Roofing Software for Roofing and Siding Contractors

Win roofing and siding jobs on the spot

By taking measurements, using fast estimating, presenting to customers, and then getting customers to commit to jobs, Bolster streamlines your entire sales & estimating process.

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Bolster roofing proposal

Close bigger roofing or siding jobs, more often

Roofing and siding contractors using Bolster are, on average, winning 15% bigger jobs, 20% more often.

Estimate on the spot

Create accurate and detailed estimates in minutes, no matter what type of work you do. Estimate with templates pre-built with your items, costs, and profit, and automate your item and labor costing with AutoCost.
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Close deals on the spot with presentations

First impressions matter. Compete on professionalism rather than just price with automatically generated presentations that help contractors close 20% more jobs on average.
Kitchen cabinets in a Bolster proposal with the other finishes the customer can pick, each with its price

Options and upgrades they pick themselves

Put the choices in front of your customer instead of in a phone call. They tap through the options, see what each upgrade adds and watch the total change, then sign and pay the deposit. Every upgrade shows its price before they pick it.
Options and upgrades in a Bolster proposal: the customer picks the decking and the total updates

Generate your material list, budget and schedule

Setting up all your jobs is a part-time job in itself -- but in Bolster the budget and schedule generate automatically from the estimate. It's fully customizable of course -- but without any of the up-front repetitive work.
Bolster schedule timeline: 23 tasks built from the estimate, grouped by phase

Accept payments online

Send payment requests through the client portal on task completion, which can be paid with debit & credit card or secure bank transfer. Skip long check clearing times, and get payments deposited instantly into your Bolster Business Account.
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"Bolster proposals are professional, had everything lined out, and the terms were great. It sets us apart from the slacks that are out there handwriting their proposals."

Pete Farris
Owner, Epic Remodelers Inc.

Build better with the latest insights in residential construction.

Ideal for builders, renovators, subcontractors and more

Thousands of companies just like yours prefer Bolster.

Custom homes
Garages
Fences
Roofing
Additional dwelling units
Decks
Pools
Home renovations
Cabinets
Additions
Painting
Stucco
Siding
Windows and doors
Epoxy
Flooring
Textures and finishing
Bathrooms
Kitchens
Solar
Sunrooms
Tile
Countertops
Masonry
Hardscape
Concrete
Landscaping
Upstarts - $200k - 500k
Stable - $500k - $1m
Scale ups - $1m - $5m
Growth - $5m - $20m
Established - $20m+

What would you do with more time and more profit?

Book a demo

The all-in-one software for construction contractors

Save time, win more jobs, increase profit, and get paid faster with Bolster.

Roofing software that estimates, sells and runs the job

Roofing software should take you from a measured roof to a signed contract and a paid invoice without retyping anything. Bolster is roofing estimating software and siding contractor software in one: measure the roof or walls, choose the system (asphalt shingle, metal, siding, soffit and fascia), and Bolster prices materials and labour, builds the quote, schedules the crew and collects payment.

Roofing and exterior work is competitive and time sensitive. Homeowners often collect several quotes after a storm or when a roof fails, and the contractor with the clearest, fastest, most professional quote has the advantage.


What roofing estimating software needs to cover

  • Measurements. Roof area by plane, pitch, ridges, hips, valleys, eaves and rakes; wall area and openings for siding. Bolster supports satellite imagery and plan takeoffs, and the HOVER integration brings in exterior measurements from smartphone photos.
  • Pitch and waste. Converting plan area to actual roof area by pitch, then adding waste for hips, valleys and cut-up roofs.
  • Full system pricing. Not just shingles or panels: underlayment, ice and water shield, starter, ridge cap, drip edge, flashing, vents, fasteners, tear-off, disposal and labour.
  • Good, better, best options. Standard shingle, upgraded architectural shingle and metal on one quote.
  • Change orders. Rotten decking and hidden damage are common. Documented change orders the homeowner signs protect your margin.
  • Payments. Deposits, completion payments and insurance-driven jobs tracked in one place.

How to estimate a roof

  • 1. Measure each roof plane and its pitch. Convert footprint area to true roof area using the pitch factor, then convert to squares (100 sq ft each).
  • 2. Measure the linear items: ridges, hips, valleys, eaves, rakes and wall flashings. These drive ridge cap, starter, drip edge, ice and water shield and flashing quantities.
  • 3. Add waste. Simple gable roofs need less waste than roofs with many hips, valleys and dormers.
  • 4. Price the system, including tear-off layers, disposal, decking replacement allowance, ventilation and accessories.
  • 5. Price labour per square with adders for steep pitch, multiple stories, layers and access.
  • 6. Apply overhead and markup, then present options and a clear change order policy for hidden damage.

Illustrative example: a roof with a 2,000 sq ft footprint at a 6/12 pitch. Multiplying by the 6/12 pitch factor (about 1.118) gives roughly 2,236 sq ft, or 22.4 squares, before waste. Add 10 to 15% waste depending on complexity, then price underlayment, starter, ridge cap and drip edge from the measured linear footage. These numbers are only an example; use your own measurements, waste factors and supplier pricing.


