Rather than trying to calculate the actual inflation rate, I thought I'd look at what an estimated static inflation model would look like at 2-5% and 10% as well as CPI's numbers and judge if things were nearer the 5-10% numbers or nearer the 2-3% the government claims. I grant that inflation is a personal thing and that this method is subject to the bias of the person picking the products, hedonic adjustments and a whole slew of other problems. This also doesn't create a "basket" but rather is just an effort to examine the narrative to see if there is any reality to the varying claims. Rent for example has a bigger impact than does the cost of bananas, even if you eat lots of bananas. However, anyone can take this idea and run their own set of products though the machine and come up with their own conclusion or even add in "basket" logic to create an overall inflation estimation.
Let me cut to the chase:

(Click to view in google sheets)
In my observation, two things become obvious quickly. The first is, for the average person whose lifestyle is "typically American" you can see the "required" things like health care, cars and "average" rent have gone up a great deal more than you might expect. The second thing is that butter, milk and tech have all inflated at really low rates, if at all. I just don't see the "grocery store prices have gone up" narrative being particularly valid, nor is it obvious utilities have gone up a great deal. Tangentially related, I thought it was interesting that CPI tracked so well with the 1920s budget to the federal poverty line ($26,200 today). While I'm not sure if CPI and 1920s budgets really relate, it certainly made me think of Jacob's "live like your grandparents" advice.
Once I added some custom formatting, coloring prices within a +/- 25% range of the "actual" price, I found it interesting how poorly any estimate of inflation actually is, as inflation strongly varied. It almost seems like if you say "2-3% inflation for cheap things we all need" you will be near enough. If you say "3-5% inflation for expensive things that are optional", you'll probably capture most pricing accurately. If you say "deflation for things invented/popularized in the 70s or 80s" that too seems accurate. My hypothesis of why Jacob's ERE system works so well is that expensive things are minimized, deflated things are acquired for free and thus the last 100 years of compounding of CPI have less impact on the items purchased. While I don't believe this is enough data (to say nothing of how the future might be different, YMMV, etc.), the data I do have does imply that Jacob's JAFI estimate is probably overstating a true JAFI inflation level. One area that may invalidate this inflation-avoiding hypothesis is government taxes, one of the budget items Jacob has noted as a large portion of his expenses. That budget line item is something I didn't do much examination on. I'm not sure how to generalize it to compare eras as it really is very situation specific. If others have ideas on how to tackle it, I'm open to suggestions.
Technical details:
I used primary sources or well researched claims when possible, such as:
https://www.pinterest.com/tobyradloff/v ... ocery-ads/
https://witness2fashion.wordpress.com/t ... ngle-iron/
https://www.pinterest.com/pin/3940718407650648/
https://www.forbes.com/sites/chrisconov ... 8-vs-2012/
In some cases, I used more general single statistics like "average gas cost in x was y". I tried to generically cite all sources but I didn't feel like grabbing every URL I hit since it was more an experiment than a proper study. I also found that the rental "average" estimate to be criminally high, but given NYC and San Fran rent prices, maybe it is a legitimate national average, like how the moment Bill Gates enters a bar the average wealth of the patrons jumps into the millions. To add to that, a "room" in the past is not exactly the same thing as a room today. I recall my grandmother discussing how multiple families shared a single bathroom in the late 50s. I don't have enough experience or historical knowledge to judge when that changed or even how to evaluate differences in lifestyles. Nor was the price generalized, instead I used ads from one single source, not a national average. That being said, I did see other ads and analysis that seemed to agree with the rough 5% inflation my estimate came out with.
The "actual price" I list for many of the items is debatable as what you get may vary. Take the washing machine in the 1930s is not the washer of today. Nor is the S&P the same 500 stocks (to say nothing of dividends). A modern Mustang (which is what I priced) is also not equal to buying a used 1969 Mustang. If you instead choose to buy a 69 Mustang today, depending on which car you buy, may actually be nearer a 10% inflation rate. I did not try to adjust for these or many other sorts of concerns. These are just efforts to give a feel for the "real" inflation.
Last but not least, I suppose it is worth noting this spreadsheet is very hacked together. I calculated inflation by a lookup table that only goes back to 1920. I'm sure someone could extend it further back or change it out from dollars to pounds (and perhaps go back to the 1700s!). If anyone is interested in playing with the spreadsheet, just make a personal copy and enjoy.