You can't send money to Cash App through Zelle, but you can link a bank account as a workaround. Link the same bank account to your Zelle and Cash App accounts. Transfer your Cash App balance to your bank account, and then send that balance with Zelle.
If your bank or credit union offers Zelle - You can send money to people you know and trust with a bank account in the U.S. If your bank or credit union does NOT offer Zelle- The person you want to send money to, or receive money from, must have access to Zelle through their bank or credit union.
It is important to keep an accurate diary or similar record of your gambling winnings and losses. To deduct your losses, you must be able to provide receipts, tickets, statements or other records that show the amount of both your winnings and losses.
Gambling losses are indeed tax deductible, but only to the extent of your winnings and requires you to report all the money you win as taxable income on your return. The deduction is only available if you itemize your deductions.