ConnectWise CPQ vs. Windward Core

Overview
ProductRatingMost Used ByProduct SummaryStarting Price
ConnectWise CPQ
Score 9.1 out of 10
N/A
ConnectWise CPQ (formerly ConnectWise Sell, and Quosal) is the quote and proposal solution of the ConnectWise Suite. With ConnectWise Sell, users can create professional technology quotes and proposals that include rich product information, cover letters, and statements of work in minutes and automatically update their sales pipelines accordingly. The vendor says key benefits include: Save time creating IT quotes and proposals through automation …N/A
Windward Core
Score 9.1 out of 10
Enterprise companies (1,001+ employees)
Windward’s low-code document generation solution embeds into any application, enabling users to populate data-smart documents within the familiar landscape of Microsoft Office. It's a solution from PDFTron since the April 2021 acquisition.
$19
Per User, Per Month (10 user minimum)*
Pricing
ConnectWise CPQWindward Core
Editions & Modules
No answers on this topic
Windward Hub Standard
$19.00
Per User, Per Month (10 user minimum)*
Windward Hub Premium
$49.00
Per User, Per Month (10 user minimum)*
Windward Core Pro
$547.00
per month*
Windward Core Flex
$605.00
per month*
Windward Hub Enterprise
Custom Pricing
Offerings
Pricing Offerings
ConnectWise CPQWindward Core
Free Trial
YesYes
Free/Freemium Version
NoNo
Premium Consulting/Integration Services
NoNo
Entry-level Setup FeeNo setup feeNo setup fee
Additional Details*Pay annually: 15% discount 10% discount for quarterly payment of Windward Core.
More Pricing Information
Community Pulse
ConnectWise CPQWindward Core
Considered Both Products
ConnectWise CPQ
Chose ConnectWise CPQ
Most likely we are moving to QuoteWerks, they answer the phone when you call them for support. I tested their support last week and within 5 minutes I had a live tech on the phone.
Chose ConnectWise CPQ
ConnectWise Sell better meets our needs vs QuoteWerks, better customization and automation features were readily available.
Chose ConnectWise CPQ
We were using D-Tools for proposal creation and that application is far better. The only reason we moved to Sell is that it has leasing capability.
Chose ConnectWise CPQ
We were using D-Tools and that application is much better. Its actually 10x better. The only reason we move to Sell is because Sell have the leasing capability.
Chose ConnectWise CPQ
When it comes to the quoting layout Sell gives you so many more customization options. The item inventory is also easier to maintain. Sell is by far the best selling module that I have used thus far and it has helped keep us more organized.
Chose ConnectWise CPQ
I have not used any other quoting platforms like ConnectWise Sell except for the integrated estimates and invoicing in Freshbooks. These softwares are wildly different, however, since I use Freshbooks as a financial platform for another business I have. I would say in terms of …
Chose ConnectWise CPQ
We have previously used Excel and templates for quoting. We also have used Salesforce to generate quotes. Neither method was as clean as ConnectWise Sell and they were not geared specifically to how we work. We still use Salesforce for our main CRM and ConnectWise Sell …
Chose ConnectWise CPQ
Salesforce is the main competitor but this is easier to keep up with and I highly recommend any businesses to use this just for the convenience factor. Other programs and suites are also more expensive so you know that you are saving money using this service. Highly …
Chose ConnectWise CPQ
Both tools have a very common feature set. Sell is different primarily in the fact that it is online software-as-a-service based deployment, rather than a local server based deployment. That gives it a major leg up. I can use Sell from anywhere in the world easily.
Chose ConnectWise CPQ
We've also had some experience with quotewerks in the past. Quotewerks has some pretty solid functionality for the basic quoting features that we need, but didn't have the tight integration that we wanted.
Chose ConnectWise CPQ
We prefer having access to it inside our connectwise versus it being a separate program. Quosal took a long time to load or it would glitch. Sell is much quicker to use.
Chose ConnectWise CPQ
Matchs our CRM (Manage) AX was too expensive and Quotewerks had no API to manage. We did a Proof of concept, are members of Microsoft's partner program, and were worried about the scalability of this product versus others in the market. Connectwise has made good on their …
Chose ConnectWise CPQ
We did not evaluate any other solutions, except to compare it against our current QuickBooks estimate and Word document proposal method.
Chose ConnectWise CPQ
Infusionsoft - It is made more for an internet store, and it never answered our needs for effective quoting.

