Connect personal Outlook or your Microsoft 365 work account through OAuth in 30 seconds. Every email you send from CrawlSpace leaves your actual Outlook account from your real From address. Replies route back to your inbox, threads auto-log to the contact timeline, and drip sequences send through your account exactly like a one-to-one note. No exchange forwarders. No SMTP relays. No paid plug-in.
Included with every plan · Microsoft Graph OAuth · Personal Outlook + Microsoft 365 work accounts
If your team runs on Microsoft 365, you've probably already lived this. The CRM you bought was built for Gmail; the Outlook integration is an afterthought delivered as a sidecar plug-in that crashes Outlook every other Tuesday, or as an "exchange connector" that your IT team has to set up. Meanwhile, the easy version your Gmail-using friends have — connect once, send through your real address — somehow doesn't exist on the Microsoft side. We built the easy version on both sides.
Salesforce Outlook plug-in, Pipedrive add-in. A separate desktop installer per machine. It updates on its own schedule, breaks when Outlook updates, and doesn't sync history written before it was installed. Half your team disables it and the data hole returns.
SMTP relays, exchange forwarders, journaling rules. Your IT team has to set up server-side mail forwarding so the CRM can scrape inbound. Three weeks of tickets, a helpdesk thread you'd rather not reread, and the integration still only works one direction.
HubSpot's full sync was Gmail-first. Outlook caught up in pieces, locked behind paid tiers. Even now the experience between Gmail and Outlook isn't equal. CrawlSpace treats Outlook and Gmail as the same first-class integration — same OAuth flow, same features, same price.
Connect your Outlook or Microsoft 365 account once via the standard Microsoft OAuth consent screen. From that point forward every outbound email — manual sends, templates, drip sequences, transactional notifications — goes out through your Outlook account. Inbound replies sync back automatically and attach to the contact's timeline. The recipient sees your real From address, your real signature, and a real conversation thread.
Settings → Email → Connect Outlook. One Microsoft consent screen, one click. We use the standard Microsoft Graph permissions — no app passwords, no admin-only setup for personal accounts. Microsoft 365 work accounts may need a tenant admin consent on first connection (one-time, organization-wide).
Every email — whether it's a one-off, a templated reply, or step #4 of a 12-step drip — leaves your actual Outlook account. The recipient's inbox shows your real name, your real address, and your photo. Replies route back to your Outlook. The message also appears in your Outlook Sent Items folder.
When a lead replies, the response auto-logs to their contact record in CrawlSpace within seconds. The whole back-and-forth — sent and received, with the original HTML formatting intact — shows up on the contact's activity timeline alongside their calls, meetings, deals, and tasks. Open the contact a month later and you have the entire conversation in one place.
Every send carries an invisible tracking pixel and rewritten links so you know when each individual recipient opens and clicks — not just an aggregate count. The contact timeline shows "Opened 3x · Clicked the pricing link" so the next call you make is informed by what the lead actually engaged with.
Build a multi-step nurture or re-engagement sequence in CrawlSpace and every step goes out through your connected Outlook account. Each message looks like a personal one-to-one note because, mechanically, it is. No batch-send domain warming, no separate ESP account, no delivery cliffs at step #3 because the messages came from a marketing IP.
Your existing Outlook signature comes along automatically — no copy-paste rebuild in the CRM. Attachments up to your Microsoft 365 message-size limits go through (PDFs, images, contracts). Rich-text formatting, bold, links, and inline images render the way you composed them, on every device.
Build email templates with merge variables — first name, company, deal stage, last invoice amount, next-meeting time. The variables resolve from your CrawlSpace data the moment the message is queued, so 50 personalized emails take the same time as one generic one. Send through Outlook, log against the contact, track opens — all automatic.
Email isn't a parallel system. The same Outlook thread that lives on the contact also drives deal-stage automations, triggers follow-up tasks, attaches to the open quote, and shows up in reports. Open a deal and you see every email exchanged on it. Open a report and you see "responded to step 2" as a measurable outcome — not just "we sent something."
No SMTP setup. No exchange connector. No desktop plug-in to install. The integration is one OAuth click and the rest happens on its own.
Settings → Email → Connect Outlook. Click through the standard Microsoft consent screen. Done in under 30 seconds. Each user on your team connects their own inbox.
Open a contact, hit Email, write the message or insert a saved template. Merge variables pull live data from the contact, the deal, and the quote. Attach a file if needed.
Hit Send. CrawlSpace queues the message via Microsoft Graph. It leaves your account from your real address, lands in the recipient's inbox, and shows up in your own Outlook Sent Items folder.
The send is logged on the contact's timeline. Open and click events stream back in real time. The original message stays threaded in Outlook — no duplicate copies cluttering the conversation.
When the lead replies, the message lands in your Outlook and syncs to CrawlSpace within seconds. The contact's timeline updates. Active drip sequences auto-pause. The next-step task gets queued.
