We have issues with this too

Our budget is between $300 to $500 a month depending on what yearly bills are due that month. We live in Southern Cali where we are a family of 6 with 2 very big male eaters (DH is 6’4 and 270) 4 cats and 3 dogs. Also one in diapers so we use cloth diapers which saves a ton and is so easy to use.
I use coupons, loss leaders, clearance racks and try to make as much from scratch as I can that I cannot get cheaper with coupons. It always seems to be a balancing game. I had been sick the last few years ending in 2 surgeries last July. I am getting my strength back so we are back to growing some of our food. Just planted some carrots today.
I know people call those that use a lot of coupons and store a lot hoarders but it really makes a big difference when you do not have to worry if the kids will be able to eat. When there are great coupons I try to get as many as I can and stockpile all I can. Last couple of months there was a $1 off 1 Progresso soup coupon. I have about 60 cans ranging from zero to .28 each. We tend not to eat a lot of canned soup so that could last us a year. Also Walmart gives overages on coupons so when it is a coupon where the item is priced less then the coupon I shop there. Birdeye recipe ready is a good example. They range from $1 to $1.99 but there are coupons $1.50 on 1 and $1 on 1 so a lot of free and very cheap veggies for the freezer

There’s the portion of the software that shows your bank transactions

and those are going to be exactly what the bank sends to Quicken. So if the bank has a single savings account with a lump sum in it, that’s exactly what it’s going to send to Quicken and that’s what you’ll see in the register. Having said that, there are other sections of Quicken which allow you to set up spending budgets, spending histories, and set/track goals. Given what you’ve said, I think exploring those other sections would be worthwhile. In previous editions of Quicken the budgeting section allowed you to do most of what you’re talking about, but in Quicken 2013 some of those options changed. I don’t know if Quicken 2014 restored those options, changed them again, or kept everything the same. But try to think of Quicken as serving two different purposes – a ledger to record what actually happened, and a planning tool to figure out what to do in the future. Those two sections don’t always talk to each other but you can usually figure out how to accomplish your goals in either one or the other.