Outlook AI appointment setter

An Outlook AI appointment setter for every enquiry that lands in Microsoft 365

Sign in with Microsoft and ReplySetter answers every new enquiry in your Outlook or Microsoft 365 inbox, in the same conversation, inside your business hours. It qualifies, answers from your documents, gets the meeting booked, applies Outlook categories and hands hot leads to your team.

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An enquiry lands in Outlook; the setter searches the knowledge base, replies in the same conversation with a booking link, applies categories and hands the booked lead to the teamOutlook · [email protected]FOCUSEDDaniel OkaforAudit service enquiryHi, we're a 40-person team...QualifiedMeeting bookedOffice Supplies CoInvoice AprilEvents TeamFriday socialAudit service enquiryDaniel Okafor · 4:12 PMHi, we're a 40-person team. Does your auditcover SOC 2 readiness? How soon could we start?search_knowledge(SOC 2 audit)save_objective(size: 40)RE: Audit service enquiryHi Daniel, yes: SOC 2 readiness is included,and teams your size usually start within twoweeks. Pick a time for a 30-minute scoping call:yourfirm.com/bookJust booked Wednesday 2pm. Thanks!Note for team40 staff · SOC 2 · call Wed 2pm · start in 2 weekshanded to Sam
Microsoftsign-in, no passwords stored
Deltasync resumes where it left off
Categoriesapplied as leads move
Your hoursin your inbox's own timezone
How it works

Your Outlook AI appointment setter, live in four steps

Sign in with Microsoft

Connect Outlook.com or a Microsoft 365 mailbox with Microsoft sign-in. Recent mail syncs in as context.

Describe the job

Write how you qualify and when to book, and add your services, pricing and booking link to a knowledge base.

Test and review

Try it in a sandbox, then start with replies you approve in Approvals before they're sent.

Go live

Switch to auto when you're ready. Hot leads are handed to your team, the rest are booked or nurtured.

01 · Business hours

Instant answers, on your schedule

Give the Outlook inbox its own opening hours and timezone. Enquiries in hours get a full answer straight away. After hours, choose: wait until opening, send anyway, or send a short holding message now and the real answer when you open, so no lead waits all weekend in silence.

  • Per-inbox hours in the inbox's own timezone
  • Holding message now, full answer at opening
  • Follow-ups sent inside business hours only
  • Threaded replies in the same Outlook conversation
An enquiry arrives at 11:40pm, outside business hours; a short holding message goes out straight away and the full answer is sent when the office opens at 9amINBOX HOURS · EUROPE/LONDON6pm9pm12am3am6am9am12pm11:40 pm9:00 amDo you have room for a new clientthis month? DanielThanks Daniel, got it! Full replyfirst thing tomorrow morning.holding message · 11:40 pmGood morning! Yes, we have 3 openings.Pick a time: yourfirm.com/bookfull answer · 9:00 amAFTER HOURSWait for openingSend anywayHolding message now
02 · Answer

Answers questions from your documents, then books

Leads ask about prices, availability and what's included before they book. The setter searches your knowledge base and answers with your own facts, then moves the conversation to a booking: your link at the right moment, or a direct booking through a custom tool on your scheduling API.

  • Knowledge bases from the pricing sheets, policies and FAQs you upload
  • Answers cite your facts instead of guessing
  • Booking link sent only once the lead qualifies
  • Or book through your scheduling API with a custom tool
A lead asks what's included and how long it takes; the setter searches your documents, answers with your own facts and sends the booking linkDaniel OkaforWhat does SOC 2 readiness include,and how long does it take? Roughprice?search_knowledge(SOC 2 scope, price)Services.pdfSOC 2 readiness reviewGap analysis & remediation planTimeline: 6–8 weeksPricing.pdfReadiness review from $6,500Full audit support from $14kFAQ.mdKick-off within 2 weeks of signingRE: SOC 2 readinessHi Daniel! Readiness covers a gapanalysis and remediation plan, andtakes 6–8 weeks. It starts from$6,500. Want to scope it together?SOURCESServices.pdfPricing.pdfyourfirm.com/bookGrounded answersFacts come from your documents
03 · Hand-off

Hot leads go to a human, with everything already asked

Some leads deserve a person. The setter collects your qualification objectives, applies an Outlook category, and hands the conversation to your team with a note summarising what it learned. The agent stops on that thread, and your rep picks it up without asking a single question twice.

