// Commercial property management · One job
Tenant certificates of insurance, checked against each tenant's own lease.
One job for whoever keeps tenant insurance current. AI reads a tenant's certificate and endorsements beside the insurance clause of its lease: coverage types, the limits the lease names, additional insured wording, waivers of subrogation and expiry dates. Then it lists every gap for the person who writes to the tenant. Your reviewer compares each list with what your team actually found.
- Past certificate reviews
- 20 to 30
- Certificates accepted or rejected by the AI
- None
- Tenants or insurers contacted
- None
// The one job
A certificate arrives. Every gap against the lease is listed.
A tenant's broker sends a certificate at move-in, at each policy renewal, or after a reminder that the last one lapsed. Someone on your team opens the lease, finds the insurance article and any amendment that changed it, and reads the certificate and its endorsements against it: the coverages, the limits the lease names, the parties who must be additional insureds, the waivers, the dates. Whatever falls short becomes a letter to the tenant, and the file is diaried for the next expiry.
For the test, AI does the reading on copies of certificates your team already reviewed. It builds each lease's requirement list, marks every item met, missing or unclear on the papers the tenant sent, quotes the lease section and the certificate or endorsement page behind each mark, and lists the gaps. We call it the sandbox. Nothing is accepted or rejected, and no tenant hears from it.
the lease
// What makes it hard
Why the lease, not a house checklist, sets the test
Two office leases, two different lists. A San Francisco waterfront office lease on file with the SEC starts the insurance duty the day the tenant first enters the space, and asks for general liability, all-risk property on the tenant's improvements, equipment and signs, business interruption for at least twelve months, host liquor liability if alcohol is available on the premises, workers' comp and auto, from insurers rated A-VIII or better by A.M. Best, with the landlord as loss payee on the property policy. A Dublin, California office lease wants an A-X rating instead, property cover on the causes of loss special form at full replacement cost, sprinkler leakage and earthquake sprinkler leakage included, an agreed amount endorsement, and business income and extra expense cover. Both let a tenant reach its liability limits with an umbrella or excess policy on top of the primary one. The draft builds each tenant's list from its own lease and amendments.
Additional insured status has to reach the right parties, in the right paper. The San Francisco lease names the landlord, its trustees and beneficiaries, its mortgagees, its managing agent and its advisor; the Dublin lease names the landlord, its property manager and any lender the landlord designates. The Dublin lease also wants a blanket endorsement or the endorsements themselves carrying the lease's exact wording, kept separate from the certificate. It refuses that wording typed onto a certificate in place of the endorsements, and turns away rubber-stamped signatures. A lender added at a refinancing, or a new managing agent, becomes a gap on every certificate still showing the old names.
The landlord's endorsement has edges. ISO's managers or lessors of premises endorsement covers liability arising out of the part of the premises leased to the tenant, as its schedule shows it. One carrier's published version excludes any occurrence after the tenant stops being a tenant there, and any structural alteration, new construction or demolition done by or for the landlord. Sonoma County's liability and insurance office, which posts sample endorsements it will accept, takes this one only where the county issued a lease, not a permit or license, and warns that an insurer might deny additional insured status otherwise. It also rejects the form with the premises or the name left blank: each must show the location or the exact name, or read as required by contract. The draft notes the occupancy agreement behind every certificate and marks a blank schedule as a gap.
Waivers and public tenants need their own rows. Both leases have landlord and tenant give up claims against each other for property losses their insurance covers, one for risks under fire and extended coverage insurance, the other for losses insured under special form, theft and similar policies, and both call for each side's property insurers to waive subrogation, one outright and one through commercially reasonable efforts. The San Francisco lease also wants a waiver in the landlord's favor on the tenant's liability insurance. A waiver endorsement reaches only the party it names: Sonoma's sample applies only to the person or organization in its schedule. When that county is itself a tenant, it shows liability coverage with a certificate or a letter of self-insurance, and GSA's own lease template asks the federal government, as tenant, for no insurance at all, mentioning insurance only among the lessor's own costs. The draft marks those leases instead of reporting a false gap.
Dates run past the tenant itself. Both leases want certificates by the day the tenant takes possession or first gets access, then again before each policy expires, at least thirty days ahead in one and within thirty days of expiry in the other. The San Francisco lease also wants certificates from the tenant's own contractors, naming the landlord as additional insured, before their work in the space begins. Your reviewer, usually the property manager or lease administrator who keeps the insurance log, will look hardest at the additional insured names, the waivers and every expiry date.
