New — Winston now answers Outlook the way it answers GmailRead more
Winston

[ Outreach ]

Signal, sequence, seats filled.

Group your clients, write once (or let the AI write each cycle), and let campaigns and follow-ups run on schedule — deposits chased, quiet quotes revived, regulars invited back.

Get started

01

Audiences from your own data

Segments come from the CRM, not an uploaded list — last visit, spend, party size, event history. They stay live: a lapsed regular who books again drops off the win-back list on their own.

  • Past guests filtered by visit, spend, and party size
  • Lapsed regulars flagged after 60 quiet days
  • Event prospects from every quote you've sent

02

Written in your voice

Winston drafts each cycle from your menus, rooms, and past replies, so a winter-menu invite reads like the house wrote it — not a template with your logo dropped in.

  • Drafts grounded in your menus and policies
  • Guest details merged: name, room, last visit
  • Nothing sends until you approve the copy

03

Built to land in the inbox

Campaigns send from your own connected Gmail or Outlook mailbox — the address your guests already know and reply to, not a bulk sender.

  • Sent from your own Gmail or Outlook mailbox
  • An unsubscribe link on every send
  • Replies land back in the same inbox thread

04

Follow-ups that know when to stop

Sequences chase quiet quotes, pending deposits, and unanswered invites on schedule — and halt the moment a guest replies, so nobody gets nudged after they've answered.

  • Stops instantly when a human writes back
  • Unsubscribes honored across every sequence
  • Day-30 nudges on quotes that went quiet

05

Measured in bookings, not opens

Every campaign reports what it actually produced — replies, bookings, and revenue on the books — traced per recipient back to the send that started it.

  • Bookings and covers attributed per campaign
  • Revenue per cycle, next to sends and replies
  • Every send logged and replayable per recipient

Deliverability first

Your own mailbox, an unsubscribe link on every send, and per-recipient idempotency.

Any mailbox

Gmail or Outlook — same audiences, same log.

Measured

Every cycle is an automation run you can replay, per recipient, per send.

“Day-30 nudges recovered quotes we had written off completely.”

Sofía M.

Events director · Madrid restaurant group

The inbox that books. Yours, from week one.

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