What are the risks for my cold storage plan.

I have a Nano Ledger S. Need to move my longterm storage now as it looks like.

1. Save an offline HTML of https://www.bitaddress.org/
2. Use USB to transfer HTML to offline PC
3. Generate one private key
4. Do a backup photo of that private key via analog polaroid camera
5. Send BTC from ledger to the paper wallet

Question: How safe is this? And can I send multiple times to the same paper wallet?

Thanks!