AI meeting booking: turn interested replies into booked calls with Calendly or Cal.com
When a reply comes in as interested, the Reply Agent checks your calendar, puts two open times and your link in a draft, and waits for you to send it.
- 7 days free
- No card required
- Nothing sends without your yes
One request. The agent does the rest.
Type it to Penny, or use it as the agent’s brief and let it run on its trigger.
When a reply comes in as interested, check my Calendly for two open times in the next five working days and draft a short answer with both times and my booking link.
- Starts when a reply comes in as interested
- Reads the whole thread and what they asked for
- Checks your calendar for open times that fit
- Drafts a short answer with two times and your booking link
- Waits in your inbox until you send it
- Reply
- Maya Chen, Interested
- Open times found
- Tue 10:30, Thu 14:00
- Booking link
- Included
- Status
- Waiting for your yes
The moment between “yes, interested” and a booked meeting is where outbound loses the most deals. The prospect is warm for a few hours. If the answer comes the next afternoon, with “what times work for you?”, the thread turns into a week of back-and-forth. This use case removes the wait: when a reply comes in as interested, the Reply Agent checks your calendar and drafts an answer with two real open times and your booking link.
Why two times beat one link
A bare calendar link asks the prospect to do the work. Two specific times, plus the link as a fallback, make the decision easy: reply “Thursday works” and you are done. Because the agent reads your actual availability from Calendly or Cal.com, the times it offers are free, and you are not stuck moving another meeting.
What the agent does
It starts when a reply on LinkedIn or email comes in as interested. It reads the whole thread, including anything the prospect said about timing, and checks your connected calendar for open slots in the window you set. It drafts a short reply in your voice with two times and your booking link, and leaves it in the inbox. Nothing is sent until you review it and press send.
Set it up
- Connect Calendly or Cal.com, and add your meeting link in Prosyo.
- Start from the Reply Assistant template and choose interested replies.
- Add your rules to the brief: how far ahead to look, how long the meeting is, and the tone.
- Tick your calendar app, and keep sending on review.
Tips
- Offer times in the prospect’s working hours. Ask the agent to use the timezone in their profile when it is known.
- Keep the reply under 60 words. The goal is a booked call, not a pitch.
- Add a Question label too, with Knowledge for the facts, so curious replies get an answer and a time.
Connected in a click, used on your terms
Sign in once. You choose what it may do, and changes wait for your approval.
Reply Agent asks before it acts
You choose how much it does alone. Reading and research always run straight away; anything that sends, spends or changes another app waits as a card you approve, unless you allowed it.
- Ask before every stepIt asks before every step, unless you allowed that action to run on its own.
- Ask before any changeIt reads and researches freely, then brings every change back to you.
- Handle routine work aloneSaving people, tagging and preparing drafts run on their own. Sending, paid actions and other apps still wait.
Use cases that pair well with this one

New replyAnswer prospect questions with the case studies in your NotionWhen a reply asks a question, the Reply Agent finds the answer in your Notion or Coda pages, cites the right case study and drafts a reply for your approval.Reply Agent
New replyTurn “not now, try me later” replies into dated follow-upsWhen someone replies that the timing is wrong, the Reply Agent drafts a friendly answer that confirms when to check back, and prepares a Todoist task for that date.Reply Agent
ScheduledMulti-agent sales workflow: from first search to a booked meetingChain the Research, Qualifier, Writer and Reply agents through your lists and inbox, so finding, scoring, writing and answering run as one relay with your approval at the key moments.Research Agent Does it book the meeting by itself?
No. It drafts the reply with real open times and your link. You send it, and the prospect books.
What if they asked for a specific day?
The agent reads the thread and looks for times on the day they asked for first.
Which calendar apps work?
Calendly and Cal.com connect as apps the agent can read. Your meeting link from Prosyo is used in every draft.
When does it run?
When a reply arrives on LinkedIn or email of the kind you chose. Prosyo sorts replies automatically, so the agent knows which ones are its job.
Which apps does it use, and do I need accounts?
It uses Calendly, with one-click sign-in; Cal.com, with one-click sign-in. Each app works with your own access, so the agent only sees what your account can see, and anything an app charges for is billed by that app.
Can the agent act without my approval?
Reading and research run straight away. Routine work such as saving people to a list or tagging can run alone if you allow it. Sending, paid actions and changes in other apps wait for your yes unless you explicitly allowed that action.
What does a run cost?
Each step uses AI credits like a Penny question, and you set a spending cap for each run. If a run reaches its cap, it waits for you. Paid actions such as enrichment, and charges from connected apps, are separate.
Can I change what the agent does?
Yes, in plain words. Edit the brief, attach a skill such as your own playbook, tick or untick apps and change what needs approval. The next run follows the new instructions, and finished work stays saved.
Which agent runs it, and what pairs well with it?
The Reply Agent, Prosyo’s ai reply agent. Start from its template and use this request as the brief. It pairs well with the Writer Agent and the Qualifier Agent, which can pick up its results through your lists and inbox.
How do I see what the agent did?
Every run comes with a plain-English report of what it did, what it cost and anything waiting for you. Results show as formatted answers, tables or diagrams, and you get a notification when a run finishes or needs your approval.
Which Prosyo plan do I need?
Agents come with the Penny Agents, Penny SDR and Penny SDR All-in plans: 5, 10 or 20 agents. Every workspace starts with a 7-day free trial, no card required.
Your next 10 meetings are already on LinkedIn.
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