Here is a list of potential things you can do to help reduce the chance of emails being marked as spam:

1. Avoid using triggering words such as 'free', 'cash', etc.
2. Include a personal message or note to the recipient.
3. Break up your message into multiple emails instead of one long email.
4. Confirm your recipient's email address.
5. Include an unsubscribe link with each email.
6. Use a reputable email deliverability service to manage your email list.
7. Check your content for spelling mistakes and bad grammar.
8. Refrain from sending emails too frequently.