Hi itsaudacious,
We appreciate you reaching out to us.
We’d like to gather additional details that may help us be in a better position to assist you.
Are you using iCloud Mail or a mail account from a different email provider?
Also, do you have a different Apple device that is signed in to the same mail accounts as your iPad? If yes, are you experiencing a similar issue with your other device?
If you have multiple mail accounts on your iPad, let's make sure that they are all active.
If a mail account has been inadvertently removed, the steps below can guide you on how you can add it back.
- "Go to Settings > Mail, then tap Accounts.
- Tap Add Account, then select your email provider.
- Enter your email address and password.
- If you see Next, tap Next and wait for Mail to verify your account.
- If you see Save, tap Save."
You can use the article below as a reference.
Add an email account to your iPhone, iPad, or iPod touch - Apple Support
Would you also try the steps below?
- Send an email to a contact.
- Craft another email, then try to send it to the same contact.
Do you get the dropdown option after sending the second one?
Please keep us posted.
Take care!