An "Outlook integration" can mean a one-click OAuth send-as integration — or it can mean a desktop plug-in, an exchange forwarder, or a paid add-on. Here's the actual difference.
| Capability | CrawlSpace | HubSpot | Pipedrive | Salesforce |
|---|---|---|---|---|
| Connect Outlook via OAuth | ✅ Built in, free | ✅ Yes | ⚠️ Plug-in or OAuth (varies) | ⚠️ Outlook plug-in install |
| Works with personal Outlook + Microsoft 365 | ✅ Both | ✅ Both | ⚠️ M365 primarily | ⚠️ M365 primarily |
| Send from your real Outlook address | ✅ Native | ✅ Yes (paid Sales Hub for full sync) | ⚠️ Plug-in dependent | ⚠️ Inbox license required |
| Two-way thread sync to contact timeline | ✅ Native | ⚠️ Paid tier required | ⚠️ Limited; gaps in replies | ⚠️ Inbox add-on |
| Per-recipient open + click tracking | ✅ Included | ⚠️ Limited on free, full on paid | ⚠️ Higher tier only | ⚠️ Add-on |
| Drip sequences sent through your Outlook | ✅ Native | ⚠️ Sequences locked to paid tier | ⚠️ Higher tier only | ⚠️ Pardot or Marketing Cloud |
| No desktop plug-in required | ✅ Pure OAuth | ✅ Browser-only option | ❌ Plug-in for full features | ❌ Plug-in for full features |
| Auto-pause sequence on reply | ✅ Built in | ⚠️ Paid tier | ⚠️ Higher tier | ⚠️ Add-on rules |
| Per-seat email pricing | ❌ Flat $29.95/mo | ✅ $20-$150+/seat/mo | ✅ $14-$99/seat/mo | ✅ $25-$300+/seat/mo |
| Includes the rest of the CRM | ✅ Deals, quotes, dialer, sequences, booking | ⚠️ Bundle of paid hubs | ⚠️ Add-ons for marketing + projects | ⚠️ Multi-product purchase |
| Starting price | $29.95/mo total | $20+/mo per seat (Sales Starter) | $14+/mo per seat (Essential) | $25+/mo per seat (Starter) |
Real Outlook send-as. Real thread sync. Same first-class treatment as Gmail. One flat $29.95/month — no plug-in, no upgrade tier required.
If your business runs on Microsoft 365, "Outlook works too" isn't enough. You need the same one-click setup, the same two-way sync, and the same drip-sequence experience that Gmail users have had for a decade. Here's what changes when you actually get it.
Standard Microsoft OAuth. Each rep clicks Connect, approves the consent screen, and is done. Microsoft 365 admins approve once at the tenant level if your org requires it. No exchange forwarder, no journaling rule, no helpdesk thread.
When the message comes from your real Outlook, the recipient's reply lands in your Outlook inbox — and syncs to the CRM. With a no-reply CRM address or a flaky desktop plug-in, half of those replies vanish. With CrawlSpace, every reply gets back to you and the contact record stays complete.
Because every drip step ships through your actual Outlook account from your actual address, recipients can't tell step #3 of a re-engagement sequence from a hand-typed note. Reply rates climb. Spam complaints drop. Deliverability stays parked on your Microsoft 365 reputation.
Salesforce Inbox, HubSpot Sales Hub Pro, Outreach — they all charge $50-$150+ per seat per month largely for email features that should be table stakes. We bundle real Outlook integration — and the rest of the CRM — for a flat $29.95. A 5-person team saves over $5,000/year just on the email line.
Native Outlook means email isn't a parallel channel — it's a step in the same workflow that captures the lead, runs the deal, and follows up after the close.
Microsoft 365 shop reaching out to existing customers. AM drafts a personalized check-in template in CrawlSpace and bulk-sends to 40 accounts. Every message ships through the AM's real Outlook address. Replies land in the AM's inbox and sync to each customer's contact record. The whole quarterly outreach takes 20 minutes.
Form fill turns into a one-to-one Outlook email. Lead submits a contact form on your site. CrawlSpace creates the contact, opens a deal, and triggers an auto-reply sent through your Outlook with a 30-min booking link. The lead replies to that message and the response lands in your Outlook inbox like any normal email — and on the contact's timeline.
Closing a deal on a Microsoft 365 stack. Generate a quote in CrawlSpace, email it through your Outlook with a one-click accept link. The recipient sees your normal address and signature. You watch open + click events on the contact timeline. If they don't open within 48 hours, an auto-reminder email sends through the same Outlook account.
CrawlSpace CRM gives you native Outlook send-as, full thread sync, per-recipient tracking, drip sequences through your account, contracts, quotes, deals, lead search, calendar booking, a built-in dialer, inventory, invoicing, and 27+ reports — for one flat $29.95/month. No paid tiers, no per-seat email upgrades, no desktop plug-in to maintain.
$29.95/month · Cancel anytime · OAuth in 30 seconds · Personal Outlook + Microsoft 365 work accounts