Microsoft Excel - It was nice to create algorithms for speedy quotes but moving around products, or sharing quotes with co-workers was hard. Google Sheets did not come …
Chose ConnectWise CPQ
Quotewerx was previously the product of choice for our company. When CW purchased Quosal, CW ceased providing Integration to Quotewerx which forced our company to migrate to Quosal.

At that particular time, it would have just been better if CW had admitted to us right from …
Chose ConnectWise CPQ
Bought it because of the integration to ConnectWise Manage. Did not review other products.
Chose ConnectWise CPQ
I haven't used a competitor in a while, but I am also not interested in looking. Other systems we used export to ugly and confusing Excel sheets. The Quosal system creates professional, customizable quotes and the customers love how easy it is to interact with them.
Chose ConnectWise CPQ

We looked at Salesforce.com as an option but it just wasn't the right fit. It didn't integrate well into our system, and to close the gap was costly. We needed a comprehensive sales tool to handle every aspect of our business. Data needed to systematically flow into all company …

Chose ConnectWise CPQ
We used to use Quotewerks. It also had integration with our PSA tool and the integration was pretty good. The fact that quotewerks was not cloud based meant we had to provide it via terminal services to handle all our locations and remote access. It's installer was difficult …
Chose ConnectWise CPQ
We selected Connectwise Sell based on available features, cost and the integration with other products.
Chose ConnectWise CPQ
We decided ultimately that we wanted to remain within the Connectwise Manage/Sell family. It made sense.
Chose ConnectWise CPQ
We selected Sell due to its integration with ConnectWise and the notable improvements over Create. The GUI on the quote creation page has streamlined the quoting process with the ability to make changes and moves between tabs and line items like I would with a Word document. …
Chose ConnectWise CPQ
We saw Quosal and ran with it. Other apps just don't compare.
Windward Core
Chose Windward Core
SharePoint is a nice tool, however, it requires a lot of effort to create the forms and code for pulling in data if it's not within SharePoint itself. Maintenance of reports will require SharePoint knowledge as well. Windward removes many obstacles in traditional report …
Chose Windward Core
We loved the MS Word integration over other options (for instance Crystal Reports).
Chose Windward Core
Windward had everything that we were looking for, most other companies for short in some way or another.
Chose Windward Core
I haven't evaluated other products like Windward.
Chose Windward Core
Unfortunately, I was not involved in the research process when selecting Windward, so I can't speak to the alternatives. However, it has worked out very well for us.
Chose Windward Core
Prior to Windward, we were using an HTML to PDF conversion for our reporting solution. It required substantial development to create and modify our reports and the styling was never up to our standards. Windward has certainly helped decrease our time in developing and …
Chose Windward Core
Most reporting solutions do not allow for an easy mix of static and dynamic content. Windward is a great reporting solution for this.
Chose Windward Core
We evaluated several other products to integrate with our new software, but Windward Studios was an obvious standout above the majority. Other applications required some level of software development knowledge and experience to create templates and a much steeper learning …
Chose Windward Core
Based on our need for easy user template manageability and a scalable report engine, Windward Studios was an obvious choice.
Chose Windward Core
We selected WindWard Studios for its MS integration.
Chose Windward Core
Again, it's been so long since I've used another reporting tool it would be hard for me to say. I just know we used a couple of components, and their report designers never offered the simplicity of designing a report directly in an MS Office document.
Chose Windward Core

