Never say it’s not possible to do something on MODx
Wayfinder still uses a default rowTpl if you don’t supply one. How else would it output something?
This is the default that is hardcoded in the code:
<li[[+wf.id]][[+wf.classes]]><a href="[[+wf.link]]" title="[[+wf.title]]" [[+wf.attributes]]>[[+wf.linktext]]</a>[[+wf.wrapper]]</li>
To modify this to make it all SSL links you’ll get:
<li[[+wf.id]][[+wf.classes]]><a href="[[~[[+wf.docid]]?scheme=`https`]]" title="[[+wf.title]]" [[+wf.attributes]]>[[+wf.linktext]]</a>[[+wf.wrapper]]</li>
To modify that to make SSL links based on wether or not a TV called forceSSL has a value of 1:
<li[[+wf.id]][[+wf.classes]]><a href="[[~[[+wf.docid]][[*forceSSL:is=`1`:`?scheme=`https``]]]]" title="[[+wf.title]]" [[+wf.attributes]]>[[+wf.linktext]]</a>[[+wf.wrapper]]</li>
Untested. But imo should do the trick.
Put that code in a chunk, and reference it to the &rowTpl parameter in your wayfinder call.
You can set up the TV as a checkbox. Set input option values to "1==Yes, make SSL links". If you want to turn it on by default set the default option values to "1".
Anything’s possible in MODx.
(So does that make it better then Joomla for us developers? I’d say so...

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