You appear to have a fair high level understanding of the concepts, but you need to have a one on one with a tax professional.
There is too much detail lacking and a forum such as this is not conducive to addressing the issue.
But at a high level, you need to be able to separate the personal from the business assets on day one.
These items then become a contribution to the S corp on day one.
Meet with a tax professional, invest the $$ to get started on the right track.
*A reminder that posts in a forum such as this do not constitute tax advice.
Also keep in mind the date of replies, as tax law changes.
