy for underwriting - a confidence gap that leaves established carriers vulnerable to competitors for whom AI is the foundation of the business model rather than an add-on. As Insurance Business US has previously reported, McKinsey analysis found that early AI leaders in insurance are generating roughly six times the total shareholder returns of their AI-laggard peers - a gap that is widening rather than narrowing. Honeycomb's argument is that it sits on the AI-leader side of that divide by design, not by retrofit. The agent question. One aspect of the funding announcement that deserves specific attention from brokers and agents is the explicit commitment to "enhancing agent-facing technology." Honeycomb operates through the independent agent channel - a deliberate distribution choice - and the improvement of agent tools is listed alongside geographic expansion and product development as a primary use of the new capital. That broker-technology relationship is increasingly central to competitive differentiation in commercial lines, with AI-native insurers able to offer faster quotes, cleaner submission processes and more consistent decisions than legacy platforms. For agents placing commercial property risks in the apartment and condo association segment, Honeycomb's pitch - granular pricing, no inspection requirement, admitted and non-admitted options across 20-plus states - is already differentiated. Better tooling would sharpen it further. What comes next. The $40 million raise is not a distress signal or a speculative bet on future revenue. It is growth capital for a company that has already demonstrated the model works at scale - $275 million in GWP, $100 billion in insured assets, profitable enough to attract a higher valuation on its second consecutive raise. The question is not whether Honeycomb can execute; it is how far the commercial property segment extends beyond apartment buildings and condo associations, and how quickly legacy carriers can respond. On current evidence, the answer to the second question is: not quickly enough.