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Getting the most out of Oliver

9 min read · Updated 2026-09-25

“Getting the most out of Oliver” is a Direct University lesson from Direct REI, the AI cold-outreach platform and CRM for real estate investors. Ready-to-use requests for every part of your business, a daily routine, and how to make Oliver repeat work for you — plus how to keep it fast, cheap and safe.

Oliver can operate almost the whole app for you: leads, campaigns, the inbox, deals, websites, files, settings and your team. The fastest way to get value is to stop thinking of it as a chatbot and start handing it whole jobs. This lesson gives you requests you can copy, a simple daily routine, and the habits that keep it quick and inexpensive.

Oliver is on the Pro and Scale plans. New to Oliver? Read Oliver — your AI acquisition manager first for the basics and the settings.

How to ask so it gets it right the first time

A simple daily routine

  1. Morning: read the daily briefing, then ask "What should I work on today?" Oliver looks across hot replies, overdue tasks, stalled deals and what's gone quiet.
  2. Inbox: "Triage my inbox and draft replies where needed." Approve the drafts you like, or ask it to rewrite one.
  3. Calls: "Prep my calls" for talking points on the leads most worth a call today (the Dialer shows the same list).
  4. End of day: "Review today's calls and make follow-up tasks for anyone who asked for a callback."

Save any of these as a one-click routine (below) so it's a single button tomorrow.

Ready-to-use requests

Find and work new leads

Campaigns and follow-up

Inbox and conversations

Deals and properties

Websites

Files, imports and exports

Team, account and settings

Make Oliver repeat work for you

Use it from wherever you are

Keep it inexpensive

Why it sometimes asks first

Oliver pauses for your approval on anything that sends to a person, spends money, deletes something, or changes where calls and email go. It also asks before making changes right after it has read a lead's message, a file or a web page, so instructions hidden in someone else's words can never act on their own. When a card appears, it tells you why. Approve, reject, or ask it to change the plan.

When it says it can't

Oliver can reach almost everything in the app, but a few things stay with you: anything that needs your password or payment details, accepting terms and legal attestations, placing a live call itself, resizing website sections or placing them side by side, picking a custom domain for a website, and turning call recording on. If it says no to something you think it should do, ask again in plain words — or ask "how do I…" and it will look it up in Direct University and give you the exact menu path.

Undo is one sentence away. Edits to contacts, deals, tasks, campaigns and properties can be undone for 30 days: say "undo that", or use the clock button at the top of the Oliver page to see everything Oliver changed.

What's next

The full list of settings and safety controls is in Oliver — your AI acquisition manager. For rules that run without Oliver, see Automations.

This lesson lives in Direct University inside the Direct REI app, where you can search every lesson and ask the built-in AI assistant. Sign in to open it there.

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Oliver — your AI acquisition managerAsk for a whole campaign in one sentence and Oliver does it: pull county records, import, skip trace, write the sequence, enroll, go live — with spend limits you set.Getting Started · 7 min read Number health — spot a burned number before it costs youA per-number scorecard for answer rate, delivery failures, opt-outs, and volume — so you find out a number is being filtered from your dashboard, not from a month of silence.Best Practices · 5 min read When AI replies vs when you should take overAuto-send vs draft mode, the Drafts inbox, and the action-required flag — what triggers it and how to handle red contacts.Best Practices · 6 min read
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About Direct REIDirect REI is an AI cold-outreach platform and CRM for real estate investors. Its AI acquisition manager, Oliver, pulls county property records, finds the owners, and runs text, email, direct mail, calls, and ringless voicemail from your own mailbox and phone number — replying in your voice, and placing the calls itself when you ask.

Start free — let Oliver run the outreach.

Free plan, no card. Oliver finds the leads and runs email, SMS, and mail from your own accounts.

Try Direct REI free →