WinkScope is an AI estimating and takeoff platform for general contractors. You describe the job or upload photos, and it drafts a full estimate: scope of work, trade-by-trade scope, materials, labor hours, markup and GST/HST/PST, then exports a branded PDF for e-signature. WinkScope starts at $29.99/month with a 15-day free trial, billed in USD worldwide.
What is the best AI general contracting estimating software in Canada in 2026?
Start by describing the job in plain language — "general contracting work, 2,400 sq ft two-storey, general contracting scope, occupied home" — or upload site photos and a plan image. WinkScope AI writes the scope of work, breaks it into sections, and proposes line items with quantities. You correct anything that is wrong, apply your own price book rates, and the totals, markup and GST/HST/PST recalculate as you type. A typical estimate that took an evening in a spreadsheet takes 10-20 minutes. Nothing is sent until you approve it.
For general contracting work the takeoff resolves trade-by-trade scope, allowances, sub quotes and general conditions. WinkScope converts those quantities into priced line items against your price book, so the same rates apply on every estimate instead of being re-guessed per job. Quantities stay editable, and each one keeps its unit, waste factor and crew rate so you can audit where a number came from six months later.
A defensible general contracting estimate in Canada normally carries: Sub trade packages; General conditions; Supervision; Allowances and contingency; Permits and fees; Overhead and profit. The margin killer on this trade is missing scope between trades and eating it as a change order — WinkScope handles it with change orders that carry their own approval and e-signature, so scope growth becomes billed revenue instead of an argument at the end of the job.
Jobs are priced in CAD with GST/HST/PST handled as GST, HST or GST+PST depending on the province the job is in. Units follow local practice: metric with imperial still common on site. Material pricing resolves local suppliers such as RONA, Home Hardware, Home Depot Canada, Wolseley. Local practice the estimate has to respect: Canadian Electrical Code and provincial codes; Construction lien holdback (typically 10%); Provincial WSIB/WCB clearance. Your WinkScope subscription itself is always charged in USD; the CAD figures are the prices you charge your own clients.
The approved estimate becomes the job. WinkScope carries it through scheduling and a Gantt plan, work orders for subs and crews, GPS time tracking, change orders, progress or deposit invoicing with Stripe payments, and a client portal where the customer approves and pays. QuickBooks and Xero sync keeps the books in step, so a general contractor is not re-typing the same job into three systems.
For small and mid-sized general contractors, WinkScope covers the whole job — AI estimates, takeoff from descriptions and photos, price book, scheduling, work orders, invoicing and payments — from $29.99/month with a 15-day free trial. Larger general contracting firms running detailed plan measurement often pair it with Buildertrend. It is not a CAD plan-measurement package: takeoff comes from your job description, photos and quantities you confirm, and every AI draft is editable before it goes to the client.
WinkScope generates quantities from your job description, site photos and uploaded plan images, and resolves trade-by-trade scope, allowances, sub quotes and general conditions. It is an assisted takeoff, not automated CAD measurement — you review and confirm quantities before they price. That is deliberate: an unreviewed AI quantity in a estimate is how general contractors lose margin.
WinkScope is $29.99/month on Starter, $79.99/month on Pro, $199/month on Agency and $699/month on Enterprise, all with a 15-day free trial and no card required to start. Billing is in USD worldwide. Traditional general contracting estimating suites like Buildertrend and CoConstruct are typically quote-only and considerably more.
Yes. GST, HST or GST+PST depending on the province the job is in. Documents are priced in CAD and stamp their currency at creation, so a historic estimate keeps its original figures if you later switch. Your subscription is still charged in USD.
That is the core case. A solo general contractor usually estimates at night; WinkScope's value is turning a 90-minute estimate into 15 minutes and making the numbers consistent. There is no minimum seat count and no onboarding fee, and Free/Starter/Pro plans include no sub-accounts, so you are not paying for seats you do not use.
Yes. Standard estimates suit residential and light commercial. Advanced Estimates use a four-part structure — sections, items, materials and labor — for commercial general contracting scopes that need a defensible breakdown, and are available on Pro and above, with a monthly allowance on Agency.
A structured scope of work in your market's English, line-itemed materials and labor with quantities and units, markup, GST/HST/PST, exclusions and terms. It uses Canada vocabulary, units and supplier names, not US defaults. Everything is editable and nothing sends automatically.
Buildertrend is stronger at deep, measurement-driven general contracting takeoff on large plan sets. WinkScope is broader and much cheaper: AI scope writing, estimates, scheduling, work orders, inventory, invoicing, payments and a client portal in one place. Small to mid-sized general contractors usually need the breadth more than the depth.
You can upload plan images and photos and WinkScope will draft the full estimate — scope, materials, labor hours, markup and GST/HST/PST — in one pass. Review the quantities, adjust rates, then export a branded PDF or send it for e-signature from the same screen.
No, it syncs with it. Invoices, clients and payments sync two ways with QuickBooks Online and Xero, including status changes, so accounting stays where your bookkeeper wants it while estimating, scheduling and job management live in WinkScope.
WinkScope is an AI estimating and takeoff platform for general contractors. You describe the job or upload photos, and it drafts a full estimate: scope of work, trade-by-trade scope, materials, labor hours, markup and GST/HST/PST, then exports a branded PDF for e-signature. WinkScope starts at $29.99/month with a 15-day free trial, billed in USD worldwide.