I hoped you'd jump on this. Questions for you;- Why does ${{ break the token code?
Because the character sequence ${ is reserved: it's the start of a Velocity Template Language reference.
So the parser doesn't see an intact {{lead.token}} block, which is the Marketo token reference.
In the WYSIWYG do I simply type ${esc.d}{{lead.Gift Amount}} ? What command is {esc.d}?
${esc.d} is a Velocity escape sequence for a dollar sign. So we're adding a complete VTL sequence to be parsed (from ${ to closing }) and then the {{lead.token}} stands alone. In other words, the parsers don't trip over each other.
how bad is the currency data field? What are common problems with it? Is it Apple Maps bad?
Bad enough. It's a 16-bit float, so there aren't enough bits to represent common amounts without approximation — commonly called "rounding" but that's putting too rosy a face on it, FP rounding isn't like "nearest 100" because it's binary. And more approximation is enforced at the MySQL level. I wrote a blog about it a couple of years ago, you can search for it. Also lots of reading materials out there on floats.