Headway will send out 1099s to all eligible providers regardless of entity type because they are informational forms only.
1099s from Headway are sent in early February to the email connected to your Headway account directly from Tax1099. Please upload this form to your Heard account.
1099-Ks are issued by an online payment processor automatically if you receive $600 or more via an individual online payment processor (ex., Paypal). Headway will only file a 1099-NEC for payments that did not go through a payment processor that issues 1099-K. This might include cash, check, or direct deposit.
If you did not receive a 1099 from Headway, please reach out via their support contact form.