I am no teacher, to give advice, but I can only relate how I have done things.
I have hopped around, sometimes reading shorter books, to get them out of the way Makes no sense, don’t try to understand.
In the last couple years, I’ve been reading the OT books in the form of commentaries from the Jewish Publication Society. Each of the commentaries took years to compile and they treat many topics about each book. But, sure enough, they don’t cover all topics and the next book you read may discuss things the commentaries did not.
The commentaries point out things that I would never pick up in simply “reading” the Bible.
Moses is the greatest person in the Old Testament (Hebrew Bible) and you ought to hold on to that idea whenever you choose to read the OT. Pay close attention to Moses the person.
Another “how” to read the Bible is to look at it from the standpoint of personal spirituality.
What is the Bible telling you to do? how to live your life?
Often another preconception influences how you read the Bible. The Jews refer to the first five books of the Bible as the Torah which does not mean “law” but “instruction.” So, maybe you should be looking at those books that way too, instead of quibbling about the history details. Even 2 Tim 3:16-17 says that scripture is useful for teaching, which is to say “instruction.” So, the Jewish and Christian view of scripture is harmonious, if you look for it.
“How” to read scripture? Again, OT suggestion: Look at each command as describing Jesus (this is my “original” thought on the matter). Don’t just read Leviticus as a bunch of mind-boggling rules. Look at each of them as describing something about Jesus – who fulfilled the Old Testament.
The OT has a dizzying amount of structure to it, which helps to understand what the human author was trying to say. Chap One of Genesis talks about six days of creation and then the seventh day on which God rested (or refrained from creating ). In Hebrew, each verse has seven words or a multiple of seven words. In English there’s obvious repetition, which makes the chapter almost liturgical in structure.
The Catechism says there are four senses of scripture. Every chapter you read, can you tell each of those senses of that scripture? I’m lazy, and I wish somebody would tell me or give me a hint.
The Jews have no official interpretation of any verse of the Hebrew Bible (I have read that twice by different authors). The Catholic Church only has a couple official interpretations of some verses in Scripture. Interesting to keep this in mind. Each verse should be understood in reference to the entire Bible. So, you can’t even rest on one verse until you have considered all the other verses, theoretically.
How to read the bible? Know that in modern times, the publishers and translators have to avoid copyright infringement. So, each different Bible you may find may have every verse a little different from the other versions. Don’t get your head totally wrapped aroung one rendering of a verse.
Be patient. when you get caught up on a verse, give yourself a lifetime to figure out what it means. Have an open mind.
Expect the Bible to challenge you. Winston Churchill is quoted as saying “Men stumble upon the truth, but then go on as if nothing has happened.” Expect to be changed. Expect the unexpected. Expect to be lifted up.
These are some of the “hows” to read the Bible. Believe me, there are more “hows” to read the Bible. Such as “how” to think critically about the Bible.