A weak point of WindWard is its antiquity compared to other tools already positioned within the globe of software developers. However, a critical success factor is the ease and speed to get results, and in that WindWard has a good advantage. For this reason and to be able to …
Chose Windward Core
I have never used a alternative but i have peers who have used Dundas. The speed and flexability of Java Reporting Engine is much greater that that of Dundas. This had a big part to play with the Java Reporting Engine syncing with out backend much easier.
Chose Windward Core
Each tool in our kit has its strengths and weaknesses. When we need to build complex reports and native Microsoft Office output is a secondary (or less) consideration, we turn to tools from Jaspersoft or InetSoft, which are great for building complex reports but are frankly …
Chose Windward Core
I have not used any product that would be considered similar to AutoTag Template Designer.
Chose Windward Core
Truthfully when I came to AmWINS this was the only product that they had as an add on to Excel. I did not do any research before coming here. I also did not know what AutoTag Template Designer was before coming here but I enjoy working with it in Excel and Word.
Features
ConnectWise CPQWindward Core
CPQ
Comparison of CPQ features of Product A and Product B
ConnectWise CPQ
9.3
Ratings
6% above category average
Windward Core
-
Ratings
Quote sharing/sending10.00 Ratings00 Ratings
Product configuration10.00 Ratings00 Ratings
Configuration options10.00 Ratings00 Ratings
Pricing rules8.00 Ratings00 Ratings
Price adjustment10.00 Ratings00 Ratings
Purchase history and open contracts10.00 Ratings00 Ratings
Guided selling/Sales portal8.70 Ratings00 Ratings
CPQ reporting & analytics6.00 Ratings00 Ratings
CPQ-CRM integration10.00 Ratings00 Ratings
Attachments to quotes10.00 Ratings00 Ratings
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ConnectWise CPQWindward Core
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QuoteWerks
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Foxit PDF Editor
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User Ratings
ConnectWise CPQWindward Core
Likelihood to Recommend
10.0
(0 ratings)
9.1
(0 ratings)
Likelihood to Renew
1.0
(0 ratings)
-
(0 ratings)
Usability
9.7
(0 ratings)
9.1
(0 ratings)
Performance
6.3
(0 ratings)
-
(0 ratings)
Support Rating
5.9
(0 ratings)
9.1
(0 ratings)
Implementation Rating
8.8
(0 ratings)
-
(0 ratings)
Product Scalability
8.2
(0 ratings)
-
(0 ratings)
User Testimonials
ConnectWise CPQWindward Core
Likelihood to Recommend
ConnectWise Sell is great for Managed Service Providers and smaller IT shops who primarily do computer repairs and maintenance. The tool is generally good at everything it does, but I would not recommend using it for a company that sells IT equipment as its primary business. Quotes take a relatively large amount of time to build in order to get them looking good for the end user.
Read full review
AutoTag is a brilliant solution for less complex reports where native Microsoft Office output is required. This is where AutoTag really shines. It's also appropriate in situations where our customers want to develop and maintain their own reports but don't necessarily want to commit an experienced data person or report developer to do the work. For complex report requirements that need JavaScript or considerable data manipulation inside the report templates, we will continue to look at other tools in our kit.
Read full review
Pros
  • It provides our company with a standardized quoting process. Everyone works the same way, uses the same templates, and generates a professional quote. Nothing gets left out or missed.
  • Portal provides your sales staff and management with a complete view of their efforts. They see in real time what opportunities are in the pipeline, and how successful their efforts are when these opportunities are won.
  • Provides a collaborative platform for our sales team to work on customer quotes. We can now have 2 or 3 members working in the same quote whereas before we had to wait for someone to free up the document before others could access it.
  • It allows us to provide much more information in our quotes by attaching documents to the quote. Things like manufacturer specifications or brochures can now be easily attached into the quotes making it a presentation instead of a bunch of line items with numbers.
  • ConnectWise Sell is customizable to meet the needs of my company. This is so important to us because similar products only allow you to do what they design it for. Our business changes regularly and we need our software systems to be agile and adaptive to it.
Read full review
  • AutoTag can easily be connected to virtually any data source. The wizard walks you through all the needed steps. This is very helpful in getting reports from multiple sources or departments.
  • WindWard has put together a Wiki based user guide and has the best tech support I have ever worked with. For the rare occasions that we get stuck trying to convert a report the help is plentiful.
  • AutoTag is built within the Office suite and is therefore able to leverage all the familiar features. This is very useful when you need to make reports useful and appealing.
