Estimate

Contractor Estimate Software

Discover the best estimation and invoicing software for contractors. Boost accuracy, automate workflows, and scale your business faster with digital tools.

by

Gustavo Ferreyra • 4/8/2025

a contractor in the office make a estimate software

The Contractor’s Guide to Efficient Estimation and Invoicing Software

Still calculating project estimates with spreadsheets and struggling with manual invoices? You’re likely losing thousands of pounds and precious hours that contractor estimate software could save you.
Every miscalculation in material costs and labour pricing doesn’t just affect your bottom line—it damages client relationships and project timelines. However, finding the right digital solution amongst countless options can feel overwhelming.
That’s why we’ve created this comprehensive guide to help you choose and implement the perfect estimation and invoicing software for your contracting business. From cloud-based solutions to integrated platforms, we’ll show you exactly what features to look for and how to make them work for your specific needs.

Understanding Modern Estimation and Invoicing Tools

Modern contractor estimate software has fundamentally changed how construction businesses predict project costs and manage invoicing. Industry surveys indicate that digital takeoffs can reduce errors by up to 80% 1, whilst contractors using advanced estimating tools experience a 20-30% increase in productivity 1.

Key Features of Estimation Software

Digital estimation tools now offer automated quantity takeoffs that streamline operations and improve accuracy. These platforms integrate with CAD and BIM software to extract precise measurements for materials, from rebar to drywall 1. Additionally, integrated cost databases provide real-time pricing data, ensuring estimates adjust automatically when market prices shift 1.
The most effective estimation platforms include:

  • Digital takeoff capabilities for accurate material calculations
  • Real-time cost updates linked to supplier databases
  • Analytics dashboards for tracking spending patterns
  • Professional proposal generation tools

Essential Invoicing Capabilities

Modern invoicing solutions prioritise automation and customisation to accelerate payment processes. Leading software enables you to create personalised invoice templates that reflect your brand whilst maintaining professional standards 2. Furthermore, these systems offer automated payment reminders and tracking features to reduce outstanding payments 2.
The software automatically syncs with accounting platforms, eliminating manual data entry and reducing errors in financial records 2. For instance, Sage 100 Contractor allows customised invoices based on contracts, change orders, and progress billing 2.

Integration Requirements

Seamless integration between estimation and invoicing tools has become paramount for efficient operations. The software must connect with:

  • Accounting systems for automatic financial data synchronisation
  • Project management platforms for real-time cost tracking
  • CRM systems for enhanced client management
  • Payment gateways for faster transaction processing

Quality integration ensures that data flows smoothly between different departments, minimising communication gaps and reducing the risk of errors 3. Moreover, these connections enable real-time financial reporting and comprehensive project oversight 3.

Cloud vs On-Premise Solutions

The choice between cloud-based and on-premise solutions significantly impacts operational efficiency. Cloud solutions offer immediate deployment without lengthy installation processes, whilst providing automatic updates and enhanced collaboration capabilities 4. According to recent data, construction spending reached $376.60 billion during the first quarter of 2022, highlighting the growing need for scalable solutions 5.
Cloud-based platforms excel in:

  • Remote accessibility for field teams
  • Automatic software updates and maintenance
  • Reduced upfront costs through subscription pricing
  • Enhanced disaster recovery capabilities

Conversely, on-premise solutions provide complete control over data and security protocols 6. These systems particularly benefit organisations with strict data quality requirements, as noted by McKinsey research showing that fewer than 10% of large organisations have moved critical processes to the cloud 6.
The selection between cloud and on-premise deployment should align with specific business needs, considering factors such as data security requirements, budget constraints, and operational flexibility. Notably, cloud solutions offer superior scalability without significant infrastructure investment 4, whilst on-premise systems provide enhanced customisation options for specific workflow requirements 4.

Top Estimation Software for Contractors

a construction plan Image Source: Estimate Florida Consulting
Selecting the right estimation software can streamline your contracting operations. After thorough analysis of leading solutions, here are the top performers that stand out for their specific strengths.

ProEst: Complete Estimation Solution

ProEst offers a comprehensive cloud-based platform that combines powerful estimating capabilities with modern project management features. With over 45 years of industry experience 7, this software excels in providing customisation options through formula variables and algorithmic equations 8.
The platform seamlessly integrates with major construction management tools including Procore, Viewpoint, and QuickBooks 8. ProEst’s built-in database allows you to create and store custom assemblies, enabling quick access for future estimates 8.
One standout feature is the ability to perform digital takeoffs directly within the programme, offering flexibility to modify every piece of information in the system 8. Although the software requires an internet connection for operation 8, its cloud-based nature ensures 24/7 accessibility from any device.

