Jhananda,
I think the biggest mystery in Pali canon regarding jhanas how Gautama practiced arupa jhanas under his teachers before awakening. Because according to the story line, he started practicing rula jhanas only after leaving those teachers. So it is somewhat confusing how it is even possible to practice higher jhanas without lower ones. I do not remember if we discussed this.
This is one of the most fundamental questions that arises. As I have stated before regarding the community of people who are interested in astral projection, which is also called the Out-of-Body Experience, we see them trying to have OOBEs, and often do, but rarely have full access to the experience, and very often they remain close to the earth plane. And, there is nothing in their dialog about learning to meditate skillfully or overcome their suffering.
What I get out of Siddhartha Gautama's mission statement, which is defined in his Four Noble Truths, is an understanding that suffering exists, and its cause is our craving and covetousness. There he also gives us an 8 part formula for ending our suffering, which is his Noble Eightfold Path, which is a lifestyle, which the OOBE people don't generally get.
What we see in his night of enlightenment is recalling a previous experience of deep meditation, which creates the set and setting for greater depth, which propelled him into the first jhana, which he characterizes by the arising of bliss and joy. The first jhana led him to the second jhana, which he defined by tranquility, which we interpret as the stilling of the mind, and he says it is greater bliss, which leads to greater depth, which he characterizes as greater levels of bliss. In the OOBE community we see them describing various charismatic phenomena that we describe here, which is strange interior (charismatic) sounds, vibrations and luminosity. This then leads to OOBEs. So, the problem for the OOBE community to understand is the precursors to the OOBE are actually valuable, and should be embraced and saturated into to relieve our stress and anxiety.
I hope this adequately answers your question, Tad.