Have to ask, why are you building this in house? Most accounting packages (quicken/quickbooks/sage) have this built in already and your accounting/bookkeepin

Have to ask, why are you building this in house? Most accounting packages (quicken/quickbooks/sage) have this built in already and your accounting/bookkeeping people would already be familiar with it. Or, if you're a smaller shop, maybe something like stripe? Or even a Google Doc/Excel. They have a bunch of easy to use templates these days. If you really have/want to build it, this architecture is simple enough that i don't think its really stack dependent. MEAN would handle front end and a diverse invoice structure; Django/Postgress have some great admin-form features and handle multi-table queries gracefully; and .NET with windows forms would make short work of a desktop UI. Just go with what you know and focus on speed.