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ConnectWise Project Billing Made Easy For Beginners

Oct 17, 2025
This is recording from my first Office Hours - I'm trying something new and hosting free office hours on Wednesdays. Link is here - https://calendly.com/monicaozaruk/connectwise-office-hours-free In this episode, we delve into effective project billing and invoicing strategies using ConnectWise. The discussion highlights common pitfalls, such as the tendency of newer users to delay project closures, and the importance of billing on a regular cadence to ensure revenue recognition. Learn how to create a dedicated view for projects in the invoicing screen, understand the nuances of different invoice types (down payment invoices, progress bills, and standard invoices), and navigate the intricacies of billing for fixed fee projects. Also, discover the significance of accurate time entry, the benefits of using the proper financial settings, and the merits of maintaining clean screens. This comprehensive guide will assist Managed Service Providers (MSPs) and those in similar fields in optimizing their invoicing processes within ConnectWise. 00:00 Invoicing and Billing Cadence 02:19 Creating Views for Projects 05:36 Fixed Fee Projects and Invoicing Methods 09:03 Down Payment Invoices 18:40 Progress Billing and WIP Management 23:11 Creating Progress Invoices 23:39 Product Billing Tips 24:20 Managing Down Payments 24:34 Tracking Product Quantities 25:27 Invoicing Shipped Products 25:39 Setting Up Progress Bills 28:07 Attaching Time Records 28:42 Billing Setup Recommendations 28:56 Project Board Overrides 29:34 Approval Process Importance 30:16 Handling Unapproved Time and Expenses