Read full review
Cons
  • The first year we were using Quosal, they were consistently posting new 'How to' videos and live training sessions to help users become familiar with the software features and best practices. While those videos are still available, they are becoming less relevant with each software version patch. The help manual documentation should be updated with the software versions as well.
Read full review
  • It would be very helpful if it was possible for tag logic to handle an array of data. Without it, the syntax can become very verbose when there are multiple logical conditions to check.
  • Most tags are only built to handle a single piece of data so it can be a little confusing when a query only appears to return 1 record.
Read full review
Likelihood to Renew
We are in our 4th year with Quosal and fully expect to renew again and again. With their development of additional features such as the Order Porter, Visual Quoting and others, we see the adoption rates continuing to rise while making our time to quoted shorter and shorter. Quosal and ConnecWise's vision of automated quoting is an exciting frontier that we are very happy to be a part of
Read full review
No answers on this topic
Usability
Quosal is a very solid product with a LOT of functionality. Quosal has two main products that they offer, 'Quosal Sell' and 'Quosal Create.' If you are looking for an "out-of-the-box" or "ready to use" quoting software, I would recommend Quosal Sell. If you are interested exploring advanced functionality and integration or have a resource on staff willing to assume an "admin" role, I would highly recommend Quosal Create.
Read full review
For the most part, the Windward report designer is intuitive for our users; but there are a few areas where it is less intuitive. In these cases, our users need to search Windwards support wiki site, or even contact their support technicians. This can also be due to the short time we've had Windward and our lack of knowledge.
Read full review
Performance
I dont think we use this tool to potential
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No answers on this topic
Support Rating
I have been in business for 30 years, we have about 30 vendors we have worked with or more. Connectwise is on the bottom, if you ask any MSP how you loose clients the fastest, it's all about response and support. Connectwise has not found that out yet.
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Support is something they take pride in. Once an issue is raised, they are quick to respond and provide details on a fix. No complaints on support here.
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Implementation Rating
Great implementation, the Quosal team has a smart and well planned process to guide your team through the process. More importantly, they understand the challenges with change and user adoption.
Read full review
No answers on this topic
Alternatives Considered
Both tools have a very common feature set. Sell is different primarily in the fact that it is online software-as-a-service based deployment, rather than a local server based deployment. That gives it a major leg up. I can use Sell from anywhere in the world easily.
Read full review
Prior to Windward, we were using an HTML to PDF conversion for our reporting solution. It required substantial development to create and modify our reports and the styling was never up to our standards. Windward has certainly helped decrease our time in developing and modifying reports and has also helped us greatly improve the styling of them as well.
Read full review
Scalability
Connectwise Sell is listening and building their software to fit the needs of their customers. Sell is consistently looking to us for feedback and making sure their product is working for us as partners/customers. We feel we are generally behind on getting to know their updates and software upgrades. They are a great vendor and wonderful corporation.
Read full review
No answers on this topic
Return on Investment
  • Customer satisfaction improvement. It's an impressive and professional way to present information that our customers appreciate. They not only have a clear way of knowing exactly what is being proposed, but now have another method they can use to easily track and organize approved/ not-approved quotes.
  • Improved brand consistency. We have a reputable, trusted image that projects across our client portfolio (not to mention within our community) and this system helps to promote and maintain our transparency and professional image.
  • Following up and referencing past quotes is made easy and quickly, which has benefited us from a time-cost savings perspective.
Read full review
  • As a fully integrated solution, the ROI is impacted when a client gets stickier with our solution because they see the benefit of Windward.
  • Support has been fantastic for our development team so that as we integrate the solutions we have a clear and clean design.
Read full review
ScreenShots

ConnectWise CPQ Screenshots

Screenshot of Sell DashboardScreenshot of Sell EtilizeScreenshot of Sell IntelScreenshot of Sell Order Porter E-SignatureScreenshot of Sell Place Order

Windward Core Screenshots

Screenshot of Screenshot of