
Pro Tips
Basics
Mar 16, 2026
Ten vendors is manageable. Fifty gets messy. A hundred breaks everything that isn't automated.
The Growth Inflection Point
Every growing hospitality business hits the same wall. The systems that worked when you had a handful of vendors—a spreadsheet here, some emails there, the owner cutting checks on Friday afternoon—completely collapse as your vendor count grows.
It usually happens between 40 and 80 active vendors. That's when the owner or GM starts spending entire days just on payment administration. That's when invoices get lost, contractors start complaining, and someone realizes the company hasn't been collecting W-9s from half their vendors.
If you're heading toward (or past) 100 vendors across your hospitality operation, here's what needs to change.
Why Manual Processes Break at Scale
At 10 vendors, you can keep everything in your head. You know who's owed what, when they last got paid, and where their W-9 is filed. At 100 vendors, your brain is not a database.
The failure modes are predictable:
Lost Invoices
When invoices arrive via email, text, paper mail, and verbal agreements, some will fall through the cracks. At 100 vendors, losing even 5% means 5 contractors not getting paid on time every cycle. That's 5 angry phone calls, 5 damaged relationships, and 5 potential compliance gaps.
Duplicate Payments
The inverse of lost invoices. When tracking is manual, the same invoice sometimes gets processed twice—especially when a contractor follows up and the follow-up gets treated as a new submission. At scale, duplicate payments can add up to thousands per quarter before anyone notices.
Missing Tax Documents
At 10 vendors, you can personally verify that everyone's W-9 is on file. At 100, gaps are inevitable without a system that enforces collection. Come tax season, you're either scrambling to collect missing W-9s or filing 1099s with incorrect information. Both cost money.
Inconsistent Payment Terms
When vendor agreements live in email threads and handshake deals, different vendors end up with different (and often undocumented) payment terms. Some expect net 7, some were promised net 30, and nobody remembers what was agreed to six months ago. Disputes follow.
No Spend Visibility
At 100 vendors, your total monthly vendor spend might be $50K-$200K+. If you can't break that down by vendor, category, event, and time period on demand, you're managing a major expense line blind.
The Systems That Scale
Operators who successfully manage 100+ vendors have a few things in common. None of them involve working harder. All of them involve building systems.
1. One Front Door for Vendor Onboarding
Every vendor—regardless of type, size, or who hired them—goes through the same onboarding process. One link. One form. All required information collected before the first payment:
Legal business name and structure
W-9 with verified TIN
Banking information for direct payment
Insurance certificates (if required)
Agreed payment terms
No exceptions. No "we'll collect that later." The rule is simple: if you're not onboarded, you're not getting paid. This one policy prevents more compliance headaches than any other.
2. Centralized Invoice Intake
Invoices need to flow into one system—not scattered across multiple email inboxes, text threads, and desk drawers. Whether vendors submit through a portal, a dedicated email address, or a mobile upload, everything should land in the same place.
A centralized intake system lets you:
See all pending invoices in one view
Catch duplicates before they're processed
Enforce standardized invoice formats
Route approvals automatically based on amount or category
Track processing time and identify bottlenecks
3. Tiered Approval Workflows
Not every invoice needs the owner's signature. Set approval thresholds that match your operation:
Under $250: Auto-approve for pre-approved recurring vendors
$250-$1,000: Manager approval
$1,000-$5,000: Director or GM approval
$5,000+: Owner approval
The key: every tier needs a backup approver. When the primary is unavailable, invoices need to keep moving. Nothing kills vendor satisfaction faster than payments stalling because one person is on vacation.
4. Automated Payment Execution
Once an invoice is approved, payment should happen automatically on the agreed timeline. No manual check runs. No remembering to initiate a transfer. The approval is the trigger; the payment follows.
This is where most hospitality businesses are still stuck. They have some digital tools for tracking but fall back to manual payment execution. At 100 vendors with varying payment terms, manual execution guarantees late payments.
5. Real-Time Vendor Dashboard
At scale, you need a single view that answers:
How many vendors are active this month?
Who's missing tax documentation?
What's pending approval? What's overdue?
What's total spend this month vs. last month vs. budget?
Which vendors are approaching the $600 threshold for 1099 reporting?
If getting these answers requires opening three different tools and cross-referencing a spreadsheet, your system isn't built for scale.
The Compliance Multiplier
At 100 vendors, compliance isn't harder—it's exponentially harder. Every additional vendor is another W-9 to collect, another payment to track toward the $600 threshold, another potential 1099 to file, and another potential penalty if something's wrong.
Manual compliance at this scale is a ticking time bomb. The math is brutal: 100 vendors with even a 10% error rate means 10 incorrect or missing 1099s. At $60-$660 per form in penalties, that's $600-$6,600 in avoidable fines every year.
The only viable approach at scale is compliance built into the payment process—W-9 collection enforced at onboarding, payments tracked automatically, and 1099s generated from verified data.
Building for 200
The best time to build scalable vendor operations is before you need them. If you're at 50 vendors today and growing, build the system for 200. The cost of implementing the right tools now is a fraction of the cost of cleaning up manual processes later.
Cleo Pay was designed for hospitality operators at scale. One onboarding link for every vendor. Centralized invoice intake. Automated approvals and payments. Real-time spend visibility. Built-in compliance from day one.
Whether you're managing 30 vendors or 300, every vendor relationship runs through the same clean, automated workflow.
Outgrowing your current vendor management process? Let us show you what Cleo Pay looks like at scale.
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