3 Things to Automate Before You Hire

This issue of Pillow Talk, our weekly newsletter, went out by email on October 15, 2026. Get the next one.Editor's note, November 2026: Edited for the web. A time-limited offer and some figures from the email are removed.

Hey friend,

Welcome to the 58th weekly edition of Pillow Talk! This is where I share my unfiltered thoughts on life, business, and property management.

This week, I’m sharing 3 things to automate before making your next hire.

Automate before you hire

I’ve talked to at least a dozen different property managers recently who have told me they’re looking for ways to add more doors without adding headcount.

I think what’s driving this is businesses are realizing that AI is finally delivering on the efficiency promises its advocates have made for years. And they want to take advantage of it so they’re investing in AI with the intent to automate before they hire.

Today, there are countless things you can do with AI to speed up tasks, automate tasks, and increase your team’s productivity so you can delay that next hire.

3 things to automate before you hire

Here are 3 things AI can automate today that will increase your team’s efficiency:

#1. Following up on owner leads

Many leads are lost because of stalled communication. Sometimes the owner isn’t ready to sign and the sales cycle drags out. Your BDM and the owner lose track of the conversation, and when they’re finally ready, they’ve forgotten about you and begun a new search. Or sometimes a BDM is busy and a lead just falls through the cracks. With the right permissions, AI can bridge this gap. Hook it up to your email system and it can monitor for incoming mail and replies, draft responses, schedule followups, and progress contacts through your CRM - all automatically and way faster than a human can.

We built an AI sales Agent, Super BDM, that handles this workflow and more. It can identify qualified owners -> contact them -> work leads over SMS and email -> and generate pre-call briefs for your BDM.

#2. Personalized sales collateral

Personalized sales collateral is the single greatest thing many PMs can do to increase their close rate. It’s fairly intuitive why. It makes clients feel valued and increases credibility, making your business a safer choice. Plus, AI personalization tools have only just made it possible to create collateral for every lead, so anyone already investing in it has a leg up. Odds are your competitor is not using AI to create a more personalized sales experience for every lead.

Done by hand, personalized sales collateral like a rental analysis takes an hour or more per lead. But Property Analyzer automates that work. It generates branded reports with a rental analysis, comps, rent vs. sell simulation, and a cash flow analysis in minutes.

#3. Owner approvals and updates

Waiting on owner approval makes repairs take longer, 5.42 days vs 3.60 (2026 PM Trends Report, p.56). They take even longer when your team has a backlog of tasks. AI can monitor your email for owner approvals and immediately get the ball rolling on next steps. That way the message doesn’t sit in your team’s queue. It’s acted on immediately, which increases throughput.

AI can automate other owner communications as well, such as monthly summaries and performance reviews. Your team just reviews and sends them instead of writing from scratch. Our AI client relationship manager, Super PM, automates this and way more.

Good night 😴

Lior Abramovich
Co-founder, CEO