Send from your Outlook address

Send inbox replies, quotes, invoices and reminders from your own Outlook or Microsoft 365 address, and keep customer replies in the same thread.

Written by Ethan RiveraUpdated over a week ago2 min readBeginner

What this guide covers

How email goes out from your own Outlook address once you connect Outlook and choose it as your sender.

Turn it on

Connect Outlook in Settings, Email & Inbox.
Under Send Client Emails From, choose Connected Outlook.

What goes out from Outlook

Replies and new messages you write in the JobsiteOn inbox.
Quotes and proposals you send.
Invoices you send, and payment reminders you send yourself.

Each message lands in your Outlook Sent Items, with the PDF attached when the email includes one. The quote or invoice still records that it was sent.

Automatic messages, such as scheduled payment reminders, receipts and system notices, still come from your JobsiteOn address.

Customer replies

Customers reply to your real address. The reply arrives in Outlook and in the same JobsiteOn thread, next to the quote or invoice it answers.

When Outlook can't send

Inbox replies stop with a message such as "Reconnect Outlook to send from dana@yourcompany.com". Nothing goes out from a different address.
Quotes, invoices and reminders still reach the customer on time. They go out from your JobsiteOn address instead, and the thread shows that address.

Reconnect Outlook in Settings, Email & Inbox to go back to sending as yourself.

Limits

Microsoft limits how much one mailbox can send. For Microsoft 365 that is 30 messages a minute and 10,000 recipients a day. Outlook.com limits are lower. JobsiteOn reports the limit when Microsoft refuses a message.

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