Platform data-sharing compliance
Registration status, night counts, and host identity verified against platform data-sharing requirements — non-compliance flagged before enforcement action.
The most rigorous STR compliance desk a property manager can hire.
StayLegal files, renews, and defends short-term rental operating licenses, registrations, and TOT accounts across every city and county you operate in — with a human compliance-analyst chokepoint on every jurisdiction-requirement determination and every filing submitted on your behalf.
Every jurisdiction's live regulatory requirementsLicense caps, primary-residency, insurance & life-safety docsPlatform data-sharing exposure (SB 346, etc.)Human analyst chokepoint on every filingAnnual flat fee per property
Why compliance fails
A single missed renewal can cost you $10,000 a day.
Short-term rental regulation has become a fast-moving, jurisdiction-by-jurisdiction patchwork: license caps and lotteries in San Diego and Las Vegas, primary-residency mandates in Los Angeles and San Francisco, and new state laws like California's SB 346 that force booking platforms to hand hosts' names, addresses, night counts, and registration status directly to enforcement agencies — backed by fines up to $10,000 per violation per day.
Most property managers track 50+ separate local ordinances by hand, using spreadsheets and calendar reminders. The actual filing, renewal execution, and documentation-chasing labor falls on an understaffed team. One missed deadline can trigger a multi-year license-cap waitlist or a fine that wipes out months of revenue.
StayLegal exists to close that gap with a single, exhaustive compliance desk applied identically to every property.
90%+
reduction in active NYC STR listings since Local Law 18 enforcement
The benchmark
Measured against the letter of every jurisdiction's code — ordinance by ordinance.
We do not summarize the law and hope. Every property is scored against a versioned rule pack tied to the exact text of each city/county's STR ordinance and applicable state law. These are the provisions each compliance file is held to.
License cap & lottery application
Application filed within the cap window; lottery entry submitted with all required documentation; waitlist position tracked and reported.
Primary-residency proof
Documentation assembled and filed per jurisdiction requirements — deed, tax records, utility bills, or affidavit as specified.
Insurance & life-safety documentation
Liability insurance certificate, smoke/CO detector affidavit, fire extinguisher inspection, and any other required safety docs collected and submitted.
TOT account registration & renewal
Transient occupancy tax account opened or renewed in the correct jurisdiction, with supporting business license and property data.
Renewal deadline tracking
Every registration and license renewal date computed deterministically from jurisdiction rules — never estimated — with automated alerts and filing execution.
How compliance is managed
Portfolio intake to continuous compliance, with deterministic gates the AI cannot overrule.
AI extracts and drafts. Deterministic rules — running as code, outside the model — decide what is complete. A human compliance analyst signs every filing. That order is never reversed.
01
Compliance Gap Scan
Upload your property portfolio and current registration status. We return a free completeness read: which jurisdictions' requirements are met, which are missing, and what deadlines are approaching.
02
Jurisdiction rule pack assembly
For each property address, we identify the governing city/county and state, pull the live ordinance text, and build a versioned rule pack covering license caps, primary-residency, insurance/safety, TOT, and data-sharing laws.
03
Documentation collection & drafting
We request and collect required documentation from you (insurance certs, safety affidavits, etc.) and draft all application and renewal forms using field-locked templates — no legal opinions, no invented facts.
04
Deterministic completeness gates
Every required element is checked: license cap status, primary-residency proof completeness, insurance/safety docs present, TOT account verified, renewal date computed. Any failure blocks filing.
05
Human analyst release
A compliance analyst reviews the exception queue and signs the filing. High-value or complex jurisdiction determinations route to attorney review first.
06
Continuous monitoring
You receive an always-current compliance file per property, with automated alerts for upcoming renewals, ordinance changes, and platform data-sharing exposure — ready for audit or enforcement response.
The bar we hold
Rigor you can measure.
100%
Analyst-released filings
No filing ships without a human signature.
5 days
Standard SLA from complete intake
To filed application or renewal.
<1%
Critical-defect target
Tracked against a gold-standard compliance file library.
5,599+
Jurisdictions tracked
Every US city/county with active STR regulatory activity.
Why StayLegal
Built to be the most thorough compliance desk a property manager has.
Compliance-execution, not another dashboard
The deliverable is filed registrations and renewals — not reminders. We do the labor, not just the tracking.
Deterministic, not vibes
The gates that decide completeness are code, not a model's opinion. A drafting error cannot slip past a jurisdictional requirement.
In its lane, on purpose
We prepare and file documentation as your clerical agent. We never give legal advice, contact guests, or manage bookings.
Engagement
Flat annual fee per property. No hourly billing, ever.
Simple, predictable, and aligned with a compliance standard — not a percentage of revenue.
- A free Compliance Gap Scan before you commit — see exactly what is missing across your portfolio.
- One flat annual fee per property; one-time new-market launch fee for first-time registration in a jurisdiction.
- Optional fixed-fee attorney review for complex jurisdiction determinations or enforcement response.
- No contingency, no percentage of bookings or tax collected.
FAQ
Questions, answered precisely.
Is StayLegal a law firm?
No. StayLegal, a service of Your Deputy, Obuke LLC, provides compliance-execution services. It is not a law firm, does not provide legal advice, and does not represent you in any legal matter. Attorney review is available and recommended for complex jurisdictional determinations or enforcement actions.
Do you contact guests or manage bookings?
Never. StayLegal does not contact guests, manage reservations, or handle any guest-facing communications. The property manager remains the host and the party responsible for all guest interactions.
What makes a compliance file 'complete'?
Completeness is defined by each jurisdiction's ordinance: all required application elements present, primary-residency proof verified, insurance/safety docs collected, TOT account active, renewal date computed. Deterministic gates enforce each one before filing.
How fast is it?
The standard SLA is five business days from complete intake to filed application or renewal. The free Compliance Gap Scan is returned much sooner and tells you exactly what is still needed.
How are you priced?
A flat annual fee per property, plus a one-time new-market launch fee for first-time registration in a jurisdiction. No hourly billing, no contingency, and no percentage of bookings or tax collected.
See what's missing before it costs you $10,000 a day.
Start with a free Compliance Gap Scan. Send your property portfolio and current registration status and we'll return a completeness read against every applicable ordinance.
Compliance-execution service · not legal advice · the property manager remains the host.