STACK: Cloud-Based Efficiency

STACK has earned recognition for its user-friendly interface and powerful estimation capabilities. The software speeds up measurements with intuitive, cloud-powered tools that enable accurate quantity and material takeoff 9. Users report a remarkable 50-75% increase in productivity after implementation 10.
Key advantages include:

  • Lightning-fast takeoff tools that maintain accuracy whilst increasing efficiency 11
  • Customisable templates for professional proposals 11
  • Regional pricing data integration 11
  • Responsive mobile app for on-site access 11

STACK’s cloud-based platform, starting at $2499 annually 12, proves particularly beneficial for small to medium-sized contractors seeking an affordable yet comprehensive solution. The software’s ability to work on any computer, including Macs, makes it exceptionally accessible for modern construction teams 7.

PlanSwift: Detailed Takeoffs

PlanSwift distinguishes itself through its precise takeoff capabilities and cost calculation features. The software automatically calculates materials and labour costs, delivering accurate estimates consistently 5. Its drag-and-drop interface simplifies the measurement process, allowing quick extraction of quantities from digital plans 13.
The platform excels in:

  • Creating assemblies of commonly used materials and labour 5
  • Calculating costs and margins instantly 5
  • Adjusting cost projections with simple recalculations 5
  • Managing projects of various sizes with timely calculations 5

Starting at $1913 annually 12, PlanSwift offers an affordable solution for contractors seeking detailed takeoff capabilities. The software integrates smoothly with Excel, enabling direct export of raw material quantities into cost-estimating sheets 14.
Whilst each solution offers unique strengths, your choice should align with specific business requirements. ProEst suits larger operations needing comprehensive features, STACK serves small to medium contractors requiring cloud efficiency, and PlanSwift excels for those prioritising detailed takeoff capabilities.

Leading Invoicing Solutions

a person in the office Image Source: Construction Cost Accounting
Efficient invoicing stands at the heart of successful contracting businesses. Whilst estimation tools lay the groundwork, robust invoicing solutions ensure steady cash flow and professional financial management.

QuickBooks Construction Edition

QuickBooks Construction Edition delivers specialised features tailored for contractors. The software enables you to send invoices and estimates whilst on the move, alongside the ability to attach plans, contracts, and photos 15. Through its mobile card reader, you can accept payments via credit, debit, and bank transfers, accelerating payment processing up to 4 times faster 15.
The platform excels in batch invoicing capabilities, reducing invoice creation time by 37% 15. Its project-specific features include:

Sage 100 Contractor

Sage 100 Contractor offers comprehensive invoicing capabilities designed specifically for construction businesses. The software streamlines payment processing through integration with Sage Payment Solutions, enabling acceptance of credit cards, debit cards, and ACH payments both online and on-site 2.
A standout feature is its ability to handle complex billing scenarios. The platform supports:

  • Custom invoice creation based on contracts
  • Change order management
  • Progress billing tracking
  • Retention handling
  • Multi-company reporting 16

The software automatically matches bank transactions with your books, simplifying reconciliation processes 17. Furthermore, it provides robust document management capabilities, ensuring easy access to invoices, receipts, and contracts in one centralised location 17.

Construction-Specific Billing Tools

Beyond traditional solutions, specialised construction billing tools offer unique advantages for contractors. AvidXchange, for instance, employs OCR technology to convert paper documents into machine-readable format, addressing common invoicing challenges faced by construction companies 18.
Bill.com leverages artificial intelligence to automate recurring invoices and process multiple currencies 18. The platform’s tracking features provide comprehensive oversight of cash flow, ensuring timely payment processing through various payment gateways.
FreeAgent presents multiple invoice templates alongside project tracking capabilities. Its Invoice Timeline tool offers complete visibility of outstanding invoices, enabling better cash flow management 18. The software allows real-time collaboration with clients, ensuring smooth project progression.
Siteline, specifically designed for subcontractors, reduces accounts receivable ageing by 30% through streamlined billing and collections tools 19. The platform integrates with accounting systems and general contractor payment portals, creating a fully automated billing workflow that processes invoices six times faster than traditional methods 19.
These modern billing solutions not only automate tedious tasks but also provide crucial insights into financial performance. Through proper implementation, contractors can significantly reduce administrative overhead whilst maintaining precise control over their financial operations.

Implementing Integrated Solutions

Panda invoice example Image Source: PandaDoc
Successful implementation of contractor estimate software demands careful planning and systematic execution. A structured approach ensures smooth transition whilst maximising return on investment.

