A Different Philosophy on How Invoice Payments Should Work
ConnectBooster is built for the MSP ecosystem. Win! is built on the belief that any business invoicing through QuickBooks Online or Xero deserves merchant-owned payment infrastructure, transparent pricing, and automation that runs entirely without manual follow-up.
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Why we built Win!
Win! started with a simple belief: the merchant should own their payment infrastructure. Your Stripe account, your customer relationships, your rate — not a platform's. And payment automation should work for any business that invoices through Xero or QBO, not just those in a specific vertical.
Merchant ownership
Your Stripe account. Your rate. Your customer relationship. Win! processes payments through your account — not ours.
Any invoicing business
Win! works for any company that invoices through Xero or QuickBooks Online — HVAC, electrical, plumbing, professional services, and MSPs.
Transparent pricing
Published plans from $85/mo. No sales call required. Start a free trial in minutes and see exactly what you're paying.
Mobile-first collection
Technicians create invoices and collect payment from any smartphone browser — no app download, no version management.
Different philosophies
Every product reflects a set of choices. Here's how Win! and ConnectBooster approach the same problems from different angles.
Feature comparison
A factual look at what each platform includes.
Based on publicly available product information as of July 2026.
Where the philosophies diverge
Both platforms automate invoice collection. Here's how the underlying approach differs on the dimensions that matter most.
Merchant ownership: your Stripe account vs. managed processing
Win!'s approach
Win! uses Stripe Connect direct charges. Every payment goes straight to your own Stripe account from the first dollar. You own the account, the rate, and the customer relationship — and you keep any negotiated rate advantage as your volume grows.
ConnectBooster's approach
ConnectBooster operates through its own payment processing relationships. Funds flow through its system before reaching you — a model that works well for many MSPs, but one where the processing account and relationship belong to the platform, not to you.
Accounting scope: Xero + QuickBooks vs. QuickBooks only
Win!'s approach
Win! connects to Xero and QuickBooks Online simultaneously. Every payment marks the exact invoice paid in whichever accounting platform you use — within seconds of the charge. If you ever switch accounting software, Win! moves with you.
ConnectBooster's approach
ConnectBooster is purpose-built for the MSP ecosystem, integrating deeply with PSA platforms like ConnectWise, Autotask, and HaloPSA alongside QuickBooks. That depth serves MSPs well — but Xero isn't in the picture, and the platform is optimised for the MSP workflow specifically.
Reach: any invoicing business vs. MSP ecosystem
Win!'s approach
Win! works for any business that invoices through Xero or QuickBooks Online: HVAC, electrical, plumbing, professional services, and MSPs. The Field Tech App means businesses with field crews can also invoice and collect on-site before leaving the job.
ConnectBooster's approach
ConnectBooster is designed for the MSP and IT service sector. It's an excellent fit for that world — deep PSA integrations, client billing workflows tuned to managed services, and a feature set shaped around the IT support relationship. For businesses outside that ecosystem, Win! is the more natural fit.
Getting started with Win! takes about 15 minutes
No data exports. No bulk uploads. Win! reads your open invoices directly from Xero or QuickBooks.
Connect your accounting platform
Authorise Win! to read invoices and contacts from Xero or QuickBooks Online. Open AR syncs immediately.
Connect your Stripe account
Link your existing Stripe account (or create a new one in minutes). You own the account — Win! charges through it.
Send payment links or enable autopay
Send a branded payment link in one click, or enrol customers in autopay so future invoices charge automatically.
Transition on your own timeline
Once autopay is running and your open invoices are being collected, transition at the pace that works for your business.
Feature comparison is based on publicly available product information as of July 2026. Features and pricing may change. ConnectBooster and all other company names and trademarks referenced on this page belong to their respective owners. Win! is not affiliated with ConnectBooster.