Although this is an old thread, I had encountered the same issue in TW5. 
5.3.2.

It may be possible the fix shown above works with Markdown, but I am using  
'text/vnd.tiddlywiki'. I had fiddled with the font sizes a few days earlier 
trying to increase the editor font size and it appears I had made the 
Markdown text hideously large as displayed in the preview view. I didn't 
want take the time to fix the font issue and reformat to Markdown at the 
time.  So ...

There are two issues that occur if there is any deviation from the 
displayed code. 

   1. A single <p> tag for the entire list data doesn't work. Code 
   indentation within the list is lost and numbering again begins at 1. 
   2. When using 2 tags, if the second start tag is on a new line, issue 1 
   will again occur.
   
The second tag must begin right after the first closing tag to maintain the 
expected indentation and numbering continuation. These can be separated by 
a space or two, but again, no linefeed or carriage returns between the 
tags. 

---- code ----
# 1
# 2
# 3<p> text for x number of lines and the ending text is terminated as 
shown on this line. The tags must not have spaces between the ending text 
and <p> tags like this.</p> <p>. 

```
code block.
```
<p>
# 4 next data point
# 5 etc.
---- /code ----


On Wednesday, July 15, 2015 at 3:34:37 PM UTC-4 [email protected] wrote:

> Hi,
>
> If you write this, is it what you want to ?
>
> # One
> # Two
> # Three<span>
>
> ```
> multi
> line
> code
> ```
> </span>
> # four
> # etc.
>
> In your previous example, you have write title list item after <span> and 
> not before.
>
> Sylvain
>

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