PROS Smart CPQ vs. ConnectWise Sell: Comparing Best CPQ Solutions 2026

Overview: PROS Smart CPQ and ConnectWise Sell as CPQ Category solutions.

PROS Smart CPQ: Pros-smart-cpq software streamlines sales, optimizes pricing, and enhances customer engagement. Efficiency is driven, revenue boosted, and business success elevated.

ConnectWise Sell: ConnectWise-Sell offers IT proposal templates and automation software. Users can create IT quotes, automate workflows, and integrate price catalogs to save time and reduce errors.

This comparison of PROS Smart CPQ vs. ConnectWise Sell draws on 4529 Cuspera insights from customer stories. The use cases and topics below show where the two products overlap and where each one stands apart.

Both PROS Smart CPQ and ConnectWise Sell are commonly chosen for Sales quoting automation.

PROS Smart CPQ also supports Airline retailing and offer management, Airline offer management, Quoting process automation, Centralized price management for SKUs, etc.

ConnectWise Sell also supports Remote monitoring and management automation, Remote monitoring and management for MSPs, Backup and disaster recovery management, Business process automation for MSPs, etc.

Evidence shows that both products are used for Customer engagement, Workflow automation, Sales process automation, Sales enablement, etc.

PROS Smart CPQ also covers Revenue management, Price optimization, Pricing optimization, Pricing management, etc.

ConnectWise Sell also covers IT service management, Cybersecurity management, Workforce management, Remote monitoring and management, etc.

Top use cases: PROS Smart CPQ vs ConnectWise Sell

Use cases tied to PROS Smart CPQ and ConnectWise Sell from verified data sources. Click any use case for supporting evidences.

PROS Smart CPQ
ConnectWise Sell
Shared by both · Use cases
PROS Smart CPQ ConnectWise Sell

Top Capabilities: PROS Smart CPQ vs ConnectWise Sell

Lengths: relative topic prominence (square-root scale) · Labels: comparison split. Click any item for supporting evidences.

PROS Smart CPQ
Shared
ConnectWise Sell
Shared by both · Topics
PROS Smart CPQ only
ConnectWise Sell only

Deployed Industries: PROS Smart CPQ vs ConnectWise Sell

Lengths: relative industry prominence (square-root scale) · Labels: comparison split. Click any item for supporting evidences.

PROS Smart CPQ
Shared
ConnectWise Sell
Shared by both · Industries
PROS Smart CPQ only
ConnectWise Sell only

Deployed Market Segments: PROS Smart CPQ vs ConnectWise Sell

Share of peer evidence by company size for PROS Smart CPQ and ConnectWise Sell. Each product segments add up to 100%. Click any segment for supporting evidence.

PROS Smart CPQ 100%
ConnectWise Sell 100%

PROS Smart CPQ and ConnectWise Sell: Best activities based on customer satisfaction

PROS Smart CPQ in Action: Unique Activities

How can PROS Smart CPQ enhance your Products & Pricelist Management process?
The products enable flexible pricing scenarios, guided selling processes, and the organization of large product lists. nThe products use artificial intelligence and machine learning to provide personalized product and pricing recommendations. nThe product recommendations enable sales teams to deliver targeted offers.
"...Currently using pricing analytics in production...." Peer review by Executive Sponsor
What Are the key features of PROS Smart CPQ for Cross Selling?
The platform provides guided selling capabilities to enable intelligent cross-selling and upselling. nAlgorithmic cross-sell recommendations are automated, delivering personalized offers that increase deal sizes. nThese features help sales teams sustain their cross-sell process and deliver relevant recommendations over time.
"...With guided selling and algorithmic cross sell recommendations, sales teams can now increase deal sizes with personalized, science based offers customers are most likely to buy...." Peer review
What solutions does PROS Smart CPQ provide for Collaboration?
The software allows multiple salespeople to collaborate on quotes and requests for proposals simultaneously. It also enables real-time collaboration with internal pricing teams during the creation of sales agreements. This ensures alignment between sales and pricing teams, ultimately recording finalized agreement prices and terms in a centralized repository.
"...Key Features Sales Agreements Product Catalog with Guided Selling Al-based cross sell Simultaneous Quote Collaboration Quote Analytics Pricing and Discount Management Sales Agreement Management Available With Sales Agreements...." CPQ Software - Configure Price Quote Solutions

ConnectWise Sell in Action: Unique Activities

How does ConnectWise Sell facilitate Sales Document Management?
Connectwise Sell facilitates the creation and management of sales documents, including proposals, quotes, and recurring service agreements. It integrates with ConnectWise Manage for seamless fulfillment and provides a streamlined quoting process with customizable templates and online quote approval. The platform may require some time to learn and set up, and its e-signature functionality is limited.
"...Once a template is made, it does decently well with creating good quotes for our customers...." Peer review by Alissa Levanway, Purchasing Agent, CIO Solutions, LP
How does ConnectWise Sell facilitate Workflow Management?
Connectwise Sell Workflow Management enables users to automate various sales processes and manage quotes, proposals, product sourcing, and sales reporting. This tool integrates with ConnectWise Manage, streamlining the sales process and improving customer satisfaction. However, users have reported that the software lacks flexibility in customizing workflows and required fields, which may hinder specific business processes.
"...The built-in features and link with ConnectWise Manage have streamlined our sales process and workflow from the quote to the implementation and customer satisfaction has increased...." Peer review by Tammy M. Randall, Account Management Coordinator, Roeing Corporation
How does ConnectWise Sell address your Helpdesk Management Challenges?
ConnectWise Sell offers comprehensive help desk management capabilities. It provides dedicated technicians and support services for internal customers and tickets. However, the system may require time to learn and users may experience delays in receiving support.
"...versatility to work tools help, for example Connect Wise, a great tool that helps support our internal customers and tickets, is great...." Peer review by Consultant
How can ConnectWise Sell enhance your Engagement Management process?
ConnectWise Sell streamlines engagement management for technology businesses, enabling them to generate quotes, track opportunities, and follow up with clients. The platform facilitates various order types and provides a client portal for enhanced engagement. Advanced customization and complex template design may require professional services engagements.
"...The Order Porter feature is used to track the number and frequency of visits and assists with the timing of follow-up and closing deals...." Peer review by Verified User, Partner in Product Management, Computer & Network Security

Integrations

Ecosystem partners each product commonly connects with.

PROS Smart CPQ

Tremendous
4.3
Copper
4.5
Avalara
4.3
Proof
4.6
Lucidchart
4.5

ConnectWise Sell

Tray.ai
4.0
Aweber
4.2
Zapier
4.7
Tonkean
4.2
Avalara
4.3

News

Latest PROS Smart CPQ news

BigCommerce Rebrands as Commerce, Partners with PROS

PROS and Commerce have partnered to integrate PROS' AI-driven pricing and CPQ capabilities with Commerce's eCommerce solutions. This collaboration aims to enhance B2B digital commerce by optimizing pricing, reducing errors, and accelerating revenue. The joint solution targets companies with complex product catalogs, improving customer engagement and sales across diverse channels.

22/07/2026 - source

Latest ConnectWise Sell news

ConnectWise opens Australian data centre for x360Recover

ConnectWise has launched an Australian data centre for its x360Recover service, enhancing data residency and disaster recovery for APAC partners. The facility supports cloud, hybrid, and on-premises environments, offering SOC 2 Type II certification. New features include automated backup integrity testing and integration with ConnectWise SIEM, aimed at improving operational resilience and compliance for managed service providers and IT teams.

25/08/2026 - source