WinkScope: AI estimating and job management software for contractors

What WinkScope is

WinkScope is web-based estimating and job management software for contractors and service businesses. WinkScope AI writes the scope of work, prices labour and materials, and turns an approved estimate into a branded proposal, work order, schedule, change order and invoice inside one account. Plans start at $29.99 per month with a 15-day free trial, and every subscription is billed in USD worldwide.

What you can do in WinkScope

Every module below is part of the product today, not a roadmap item.

• Standard estimates: a 7-step wizard that builds a client-ready estimate with AI-written scope, labour, materials, markup and taxes.
• Advanced estimates: a 4-part detailed build with internal cost sheets, column visibility controls and a contractor guide PDF.
• Price Book and Inventory: reusable labour rates, material prices, bundles, stock levels and allocation tracking.
• Change orders and work orders: vendor assignment, checklists, time logging and client approval.
• Schedule and Gantt: calendar, drag-and-drop Gantt hierarchy, job tasks, weather overlay and multi-offset email reminders.
• Invoicing: full, deposit, milestone and custom invoices, public invoice links, PDF attachments and payment tracking.
• Client and vendor portals: one portal per client covering all of their projects, plus a separate vendor portal.
• Records, Time Logs and Analytics: document hub with AI tools, GPS-stamped billable time and 17 configurable widgets.

Plans and pricing

Subscriptions are billed in USD worldwide and start with a 15-day free trial.

• Starter: $29.99/month or $305.90/year. Perfect for small contractors getting started. 50 estimates per month, Professional AI-powered scope writing, Client portal access, Email notifications, All 100+ templates, Basic analytics, Basic document storage, Email support, Invoicing service.
• Pro: $79.99/month or $815.90/year. Ideal for growing businesses. 50 estimates per month, Advanced AI features, Internal cost sheets, Full project dashboard, Schedule & Gantt chart, Work orders & Change orders, Vendor dashboard, Cash flow tracking, Advanced analytics, Complete Price Book suite, Time Logs with GPS tracking, Records with AI tools, Invoicing service, Priority support.
• Agency: $199/month or $2,029.80/year. For growing companies with 5-10 team members. Unlimited estimates, 50 advanced estimates per month, 1 included sub-account, Additional sub-accounts at $29/month, Full project dashboard, Schedule & Gantt chart, Work orders & Change orders, Vendor dashboard, Vendor portal access, Team messaging, WinkScope Assistant, Cash flow tracking, Advanced analytics & reporting, Internal cost sheets, Advanced markup rules, Complete Price Book suite, Time Logs with GPS tracking, Records with AI tools, Inventory management, Invoicing service, API access, Custom integrations, Dedicated support.
• Enterprise: $799/month or $8,149.20/year. For organizations with advanced needs. Unlimited estimates, Unlimited advanced estimates, 5 included sub-accounts, Additional sub-accounts at $29/month, Full project dashboard with all features, Schedule & Gantt chart, Work orders & Change orders, Vendor dashboard, Vendor portal access, Team messaging, WinkScope Assistant, Cash flow & financial tracking, Premium analytics dashboard, Premium AI-powered detailed estimates, Full Price Book & Inventory suite, Complete Time Logs suite, Records with AI & automation, Invoicing service, Advanced security (SSO), Custom training & integrations, Dedicated account manager, 24/7 priority support.

Billing rules

• Every subscription is charged in USD worldwide. Any other currency shown on the site is an indicative display only.
• Each paid plan starts with a 15-day free trial.
• Upgrades take effect immediately and are prorated; downgrades take effect at the end of the current billing period.
• Extra sub-account seats are $29 per month each, on the plans that support sub-accounts.
• The Free plan allows 3 estimates per month with no Advanced Estimates, no sub-accounts and no invoicing service.

What WinkScope connects to

Connections are set up by the company owner or an admin in Settings.

• Stripe Connect for online card payments on invoices
• QuickBooks Online two-way invoice sync
• Xero two-way invoice sync
• Google Calendar, one-way from WinkScope into a separate WinkScope Schedule calendar
• Slack and WhatsApp for the WinkScope assistant and notifications
• Zapier webhooks across 23 event categories
• Your own email provider (Resend, SendGrid, Mailgun or Mailchimp) for client documents

What each integration actually does

Integration limits are stated exactly as they behave in the product.

• Stripe: Stripe Connect powers the Pay Now button on invoices and public invoice links. Payments only become available once Stripe onboarding is complete; until then invoices, PDFs and public links still work and are simply paid outside WinkScope.
• QuickBooks Online: Two-way invoice sync, including invoices created before the connection. QuickBooks is used for accounting only — card payments always run through Stripe, not QuickBooks Payments.
• Xero: Two-way invoice sync with the same resumable behaviour as QuickBooks, including invoices created earlier.
• Google Calendar: One-way: WinkScope pushes jobs, tasks and quick events into a separate WinkScope Schedule calendar, on up to five company calendars. Anything created in Google does not come back into WinkScope.
• Email providers: Client documents can be sent from WinkScope or from the company's own Resend, SendGrid, Mailgun or Mailchimp account. Account, invitation and system emails always come from WinkScope.
• Slack, WhatsApp and Zapier: The WinkScope assistant and notifications can run in Slack and WhatsApp, and Zapier webhooks fire across 23 event categories.

Scope notes: how WinkScope is delivered

The boundaries of the product, stated so there are no surprises after signing up.

• Branding: WinkScope is delivered under its own brand on every plan; client-facing documents carry your company details, logo and colours rather than a reseller or white-label identity.
• Devices: WinkScope is delivered as a browser application that adapts to phone, tablet and desktop, so there is no separate app-store download to install, approve or keep updated.
• Calendar direction: Calendar synchronisation runs one way, from WinkScope into a dedicated WinkScope Schedule calendar. Entries created directly in Google remain in Google.
• Supplier accounts: Material pricing is maintained in your own Price Book and supplier quotes. Purchase history is not retrieved from Home Depot or other big-box trade accounts.
• Sub-accounts: Seats are allocated per plan rather than unmetered: Free, Starter and Pro are single-user, Agency includes 1 sub-account, Enterprise includes 5, and further seats are $29 per month each.
• Sharing and payments: Analytics dashboards stay inside the account rather than on a public link, and card payments are processed through Stripe rather than QuickBooks Payments.
• AI scope: WinkScope AI drafts and prices work from the project details and photos you provide; Advanced Estimates remain user-directed rather than generated unattended.

Who uses WinkScope

Contractors and service businesses across 55 trades, in United States, Canada, United Kingdom, Ireland, Australia, New Zealand, Gulf states.

• General Contractors
• Remodelers
• Home Builders
• Custom Home Builders
• Design-Build Firms
• Handyman Services
• Demolition Contractors
• Framing Contractors
• Foundation Contractors
• Concrete Contractors
• Masonry Contractors
• Drywall Contractors
• Plumbing Contractors
• HVAC Contractors
• Electrical Contractors
• Low Voltage & Security
• Solar Installers
• Appliance Repair

Frequently asked questions