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ConnectWise Sell vs Simple Estimate Comparison

Last updated:

ConnectWise Sell

2.9(23 reviews)

Starting at Contact for pricing

  • Large Enterprises
  • Medium Business

It's a free, easy-to-use tool for account managers wherein every targeted change to a quote is version-controlled instantly and automatically updated across all channels. Each time a quote is created or updated, company…

Simple Estimate

Starting at $45 /Month

  • Free Trial
  • Large Enterprises
  • Medium Business

Simple Estimate is a project cost estimate software designed specifically for agencies. It offers easy collaboration between teams and ensures accurate estimates. This software simplifies the process of estimating, as it…

ConnectWise Sell leads on user satisfaction with a 2.9-star rating across 23 reviews.

ConnectWise Sell vs Simple Estimate — at a glance

FeatureConnectWise SellSimple Estimate
Rating2.9 / 5
Reviews23
Starting priceContact for pricing$45 /Month
Free trial No Yes
Free version No No
Best forLarge Enterprises, Medium Business, Small BusinessLarge Enterprises, Medium Business, Small Business
CategoryConfigure Price Quote (CPQ) SoftwareConfigure Price Quote (CPQ) Software
PlatformsSaaS/Web/Cloud, Installed - Windows, Installed - MacSaaS/Web/Cloud
API
Support modes24/7 (Live rep), Business Hours, OnlineOnline
Certifications
Data residencyGlobalUS

Key differences between ConnectWise Sell and Simple Estimate

  • Pricing: Simple Estimate starts at $45 /Month. ConnectWise Sell pricing is not publicly listed.
  • Free trial: Simple Estimate offers a free trial; ConnectWise Sell does not.
  • Deployment: ConnectWise Sell supports SaaS/Web/Cloud, Installed - Windows, Installed - Mac; Simple Estimate supports SaaS/Web/Cloud.

ConnectWise Sell vs Simple Estimate — find the better fit before you commit.

01

Which tool fits your team best

02

Which is actually cheaper for your team size

03

Where each product wins, per real buyers

Most Configure Price Quote (CPQ) Software tools look identical on paper. This comparison cuts to the differences that matter — pricing structure, team fit, and what real buyers found after signing up.

ConnectWise Sell - Configure Price Quote (CPQ) Software
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Simple Estimate - New SaaS Software
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Talk to an expert

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Biggest differences

Start here before you go deeper into features.

ConnectWise Sell

Best free CPQ tool for simple, version-controlled sales quoting.

Choose if
  • You need automatic, instant version control on all quote changes.
  • Your team values centralized company and pricing data storage.
  • You want an easy-to-use CPQ tool tailored for account managers.
Consider alternatives if
  • Your company requires advanced CPQ customizations and integrations.
  • You need extensive analytics, forecasting, or transparent pricing models.

Simple Estimate

Best for

Large Enterprises, Medium Business, Small Business

ConnectWise Sell typically suits Large Enterprises and Medium Business. Simple Estimate tends to fit Large Enterprises and Medium Business better. The right choice depends on your team size, workflow, and whether a free trial matters.

Description

It's a free, easy-to-use tool for account managers wherein every targeted change to a quote is version-controlled instantly and automatically updated across all channels. Each time a quote ... Read More about ConnectWise Sell

Simple Estimate is a project cost estimate software designed specifically for agencies. It offers easy collaboration between teams and ensures accurate estimates. This software simplifies ... Read More about Simple Estimate

Entry Level Pricing

  • Not Available
  • Starts from $45

Free Trial Availability

  • No free trial

User Ratings

Based on verified Spotsaas reviews

2.91

(23)

Best Company Size

Small BusinessMedium Business
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Software Demo

Demo

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How do ConnectWise Sell and Simple Estimate Compare on Features?

Total Features

7 Features

5 Features

Unique Features

No unique features

No unique features

Get Quote
Get Quote

Compare ConnectWise Sell and Simple Estimate on pricing

Review starting price, plan structure, and free-trial access side by side so you can see which option fits your budget and buying process.

Pricing Option

      Starting From

      • Not Available
      • $45

      Pricing Plans

      • Not Available
      • Not Available

      Pricing Page

      ConnectWise Sell pricing
      Simple Estimate pricing

      Other Details

      Organization Types supported

      • Medium Business
      • Large Enterprises
      • Small Business
      • Medium Business
      • Large Enterprises
      • Small Business

      Platforms Supported

      • Browser Based (Cloud)
      • Mobile - iOS
      • Mobile - Android
      • Installed - Windows
      • Installed - Mac
      • Browser Based (Cloud)
      • Mobile - iOS
      • Mobile - Android
      • Installed - Windows
      • Installed - Mac

      Modes of support

      • 24/7 (Live rep)
      • Business Hours
      • Online
      • 24/7 (Live rep)
      • Business Hours
      • Online

      API Support

      • Not Available
      • Not Available
      Get help choosing
      Get help choosing

      Security & Compliance

      Certifications, data handling, and security controls for IT and compliance evaluators.

      HIPAA

      ✗ No

      Data Residency

      🌐 Global
      🇺🇸 US

      ConnectWise Sell User Reviews & Rating Comparison

      User Ratings

      No reviews available for the product

      Rating Distribution

      4

      3

      8

      3

      5

      No reviews available for this product

      Spotsaas Editor’s POV generated by AI

      Buyer sentiment

      Users appreciate the ease of use and version control features but express concerns about limited functionality and unclear pricing.

      What buyers like

      • Ease of use
      • Version control
      • Centralized data management

      Common complaints

      • Limited features
      • Pricing transparency

      No expert review available for this product

      Pros and Cons

      • Automatic version control of quote changes

      • Centralized storage of company and pricing data

      • Ease of use for account managers

      • Limited pricing transparency and unclear pricing model

      • Lack of advanced CPQ features and integrations

      No pros or cons available for this product

      Positive Reviews

      No reviews available for the product

      No reviews available for the product

      Negative Reviews

      No reviews available for the product

      No reviews available for the product

      Used ConnectWise Sell or Simple Estimate? Tell buyers what actually differs.

      Media and Screenshots

      Screenshots

      Tech Data Integration

      1 Screenshots

      No screenshots available.

      Videos

      video-0

      2 Videos

      video-0

      1 Videos

      Top Alternatives to ConnectWise Sell and Simple Estimate in 2026

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      Disclaimer: This research has been collated from a variety of authoritative sources. We welcome your feedback at [email protected].

      Frequently asked questions

      Which is better, ConnectWise Sell or Simple Estimate?
      ConnectWise Sell edges out the other on user ratings (2.9 vs -1.0). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
      Do ConnectWise Sell and Simple Estimate offer a free trial?
      Simple Estimate offers a free trial. ConnectWise Sell does not.
      What is the starting price of ConnectWise Sell vs Simple Estimate?
      ConnectWise Sell starts at Contact for pricing. Simple Estimate starts at $45 /Month.
      What are the top alternatives to ConnectWise Sell?
      Top alternatives to ConnectWise Sell include Configure One, Salesforce CPQ, Oracle CPQ, BlueprintCPQ, QuoteWerks.
      What are the top alternatives to Simple Estimate?
      Top alternatives to Simple Estimate include EagleSpace, Sprint Cost, Estimatess.io, Estimo, WowSoftware.