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Shilo rolls out autonomous 1:1 AI coaching for agent calls

July 1, 2026 at 07:08 PM Brooklee Han, HousingWire Automation HousingWire

Shilo, an AI conversation analysis platform for real estate and mortgage teams, has launched 1:1 Coaching, an autonomous AI sales coach that conducts voice-to-voice one-on-one sessions with agents without a manager present, the company announced Tuesday.

The Phoenix-based company says the product builds the coaching agenda from each agent’s own call data, runs the session, summarizes action items and carries that context forward to future meetings. Leaders receive a consolidated report across the team, along with a dashboard showing which agents have completed their sessions. The company said sessions are personalized to each agent based on DISC personality insights.

Shilo positions 1:1 Coaching as a way to extend individualized coaching beyond what a solo human manager can achieve without adding headcount in a market where a human sales manager can cost $80,000 to $120,000 a year.

Industry data underscores the stakes. Citing the National Association of Realtors (NAR), Shilo notes that 87% of real estate agents leave the profession within five years and that teams may waste 40% to 60% of their lead investment on inconsistent call execution. 

Before launch, Shilo said it tested the feature with 200 agents in a beta program. Coaching sessions averaged 13 minutes, which the company cited as a signal that agents engaged in a full conversation rather than quickly clicking through. On internal satisfaction metrics — including enjoyment, likelihood to use again, perceived business impact and perceived personalization — no dimension scored below 7 out of 10, according to the announcement.

“For 20 years, coaching a real estate team meant a manager listening to a handful of calls and giving everyone the same pep talk. It didn’t scale, and it was never personal,” Justin Benson, CEO and co-founder of Shilo, said in the announcement. “1:1 Coaching gives every agent a real coaching session built on how they actually sell – and gives the leader their nights and weekends back. We didn’t build a bot that spits out tips. We built a coach that shows up, remembers you, and holds you to it.”

1:1 Coaching is available now to existing Shilo customers as part of their current plans, the company said. Teams already using Shilo can activate the feature for their agents, while new customers can request a demo.

This article was written by Brooklee Han and generated with the assistance of HousingWire Automation, then reviewed by a HousingWire editor before publication.

Originally reported by HousingWire.
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