FarmerJamie said:
As far as anyone "hijacking" the thread, it doesn't bother me - sometimes it the journey, not the destination.
I'm looking for some interesting discussion and knowledge sharing.
The "hamburger helper" comments really ring true with me, because we got busy with life and fell into that meal-from-a-box approach as the kids got busy outside the home. I'm trying to rein that back in.
Grinding our own flour would be something I would want to do eventually, but there are other changes that need to be done first to get there. If it was just me, no problem, but I have four folks to consider how to bring along for the ride.
Please, please, don't hold back on the discussion.

You may be sorry for encouraging me, because I can type for miles...
If you don't mind me asking, what
kinds of "other changes that need to be done first to get there" are you thinking of? Is it the change of mind set from what is generally acknowledged as "healthy"? I certainly don't have all the answers, and I don't want to pry or get personal, but it helps to effect change if one can identify the problem/s, the goal/s, and how quickly one wants to progress along the path to the solution/s.
Someone mentioned margarine vs. butter above--we never used margarine simply because both hubs and I grew up on butter and he hates the taste of margarine--it tastes plastic and machined to him. Do a taste test with your family, which do they prefer? Most recent mainstream research indicates that butter is better anyway--just scare them with the words "trans fats" and you can also appeal to the economics of the matter--most "healthy margarines" are mostly salty water with a bit of oil. And that oil is processed chemically in a very unnatural manner. Why pay good money for watered down food?
If you are already baking bread and your family prefers home made, you are well on your way in that department.

The grinding your own only takes a few extra minutes, but adds so much nutrition. Source out fresh and organic to start with if you just don't have the time though and work towards it if it's a goal for you, but it doesn't have to be if you can get good flour. If you are a bread pro, move into the sour doughs and different types of bread like pita and tortillas for variety. I love to make scones, muffins, and waffles and freeze them for my kids to have easy breakfasts on rushed mornings (my 15-yo daughter needs to be at school at 7:30am on Fridays because she is in the Journalism class at her school and that is her team's day to prepare the daily "school announcements" broadcast).
If you have pre/teens that are concerned about ensuring they eat "low fat", talk to them about their fears in a non-threatening way. Guide them with logic, "who's fatter, people today or the pioneers/native indians? What do/did these groups of people eat? What's the role of work/exercise in health?" etc. I'm fortunate that my now 15-yo daughter did a science fair experiment in the 5th grade about nutrition so she's always been on-side with how we eat. Besides which, she loves real home made food. When we go on holiday she misses home cooking (well, both my kids do) and the kids hate restaurant food after about 3 days. Comforting food goes a long way to making people happy
When it comes to "meal in a box" type dinners, they are really easy to "make healthy from scratch". I do a modified version of this thing called "once-a-month cooking", where I put together a whole bunch of dinners and freeze them ready to bake from frozen. The books and websites on this topic want you to freeze everything in ziploc freezer bags and dump the food into a casserole dish on cooking day, but I tend to freeze most of the dishes in pyrex with the rubbery plastic lids and freeze them that way. I do use the bags if I'm out of dishes, but I don't like to.
I do meatloaf, meatballs (plain and with marinara sauce), chicken pieces with various sauces, pork chops with various sauces, pasta dishes like lasagne, perogies, stews and soups etc.
I'm not exactly sure what hamburger helper (just as a name-brand example) turns out like, but from the tv adverts I assume that it's a hamburger based casserole with rice or noodles and sauce? Easy to do from scratch and freeze up several different styles of casserole: brown your meat with lots of onions, celery and garlic (and if your kids don't like veggies you can also buzz zucchini or squash, carrots, green & red peppers etc. in the food processor and add in so they don't notice all the small pieces) and then go to town with your sauce--make up a sauce recipe you like (marinara, curry, sweet & sour, stroganoff etc.) and make those up, then stir it all together and freeze.
You can either cook the pasta the same day and leave it a bit al dente and stir it into the casserole after draining and freeze it all as one dish, or cook up the pasta while the casserole heats in the oven and then stir it all together fresh before serving.
You can prep up several beef meals on the same day, chuck them in the freezer, and then move on to chicken/pork/lamb whatever. You can do one meat one weekend, and something else the next, or you can just cook extra when you make something like this fresh for dinner and chuck that into the freezer (this doesn't work for my family as we end up putting it into the fridge to cool before freezing, then we eat it a couple of days later instead of it making it into the freezer.
Doing your "convenience" meals this way ensures that you are in total control of what's in the dishes you eat

It does take time, however, so you need to build that into your schedule. If your wife does most of the cooking and you also enjoy cooking (you seem to enjoy canning so I assume you are no slouch in the kitchen), offer to try this out one weekend--either as your solo effort or for some "togetherness" time in the kitchen. There are actual cookbooks on the subject, I have
Once-a-Month Cooking Family Favourites and
The Big Cook as well as a couple of old 1960s Better Homes and Gardens cookbooks and 2 1960s English cookbooks by Audrey about freezing (one is titled
Complete Book of Home Freezing, can't lay my hands on the other at the moment) and my public library has lots more on the subject of freezer meals.
I find the older the cookbook, the more "real" the ingredients. I'm a mid-century aficionado and love old Better Homes and Gardens books from the 50s and 60s, but often even these have some "convenience" methods like using a can of condensed soup in lieu of making a proper sauce, but proper sauces are some of the simplest cooking around so no biggie to just follow a recipe for those.