I think, based on what you mention about your overall business records and how you manage them, you run the risk of losing insight into how your bottom-line is going. QuickBooks does have a "cloud-based" version so that you can track your inventory, your estimates, accounts payable and receivables, and such. The cloud base version is slightly higher than the one you buy at Staples or Office Depot, but you can also use payroll service for your assistant and know that with the right setup you've got the withholding data right. There is an alternative program that I hear rave reviews about: Freshbooks.com. I believe it is less pricey, still cloud-based, and has a solid following among very small business owners. I am not familiar with it "hands on" so I cannot speak as confidently about it. I would suggest you consider it, nonetheless.
Jobber, by it's own admission from I post I read them here (
http://appcenter.intuit.com/jobber) isn't interested in managing the whole financial aspect of your business. Let's face it, if you haven't got a good grip on where your money comes and goes, a good estimate system is the least of your problems.
Ideally, you'd have a system that intertwined smoothly with both a QuickBooks system (I don't recommend Peachtree Accounting as it is really designed for CPAs and hard for non accountants to use)and a field-management system. I know those integrated systems do not come cheap for the small operation.
No, QuickBooks isn't really fast, easy and cheap (that sounds kind of like a sad prostitute, sorry!) to set up but you could load your various services into the billing and estimate portion so that you can select the services you are offering from a list and have it all compiled and totaled on the estimate. If you are using an accountant or bookkeeper to help you sort out the shoe box of stuff at year end, I would talk with them about setting a QuickBooks system up for you and give you some basic training; where I live the Small Business Admin has funded free trainings by their local partner agencies in QuickBooks so you may find the same near you.
The best customer service comes with a system that helps you know exactly how your business is doing so you can work with them with added confidence about your pricing, scheduling, etc... Good luck!