How do I send bulk email from monday.com without getting my Outlook account flagged?

monday.com does not send your email. The mailbox you connected does. monday CRM's email works by linking a personal Gmail or Outlook account, so when you send to a large group the messages leave through that individual mailbox and run straight into the sending limits your own provider enforces. The consequence people notice is not a monday error. It is their work address getting flagged, and an IT administrator having to unblock it.

That single design fact explains every symptom in this category, including why there is no SMTP setting to fix it.

What monday can and cannot do here

What works is genuine and worth stating first. Connecting your mailbox means email sent from a monday item arrives from your real address, threads properly, and replies come back to you. For sales conversation, follow-ups, and anything one to one, that is exactly the right design and nothing here applies.

The wall is volume. Because the send is performed by your connected mailbox, your provider's limits are the real ceiling, and the connection options do not include a service built for bulk. A user with a 16,000 contact database in construction described it precisely: their Microsoft 365 address kept ending up on what they called the naughty list for sending too many at once, their IT provider had to unblock it in the 365 admin settings, and IT's suggested fix could not be applied.

Their words on the fix: "our IT support suggested something like SMTP2Go, however there is no way to integrate this within Monday (the only two options are just linking a Gmail or Outlook account)."

Worth noting that this was not spam. The sender emailed each contact about once a quarter, business to business, with an unsubscribe link in every message. Good practice still hits a mailbox limit, because the limit is not measuring intent.

Source: monday community, Mass Emails hitting Outlook limits.

There is no safe number to look up

The most common follow-up is how many is too many. It has no published answer, and that is not monday withholding one.

Asked directly whether there is a daily limit before an address gets flagged as spam, a monday.com Ambassador answered that there is no magic number, that it is "more a question for microsoft than monday", and that the practical approach is to "not send more than about 50 a day to start (then increase over time)." Asked to confirm, they agreed the ceiling depends on the email provider.

That advice is correct, and notice what it actually is: a manual warm-up performed by a human who remembers to increase the number each week.

Source: monday community, maximum number of email that can be sent out in a day.

The integration layer has its own ceiling

Separately from your provider's limits, monday's Outlook integration has a rate limit of its own. A 2026 feature request reports the error "Outlook API Rate Limit Exceeded" appearing constantly after the new Outlook integration replaced the previous one, with the author no longer able to run the bulk sends they used to. A partner replying confirmed the limit "sits on monday.com's side of the Outlook integration, so there's not much you can do to work around it directly."

So there are two ceilings stacked on each other, and neither is adjustable from your account.

Source: monday community feature request, Bulk Outlook Email Integrations.

What about monday campaigns

This is monday's own answer for marketing sends, and it is the first thing recommended when the question comes up. Check whether you have it before you plan around it. In the 16,000 contact thread, the recommendation was made and the person asking replied that Campaigns did not appear on their account at all, on a Pro plan. The Ambassador confirmed it was a new product still in Beta.

It is also a different product rather than a setting inside the CRM email you are already using, so adopting it is a move, not a fix.

What people try, and where each one breaks

Approach	What it does	Where it breaks
Send in smaller batches by hand	Stays under the provider's radar	Manual, easy to forget, and you are guessing at a threshold nobody publishes
Warm up gradually, 50 a day and rising	The correct technique, and the advice practitioners give	Somebody has to remember to do it every week, forever, per sender
Ask IT to raise the Microsoft 365 limit	Sometimes buys headroom	Treats a reputation problem as a quota problem, and your address is still the one at risk
Point monday at SMTP2Go or a similar relay	Would solve it properly	Not connectable. The native integration offers a Gmail or an Outlook account and nothing else
Export the list and send from a separate email tool	Uses a system designed for volume	Your list now lives in two places and drifts apart, and the sending history is no longer on the item
monday campaigns	monday's own product for marketing sends	A separate product, and worth confirming your plan actually has it

The export route is the one most teams end up on, and it is worth being honest about the cost. The moment the recipient list leaves your boards, the board stops being the record of who was contacted, and reconciling the two becomes somebody's recurring job.

What a real fix looks like

If volume is the actual problem, the shape of a proper solution follows from the cause. The sending has to stop happening from a personal mailbox.

That means a dedicated sending service on a domain configured for sending, so that reputation attaches to an identity built for it rather than to the address you use for real conversations. Concretely, a workable setup needs four things:

• A separate sending identity, so a deliverability problem never lands on your work address or blocks your day to day mail.
• Warm-up handled for you, ramping volume gradually instead of relying on somebody remembering the 50 a day rule.
• Suppression handled automatically, so unsubscribes, bounces, and complaints are honoured on every future send without a manual list.
• Unsubscribe handling built in, because at this volume it is a legal requirement, not a courtesy.

And it should keep the recipient list where it already is, on your monday boards, so that the board stays the record of who was contacted rather than a copy that drifts from a second tool.

One honest boundary, because these get bundled in conversation. Sending bulk email out is a different job from parsing inbound email into monday items and splitting it into columns. Threads about rate limits attract recommendations for both, and an inbound extraction tool does not make an outbound campaign deliverable. Work out which direction your problem runs before you evaluate anything.

The short version

The reason bulk email from monday gets your address flagged is that monday is not the sender. Your connected Gmail or Outlook mailbox is, and it enforces its own limits, with monday's integration adding a second ceiling on top. There is no safe daily number to look up because the number belongs to Microsoft or Google. Anything that genuinely fixes this moves the sending off your personal mailbox onto an identity built for volume, and the only real question is whether your recipient list gets to stay on your boards when it does.