What if it's not for me?

Disconnect any tool in a click. Delete your account and your commitments, drafts, chats and connections go with it, straight away.

How is it different from ChatGPT or Claude?

It connects to your email, calendar, calls, chats and docs (only what you connect), remembers what you promised, who to, by when and what happened next — and never sends without your OK, trains on your data, or watches your team. The company has published a comparison and a 'how it works' explainer for the curious.

Is there a free plan?

Yes — the site invites you to 'Start free', though no paid plan prices are published on the page.

readywhen — The things you said you'd do. Done.

readywhen is an AI assistant for small business owner-operators. It monitors your emails, calls and messages, catches every commitment you make ('I'll send it over by Friday'), tracks who is waiting on you and what's overdue or stuck, and drafts the replies, follow-ups and invoice chasers to get those promises done. Nothing is sent without your approval: you review, edit, send or bin every draft. Each morning it delivers a short brief of what matters today — what you promised, who's waiting, and the one thing that can't slip — with the reasoning behind each item so you can disagree. It also handles pre-call catch-ups, post-call follow-ups, invoice chasing (via QuickBooks), and instant lookups of what was agreed and quoted in past communications.

Key Features

Commitment capture

Catches every promise, decision and commitment you make across email, calls, chat and other connected tools — the quote you promised, the supplier you said you'd ring back — before it slips through the gaps.

Waiting-on tracking

Knows who and what is waiting on you: what's overdue, what's stuck and what can wait, and shows its working — who asked, when, and what's riding on it.

Drafted actions with your approval

Drafts replies, follow-ups and chases ready to send, plus heads-ups before things go late. Every reply, chase and change waits for your OK — edit it, send it, or bin it.

Daily morning brief

A short brief each morning: what you promised, who's waiting, and the one thing that can't slip — prioritising the thing that costs you if it slips, not the loudest email.

Pre-call catch-ups and post-call follow-ups

Get a quick catch-up before every client call (past interactions, open threads, drafts to have ready) and follow-up emails drafted after calls with the next steps you agreed.

Invoice chasing

Ask 'Anyone owe me money?' and see overdue invoices pulled from QuickBooks, then send friendly chasers in one tap.

Instant agreement lookup

Search what was agreed or quoted ('What did we quote Hannah?') and get the answer with its source — from your email, with a date — and resend in one tap.

Learns your business and voice

Gets to know your customers, suppliers and how you like to sound; this context is kept in your workspace, for you alone.

How It Works

Connect your tools

Connect the tools you already use — email, calendar, calls, chats and docs. It only reads what you connect and what you can already see.

It reads and remembers

It remembers what you promised, who to, by when, and what happened next.

Get briefed and approve drafts

Each morning get a brief of what matters, plus drafted replies, chases and follow-ups throughout the day. Nothing goes out until you say so.

Pros & Cons

Pros

Human-in-the-loop by design: nothing is sent, changed or chased without your explicit OK, and you can disagree with its prioritisation
Strong privacy posture: data encrypted and hosted in the EU (Ireland), ISO 27001 certified, GDPR compliant, SOC 2 Type II underway, and never used to train AI
Purpose-built for owner-operators rather than generic chat: prioritises by business cost, not by inbox loudness
Covers the whole week's workflows: morning briefs, pre-call catch-ups, post-call follow-ups, invoice chasing and agreement lookup
Easy to leave: disconnect any tool in a click, and account deletion removes commitments, drafts, chats and connections immediately

Cons

Who It's For

Best for

Owner-led small businesses where everything runs through one person — agencies and studios, coaches and consultants, software companies, tra
Solo operators who feel everything depends on them and worry about customers left waiting on quotes, deliverables or replies
People who want AI help with follow-through but insist on reviewing every outbound message before it's sent
Businesses with strict data requirements, given EU hosting, ISO 27001 certification and a no-training-on-your-data policy

Not ideal for

Teams or larger companies needing shared task management, delegation or team-wide oversight — ready when only works for the individual owner

Use Cases

An owner-led brand studio keeping track of the second round of logo concepts promised to a client by Thursday

A plumber who needs to remember the bathroom quote they said they'd send tonight

A software company tracking the fix promised to its biggest customer by Friday and replying when the customer chases again

A consultancy tidying up the proposal it said it would send after the call

A salon or florist getting waiting bridal party and wedding quotes out on time

A machine shop pricing up the gearbox parts it promised

FAQ

What does readywhen actually do?

It catches the commitments you make in your emails, calls and messages, tracks who is waiting on you and what's overdue or stuck, and drafts the replies, follow-ups and invoice chasers to help you get those promises done. Each morning it gives you a brief of what matters that day.

Will it send things without me?

No. Every reply, chase and change waits for your OK. You can edit it, send it, or bin it.

Who sees my emails?

You do. ready when only sees what your connected tools already show you, and your data — and your customers' — is never used to train AI.

Where is my data kept and how is it secured?

readywhen