// What you send
What we need from whoever tracks tenant insurance
20 to 30 reviewed certificates
Certificates and endorsements tenants sent that your team already checked, each with your notes or the letter that went back. Include a tenant serving alcohol, one with an umbrella policy and one that took several tries.
The insurance clause behind each
The insurance and waiver sections of each sampled lease, every amendment that changed them, and any exhibit that sets required endorsement wording.
Your insurance log
The tracking sheet or report your team keeps: who is current, what expires when, which follow-ups went out. That log is what the drafts are graded against.
NDA, then contacts struck
No certificate is copied before the NDA is signed. Strike brokers' and tenants' personal phone numbers and emails; insurers, dates, endorsements and named parties stay. Where copies can't leave your office, we make look-alike files together.
// Before it starts
Agreed with your firm's owner before a certificate is copied
The owner of your firm puts these in writing first.
- Reviewer
- The owner's pick, usually the property manager or lease administrator who keeps the insurance log
- Success criteria
- Written: which requirements must be marked as your team marked them, and how a missed gap counts
- Price
- A range for checking new and renewal certificates live
- Sample
- Chosen by your reviewer, renewals, umbrella policies and returned certificates in
- NDA
- Signed before any certificate or lease is copied
// How the test is judged
Requirement by requirement, against your team's own reviews
| Across your 20 to 30 certificates | Your team's review | The draft |
|---|---|---|
| Coverage types the lease requires, present or missing | From your own reviews | From your own reviews |
| Limits shown against the limits the lease names, umbrella included | From your own reviews | From your own reviews |
| Additional insureds, by name and by endorsement | From your own reviews | From your own reviews |
| Waivers of subrogation where the lease asks for them | From your own reviews | From your own reviews |
| Policy dates and the next expiry | From your own reviews | From your own reviews |
| Insurer rating where the lease sets one | From your own reviews | From your own reviews |
| Hours to check one tenant's certificate | From your own reviews | From your own reviews |
// After a yes
A month of incoming certificates, every gap list approved
With your reviewer's yes, certificates arriving for the buildings you pick run through the job for about 30 days, new tenants and renewals alike.
Each gap list waits for your property manager or lease administrator to correct and approve it. Your team decides what is accepted, writes to the tenant or its broker and updates the log. Nothing else starts that month.
// Later, ranked
Where tenant insurance checks lead
- 01Next
Tenant contractors' certificates
Certificates from contractors building out a tenant's space, checked against the lease's contractor clause before their work begins.
- 02Then
Tenant estoppel certificates
The estoppel a lender or buyer asks each tenant to sign, drafted from the lease file for your team to check and send.
- 03After that
CAM reconciliations
Each tenant's year-end share of common area, tax and insurance costs drafted under its own lease for your property accountant.
// One hard limit
No certificate accepted or rejected by the AI.
The AI never accepts, rejects or waives a certificate, never tells a tenant it is or isn't in compliance, and never contacts a tenant, broker, insurer or lender. It reads copies and lists gaps, each with the lease section and page behind it; your team decides and writes. Whether a policy actually covers a loss is for the insurer, your broker and the owner's attorney to answer. This page is neither legal nor insurance advice.
Priced on its own. You get a range before the proof of concept and a fixed price before you sign.
Rob sets the range on the call from how many tenants your team tracks, how many certificates arrive in a typical month and how many buildings they cover.
// Questions
Tenant insurance questions
Do you need the tenants' policies, or just the certificates?
Our leases differ by building and by year. Is that a problem?
Does it send reminders before a certificate expires?
What about restaurants and other tenants that serve alcohol?
Which tracking system do we need?
Is this insurance or legal advice?

Rob Eason, founder
// Book a proof-of-concept call
Bring the certificates your team checked last quarter.
A 30-minute call with Rob. Tell him what your firm manages, your part in it, that tenant insurance is the job to test, and roughly how many tenants you track. Keep certificates and leases in-house until the NDA is signed.
- Co-owned a 60-employee financial services firm and sold his share to his partner.
- Ran GOSO Technologies, a Boston solar company rated 5/5 across 24 Google reviews.
- 5/5 across 83 reviews in HighLevel's Certified Admin Directory.
- 4.3/5 from 6 Google reviews of Massmarket AI.
- Every directory and Google review, critical ones included, is shown word for word at massmarket.ai/reviews.
- Takes every proof-of-concept call himself.
