the teachings Jesus actually preached

Except that we really don't know what those would have been, and there's a pretty decent likelihood that many of the most popular sayings like "blessed are the poor" and "easier for a camel to get through the eye of a needle then a rich man to get into heaven" were additions after Paul and what later becomes the canonical church shift their splinter of the tradition to start collecting money from people.

"Want salvation? Too bad you have all that money - maybe we can help you out with that."

For example, in apocrypha that has a decent chance of also dating to the first century, it depicts a Jesus ridiculing the very idea of prayer, fasting, and charity as necessary for salvation, instead characterizing it as a birthright for all people and those who give money to the church as being like people who take off even their clothes to give to someone else in order to be given what is already theirs.

This is arguably an even more transgressive tradition and version of Jesus than the one Paul offered up, and was more in keeping with the pre-Pauline attitudes about "everything is permissible for me" and the resistance to his rights to profit as an apostle discussed in 1 Corinthians.

There's a significant survivorship bias in modern Christianity - for example, a tradition that changed the prohibition on carrying a purse and collecting money from people when ministering (Luke 22:35-36 - absent in Marcion's version which was likely the earliest copy) was more likely to survive and thrive than ones that had limited fundraising capabilities as originally directed.

So while yes, he may have been all about helping the poor and downtrodden, it's also entirely possible that a lot of it is a load of BS meant to separate fools from their money by an organization claiming to do those things on people's behalf (you'll notice in the Epistles vs gospels that Paul, who is supposedly collecting money for the poor back in Jerusalem, mentions a gift of a nice aromatic in Philippians 4:18, and then in the gospels written later on there's a scene where Jesus is given an expensive aromatic and chastises those who criticize him for accepting it rather than selling it and giving the money to the poor).

Personally, I prefer the nuance in something like saying 95 attributed to Jesus in the Gospel of Thomas: "If you have money, don't lend it at interest. Rather, give [it] to someone from whom you won't get it back." There's a bit more nuance in that this addresses not an obligation for everyone including those struggling with money to give to the poor via the church but rather the inherent wisdom of recognizing the diminishing returns on personal wealth for the rich and the value in directly enriching one's environment rather than hoarding a resource you can't take with you (the point of the parable in saying 63 in the same work).

So while I'm inclined to think that a historical Jesus probably was against hoarding wealth stupidly given the overlap between unique extra-cannonical and canonical sentiments, I'm quite wary that the extreme degree of bleeding heart asceticism we see promoted canonically is much more than a sales effort by a parasitic organization that went on to build the Vatican off its back.