Metal roofing and siding materials in your estimates

Metal roofing is priced differently from shingles. A metal roofing profile is the shape of the sheet seen from its short edge: corrugated, ribbed (exposed fastener) panels, or standing seam with flat pans between tall raised seams. Each profile has its own cover width, minimum pitch, fastening method, trims and hardware, so each needs its own assembly. If you are adding metal for the first time, set up two or three profiles carefully before expanding. Our guide to metal roofing profiles explains the differences.

Siding works the same way. Vinyl, fibre cement, engineered wood and metal siding each carry different exposure, waste, trim and labour rates. Price wall area net of openings, then add corners, J-channel, starter strip, house wrap, soffit and fascia as separate lines so the quote is easy to explain and adjust.

How Bolster works for roofers and siding contractors

Bolster Takeoff measures areas and lengths on satellite imagery, plans or photos and links them directly into your estimate. AutoCost keeps material and labour pricing current for your region. Build each roof and siding system as an assembly once and reuse it, so every estimator produces the same price for the same scope.

Each estimate becomes an interactive quote where the homeowner can compare shingle lines, upgrade to metal or add gutters, then sign online. If hidden damage turns up, send a change order for digital approval before the extra work starts. When the job is booked, Bolster creates the schedule, material list and budget, and you collect deposits and final payments through Bolster Payments. For broader exterior work, see our page for exterior contractors.


Common roofing estimating mistakes

  • Using footprint area instead of roof area. Always adjust for pitch before converting to squares.
  • Underestimating waste on cut-up roofs with many hips, valleys and dormers.
  • Missing accessories. Starter, ridge cap, ice and water shield, drip edge, pipe boots, vents and step flashing add up quickly.
  • No plan for hidden damage. Without a decking allowance or unit price, every rotten sheet becomes an argument.
  • Ignoring layers and access. Extra tear-off layers, steep pitches, multiple stories and limited dumpster access all need labour adders.
  • Pricing from memory. Shingle, metal and siding prices change. Quotes built on old numbers cost margin on every job.

Documenting storm and insurance-related work

Many roofing and siding jobs follow storm damage. Clear, itemized estimates make it easier for homeowners to understand what is covered and what is an upgrade. Keep photos with the job through the CompanyCam integration, record scope changes as signed change orders, and keep the homeowner updated through their client portal so there is a clear record of what was agreed and done.

Gutters, soffit, fascia and other exterior add-ons

Roof and siding replacements are the natural time to sell gutters, gutter guards, soffit and fascia, attic ventilation and window trim. Set each up as an optional item in your Bolster quote so homeowners can add it and see the new total instantly. Bolster contractors win 15% bigger jobs on average when they offer upgrades and options.

Roofing software versus roof measurement reports

Measurement reports and aerial tools give you roof areas, pitches and linear footage. They are an input, not an estimate. Roofing estimating software takes those measurements and turns them into a priced scope of shingles or panels, underlayment, accessories, tear-off, disposal and labour, then into a quote, schedule, material order and invoice. In Bolster you can measure directly with Takeoff or bring in exterior measurements through HOVER, and the numbers flow into your roofing and siding assemblies without retyping.

Illustrative siding estimate

For a two-storey house with 2,400 sq ft of gross wall area and 300 sq ft of windows and doors, price about 2,100 sq ft of net siding plus waste, then add house wrap for the gross area, starter strip along the base, outside and inside corners by linear foot, J-channel or trim around every opening, and soffit and fascia by linear foot of eave. Labour is priced per square with adders for height and tear-off. These figures are an example only; use your own measurements and rates.


Roofing CRM and follow-up

Roofing leads go cold quickly. Bolster's CRM pipeline moves every lead from estimate to booked job to payment, and alerts you when a homeowner opens or changes a quote so you can follow up while they are deciding.


Frequently asked questions

What is the best roofing software for contractors?

The best roofing software measures roofs accurately, prices the full roofing system with current costs, produces professional quotes with options, handles change orders and collects payments. Bolster covers estimating, quoting, scheduling, CRM and payments in one platform for roofing and siding contractors.

How do you calculate roofing squares?

Measure the roof area of each plane, adjust footprint area for pitch using a pitch factor, add the planes together and divide by 100. Then add a waste percentage based on how complex the roof is.

Can Bolster measure a roof from satellite imagery?

Yes. Bolster Takeoff lets you measure areas and lengths on satellite imagery, plans and photos. Bolster also integrates with HOVER to bring exterior measurements from smartphone photos into your estimates.

Does Bolster work for siding contractors?

Yes. Siding contractors build assemblies for vinyl, fibre cement, engineered wood or metal siding, including trims, wrap, soffit and fascia, and price them from measured wall areas.

How should I estimate metal roofing?

Set up a separate assembly for each metal roofing profile, because cover width, minimum pitch, trims and fasteners differ by profile. Start with two or three profiles you install often.

How do I handle rotten decking found during a tear-off?

Include a clear allowance or unit price for decking replacement in the quote, then document any extra with a change order the homeowner approves digitally before the work continues.

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