Is having multiple internal links in the same post linking to the same content a bad thing? Let's say in two scenarios - one: multiple links with the same anchor text. Two: multiple links with different anchor text.
No, it's not "bad" to have two links to the same content in the same post - I assume you mean blog post, correct? How Google treats the total amount of PR transferred is another question. Some testing about a year ago showed that anchor text influence only transferred through the first such link, but other testing since that has seen this shift.
Since there is no easy way to test PR transfer at this level, the studies I know of used anchor text to measure. That may be a flawed approach, but it's all we seem to have. An interesting evolution here came up where the two links used different page fragment identifiers (#topic at the end of the same URL). In that case, it seemed like both links transferred anchor text influence.