No more manual bank reconciliation
No more retyping vendor bills
No more chasing overdue invoices
No more printing and mailing checks by hand
 
  
 
 
 
 
 
The Pain for Upland Users Today
Managing finances shouldn’t feel like a second job. If these sound familiar, you’re not alone.
AP Problems
Your team is drowning in manual data entry, chasing approvals over email, and downloading endless CSV files just to pay vendors. It’s a recipe for errors and wasted time.
AR / Collections
Invoices are stuck as ‘open’ in Upland, your customers have no easy way to pay online, and your team is stuck sending manual reminders. It’s a constant battle to get paid.
Banking / Reconciliation
Your bank feeds don’t match reality, and you’re spending hours in suspense accounts trying to figure out what went wrong. Month-end is a nightmare.
Check Printing & Mailing
Printing, signing, stuffing, and mailing checks manually is a time-consuming process. Lost checks, delays, and trips to the post office are all too common.
We Fix What’s Broken in Your Workflow
See exactly how OnlineCheckWriter.com transforms your Upland experience.
Pain Point
How It Shows Up
How We Fix It
Manual check printing and mailing
AP Manager, Controller
Approved invoices in Upland require manual printing, signing, and mailing of checks.
Print checks instantly on blank stock or have OnlineCheckWriter.com print and mail them for you.
Disconnected AP/AR workflows
CFO, Head of Finance
Data from Upland needs to be manually exported to a separate system for payments, leading to errors and delays.
Two-way sync with Upland for bills, invoices, vendors, and payment status, creating a seamless workflow.
Lack of payment flexibility
Founder/Owner, CFO
Limited to a single payment method, making it difficult to manage cash flow effectively.
Pay vendors via ACH, wire, credit card, or check, all from one platform.
Chasing overdue invoices
AR Manager
Invoices remain marked as ‘open’ in Upland, requiring manual follow-up emails. Automated
Automated reminders and online payment links for customers to pay via ACH or card.
Friday afternoon reconciliation marathons
Controller, AP/AR Manager
Bank statements don’t match records in Upland, leading to hours of manual reconciliation.
Automatic bank reconciliation with over 22,000 banks and financial institutions.
Approve & Pay Vendor Bills
(Without Breaking Your Approval Flow)
Vendor bills from Upland appear inside OnlineCheckWriter.com. You keep your approval rules, but approvals happen in a cleaner workflow. Pay vendors via ACH, Wire, Credit-card-funded payments, or Checks.
Get Paid Faster
With Smart AR Reminders
Customer invoices from Upland sync into OnlineCheckWriter.com. You send branded payment links (ACH and card). Automatic, polite reminders go out so your team sends fewer ‘checking in’ emails.
Clean Bank Reconciliation
No Suspense Account Drama
Every ACH, wire, card payment, and check has a clear status and reference. Settlement details flow back into Upland. Fewer suspense accounts, less detective work at month-end.
Sync Once. Stay Synced.
No Double Entry
Two-way sync between OnlineCheckWriter.com and Upland for bills, invoices, vendors, customers, and payment statuses. Upland stays up to date with a full audit trail.
Two-Way Sync: How Data Moves
Seamless integration that keeps your financial records in harmony.
AP (Vendor Bills)
Create or approve vendor bills in Upland.
Bills appear automatically in OnlineCheckWriter.com.
Choose payment method: ACH, wire, card, or check.
For checks, print locally or let us mail them same-day.
OCW updates Upland with payment status & reference numbers.
Reconciliation in Upland becomes faster and cleaner.
AR (Customer Invoices)
Customer invoices are created in Upland.
They sync instantly into OnlineCheckWriter.com.
OCW sends branded payment links & automated reminders.
Customer pays conveniently via ACH or card.
OCW marks invoice as paid & pushes data back to Upland.
Upland shows a clean, up-to-date AR ledger.
How It Saves You Time
Stop printing, signing, and stuffing envelopes for every vendor check.
No more Friday afternoon reconciliation marathons.
Bills in Upland can be paid and mailed as checks in a few clicks.
Eliminate manual data entry and CSV exports for vendor payments.
Automate AR reminders and get paid faster without chasing customers.
Your Cash Flow Superpower: Pay Anything via Credit Card
You can pay suppliers, rent, payroll, or taxes using a credit card balance even if the vendor doesn’t accept cards.
OnlineCheckWriter.com sends the vendor an ACH, wire, or a printed/mailed check. This gives you extra float on your card, protects cash during tight weeks, and avoids awkward “we can’t pay you yet” conversations.
The bill still lives in Upland; we just give you better control over when money leaves and how it’s delivered.
Compliance, Control & Audit
Weak approvals lead to batch payment errors. OnlineCheckWriter.com enforces role-based approvals before money leaves or checks go out.
- Full audit logs: who created, who approved, timestamp, and method.
- Finance leaders can pause or block suspicious payments.
- Maintain existing approval workflows with an extra layer of security.
- Advanced encryption and fraud detection to protect your financial data.
Who This Is For
Built for high-performance finance teams scaling on Upland.
Controllers & CFOs
Tired of Friday reconciliation chaos and looking for one view of cash flow without becoming payment experts.
AP Teams
Handling dozens or hundreds of vendor bills and checks every week and looking to eliminate manual grunt work.
AR Teams
Chasing late-paying customers and updating Upland ledgers manually instead of focusing on strategy.
Founders & Owners
Who want robust payment flexibility and credit card float options to protect business liquidity.