Assessing Your Business Needs

Before selecting software, evaluate your specific requirements thoroughly. A 2022 survey revealed that 67% of organisations identified contractor management as crucial for boosting overall productivity 3. Consider factors like:

  • Project volume and complexity
  • Integration requirements with existing tools
  • Budget constraints and expected ROI
  • Team size and technical expertise

Data Migration Strategies

Data migration plays a vital role in preserving vital project information and maintaining operational continuity. Poor data handover practises can disrupt workflows and impact project timelines 20. Three primary approaches exist for data migration:

  1. Manual Migration: Offers meticulous control and attention to detail, albeit requiring more time and effort 21.
  2. Automated Migration: Utilises specialised tools to streamline the process, reducing time and human errors 20.
  3. Hybrid Approach: Combines manual and automated methods for optimal results, especially beneficial for complex data requirements 21.

Staff Training Requirements

Comprehensive training programmes prove essential for successful software adoption. Team members must grasp not only basic functionalities but also develop problem-solving skills for handling discrepancies 22. Training should encompass:

  • Software functionality and daily operations
  • Integration with existing workflows
  • Error identification and resolution
  • Best practises for data entry and management

Integrating short learning sessions into regular team meetings helps maintain consistent skill development 22. Furthermore, establishing clear guidelines ensures team members feel empowered to address and learn from mistakes 22.

Measuring Implementation Success

Tracking key performance indicators (KPIs) proves crucial for evaluating software effectiveness. Companies implementing integrated solutions report up to 25% boost in operational efficiency, leading to 30% revenue increase within two years 3. Essential metrics include:

  • Time savings in estimation and invoicing processes
  • Error reduction rates in calculations
  • Cash flow improvements
  • User adoption rates

Regular performance monitoring through systematic feedback collection enables real-time adjustments 3. Additionally, tracking KPIs in interactive formats helps visualise progress and identify areas needing attention 6.
Through proper implementation strategies and consistent monitoring, your contracting business can effectively leverage estimation and invoicing software to enhance operational efficiency. Remember to maintain regular backups throughout the migration process and implement robust security measures to protect sensitive data 20.

Maximising ROI Through Automation

Automated estimation and invoicing tools deliver measurable returns through enhanced efficiency and reduced operational costs. Recent data shows that 91% of contractors using automated management systems experienced improved productivity 4.

Time Savings Analysis

Contractor estimate software eliminates repetitive tasks in cost calculations and billing processes. Studies indicate that companies save approximately 50% on each automatically processed invoice 23. By automating workflows, your staff can focus on high-value activities rather than manual data entry 24.
The U.S. economy loses roughly 50 million hours annually due to timesheet errors 1. Through automated time tracking, you can:

  • Generate accurate labour costs instantly
  • Track project progress in real-time
  • Maintain compliance with labour laws
  • Reduce overtime expenses

Error Reduction Benefits

Manual contract management often introduces costly mistakes. Research reveals that companies using manual invoice processes face a 2% error rate annually, whilst automation reduces this to 0.8% 25. Automated systems enforce predefined rules, ensuring consistency in pricing structures and payment terms 26.
The impact extends beyond mere accuracy. Contractors with higher levels of digital engagement report:

  • 53% improvement in estimates and bidding 4
  • 42% increase in profitability 4
  • 81% reduction in operational costs 4

Cash Flow Improvements

Late payments cost the construction industry $208 billion in 2022 4. Automated systems address this challenge through streamlined payment processing. By implementing automated invoicing, you can expect:

  • Faster payment cycles through automated reminders
  • Improved cash flow through early payment discounts
  • Enhanced supplier relationships
  • Reduced risk of payment delays

Automated billing systems integrate seamlessly with existing accounting tools, ensuring real-time data synchronisation 26. This integration enables precise financial tracking and forecasting, helping you maintain healthy cash reserves throughout project cycles.
The most compelling evidence comes from contractors who have embraced automation—79% report higher profits 4. Indeed, automated systems prove particularly valuable in managing complex billing scenarios, handling everything from progress payments to retention calculations 23.