  • Objectives collected and saved before hand-off
  • Outlook categories like Qualified or Hot lead
  • Notes for your team on the conversation
  • The agent stops on that thread after hand-off
Once every qualification objective is collected, the lead is categorised as a hot lead, a note is added and the conversation is handed to a teammate while the agent pauses on that threadQUALIFICATION OBJECTIVES40 staffCompany sizeApprovedBudgetYes, CTODecision makerall collected: hot leadOUTLOOK CATEGORYNew enquiryHot leadNote for Sam40 staff, budget approved, CTOdecides. Wants a demo next week.handoff_to_humanto Sam · SalesSSam picked it upwith every answer on the threadHi Daniel, Sam here. DoesTuesday 11am work for a demo?Agent paused on this threadNo question asked twice
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Compare

AI appointment setter vs a human setter vs a chatbot

CapabilityReplySetterAI appointment setterHuman setterin-house or outsourcedBasic chatbotscripted flows
Replies in minutes, 24/7 or on your hours
Replies in the same Outlook conversation
Understands long, messy emails
Answers from your own documentsFrom memoryCanned
Hands hot leads to a person with notes
Follows up until the lead repliesWhen remembered
Every decision on the record
Cost per monthFrom $0$2,000+Varies
Outlook integration

What it does inside Outlook

Microsoft sign-in

Connect with Microsoft OAuth through Microsoft Graph. Works with Outlook.com and Microsoft 365 mailboxes.

Delta sync

New mail is picked up from Microsoft Graph delta links, with a full resync if the checkpoint expires.

Replies & draft replies

Replies go out in the same conversation, or are saved as Outlook draft replies for you to send yourself.

Outlook categories

Add and remove categories, archive and mark as read as the conversation moves along.

Business hours

Per-inbox hours and timezone, with a holding message option for after-hours enquiries.

Human hand-off

Escalate to a teammate with a note, and the agent stops on that conversation.

Use cases

Who uses a Outlook AI appointment setter

Professional services

Law, accounting and consulting firms answer new-client enquiries and book the first consultation.

B2B sales teams

Reply to inbound demo requests within minutes, qualify, and hand hot accounts to a rep.

Clinics & practices

Answer treatment and availability questions, and send patients to the booking page.

Education & training

Answer course enquiries, qualify the applicant and book the admissions call.

Property & lettings

Reply to viewing requests, ask the right questions and get the viewing booked.

Recruitment

Respond to candidate and client emails, collect the details and book the intro call.

FAQ

Outlook AI appointment setter: common questions

How does ReplySetter connect to Outlook?

With Microsoft sign-in (OAuth) through Microsoft Graph. It works with Outlook.com and Microsoft 365 mailboxes, and no password is stored.

Can the AI book directly on my calendar from Outlook?

Native calendar booking is built for GoHighLevel calendars. On Outlook, the setter sends your booking link once the lead qualifies, or books directly through a custom tool you connect to your scheduling tool's API.

Will it reply to emails already in my inbox?

No. Recent mail is synced so the agent has context, but it only replies to new inbound messages.

Can I review replies before they're sent?

Yes, two ways. In draft autonomy every send waits in Approvals for you to approve, edit or reject. Or tell the setter to draft instead of send, and its replies are saved as Outlook draft replies for you to send yourself.

What happens with enquiries that arrive at night?

You choose per inbox: wait until opening, reply anyway, or send a short holding message now and the full answer when you open.

Can it hand a lead to my team?

Yes. Hand-off stops the agent on that conversation and notifies your team, with the answers it collected saved on the thread.

Can one setter answer several Outlook mailboxes?

Yes. Each connected mailbox is its own inbox with its own hours and filters, and the same agent can be assigned to as many of them as you like.

Get started

Put an AI appointment setter on your Outlook

Sign in with Microsoft, describe how you qualify and book, test it safely, and let it answer every enquiry inside your business hours.