Conclusion

Choosing the right estimation and invoicing software stands essential for modern contracting businesses. Research clearly shows that digital solutions reduce errors by 80% while boosting productivity up to 30%. These impressive gains stem from automated workflows, precise calculations, and streamlined payment processing.
Rather than viewing estimation and invoicing tools as separate entities, successful contractors now embrace integrated solutions. Cloud-based platforms like ProEst and STACK offer anywhere access, while established solutions such as QuickBooks Construction Edition and Sage 100 Contractor provide robust financial management capabilities.
Careful implementation remains crucial for success. Start by thoroughly assessing your business needs, planning data migration strategies, and establishing comprehensive training programmes. Remember that proper software implementation leads to significant benefits - from 53% better estimating accuracy to 42% higher profitability.
The construction industry continues evolving rapidly, making digital transformation necessary rather than optional. Companies that embrace automated estimation and invoicing solutions position themselves ahead of competitors while delivering better results for their clients.

Claro, aquí tienes las FAQs mejoradas con un formato profesional, legible y optimizado en inglés para publicación en un blog o página web:


Frequently Asked Questions (FAQs)

Q1. What are the main benefits of using estimation and invoicing software for contractors?

Estimation and invoicing software significantly reduces human error—by up to 80%—while increasing productivity by 20% to 30%. These tools automate complex calculations, streamline administrative workflows, and improve accuracy across project cost estimates and billing procedures.


Q2. How do cloud-based solutions compare to on-premise software for contractors?

Cloud-based solutions offer faster deployment, automatic updates, remote access, and improved team collaboration—all with lower upfront costs. In contrast, on-premise software provides greater control over data and security settings, which may be preferred by contractors operating under strict regulatory or data compliance requirements.


Q3. What is the best estimation software for small to medium-sized contractors?

STACK is a leading choice for small to mid-sized contractors. It features a user-friendly interface, robust estimation tools, and cloud-based convenience. Many users report productivity increases of 50% to 75% after adopting the platform. Pricing starts at approximately $2499 per year.


Q4. What features should contractors prioritize in invoicing software?

Look for essential features such as:

  • Automated payment reminders
  • Customizable invoice templates
  • Integration with accounting platforms
  • Progress billing capabilities
  • Support for complex billing scenarios (e.g., change orders, retention handling)

Q5. How can contractors evaluate the success of estimation and invoicing software implementation?

Success can be measured through key performance indicators (KPIs) such as:

  • Reduction in time spent on estimating and billing
  • Fewer calculation errors
  • Improved cash flow
  • Higher user adoption rates
    Many contractors report up to a 25% increase in operational efficiency and a 30% revenue growth within the first two years of using integrated solutions.

References

[1] - https://www.hh2.com/construction-human-resources/how-construction-time-tracking-software-can-save-you-time-and-money
[2] - https://www.constructioncostaccounting.com/post/best-invoicing-software-for-contractors
[3] - https://vorecol.com/blogs/blog-best-practises-for-evaluating-software-solutions-for-contractor-management-162171
[4] - https://www.constructiondive.com/news/gcs-reap-benefits-subcontractor-automation-report/653527/
[5] - https://www.planswift.com/
[6] - https://www.rib-software.com/en/blogs/construction-software-implementation
[7] - https://gobridgit.com/blog/construction-estimating-software/
[8] - https://www.capterra.com/p/8684/ProEst/reviews/
[9] - https://www.accordantco.com/stack-construction-software/
[10] - https://www.stackct.com/blog/free-construction-cost-estimating-software/
[11] - https://www.stackct.com/
[12] - https://www.iambuilders.com/articles/best-construction-estimating-software/
[13] - https://www.nichessp.com/blog/most-popular-construction-estimating-software
[14] - https://learn.g2.com/best-construction-estimating-software
[15] - https://quickbooks.intuit.com/industry/construction/
[16] - https://help-sage100contractor.na.sage.com/Sage100Contractor/US/25_1/Content/Modules/4-Accounts_Payable/About_payable_invoices.htm
[17] - https://www.constructioncostaccounting.com/post/construction-bookkeeping-with-sage-100-contractor
[18] - https://invoice.2go.com/learn/invoices/best-invoicing-software-for-contractors/
[19] - https://www.siteline.com/
[20] - https://www.planradar.com/au/data-migration-changing-construction-management-software/
[21] - https://www.jobtread.com/blog/seamless-data-system-migration-contracting
[22] - https://www.invoiceonline.com/business-newsletter/finance-and-accounting/how-to-train-your-team-in-effective-invoicing-practices
[23] - https://www.sergroup.com/en/knowledge-centre/blog/what-is-the-roi-of-an-automated-invoice-solution.html
[24] - https://www.docusign.com/blog/how-contract-automation-drives-precision-and-efficiency
[25] - https://www.stampli.com/blog/ap-automation/roi-of-ap-automation/
[26] - https://www.emersion.com/blog/billing-automation/error-reduction-through-billing-automation-systems/

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