PRESS RELEASE: Shilo Launches AI Sales Coach That Runs a Real 1:1 With Every Agent | Shilo

Shilo 1:1 Coaching - an AI coach that runs a real 1:1 with every agent

For Immediate Release

Shilo Launches 1:1 Coaching: an Autonomous AI Sales Coach That Runs a Real Voice-to-Voice 1:1 With Every Agent

Personalized to each agent’s personality, Shilo builds the agenda, runs the coaching session on its own, remembers it next time, and hands the team leader one report – so real 1:1 coaching finally scales past the 10 to 15 agents one person can reach

– Shilo, the AI conversation analysis platform for real estate teams, today launched 1:1 Coaching, an autonomous AI sales coach that runs a real, voice-to-voice coaching session with each agent – without a manager in the room. Shilo builds the agenda from the agent’s own call data, holds the spoken 1:1, summarizes what was covered, remembers it for next time, and rolls every session up into a single report for team leadership.

It is the clearest expression yet of what Shilo has been building toward: giving every agent on a team the kind of individual coaching that, until now, only the top 10 to 15 people on any roster ever got.

The Problem 1:1 Coaching Solves

A team leader with 5 agents can sit down with each of them. A leader with 50 cannot. A human sales manager costs $80,000 to $120,000 a year and can coach 10 to 15 agents well before the nuance breaks down – so most agents get a group pep talk, a shared script, and a weekly 1:1 that quietly slips because there are not enough hours in the week.

The cost of that gap is measurable. Industry data shows that 87% of real estate agents leave the profession within five years (NAR), and teams waste 40 to 60% of their lead investment on inconsistent call execution. The common thread is coaching that never reaches most of the roster.

“For twenty 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. 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.”

– Justin Benson, CEO & Co-Founder, Shilo

How 1:1 Coaching Works

1:1 Coaching runs a full coaching loop for each agent, then rolls the results up to leadership:

  • Personalized by Signals – Each session is built on the agent’s own DISC personality insights, strengths, and blind spots, so the coaching matches how that individual actually communicates instead of applying generic advice.
  • A self-building agenda – Shilo preps the meeting from the agent’s real call data, surfacing the wins, the gaps, and why they matter to that specific agent.
  • A live, voice-to-voice session – Shilo holds the actual spoken 1:1 with the agent. No manager needs to be in the room.
  • An automatic summary with memory – Every session is summarized into what the agent worked on and what the plan is next. Shilo remembers it and builds on it the next time they meet.
  • A leadership report – Every agent’s session is synthesized into one report showing leadership what it actually needs to see across the whole team.
  • A completion dashboard – Leaders can see at a glance who has and has not completed their 1:1.
  • Automatic reminders – Shilo notifies and nudges agents so the sessions actually happen, without the leader chasing anyone.

Proven in Beta

Before launch, Shilo ran 1:1 Coaching in a beta with 200 agents. Coaching sessions averaged 13 minutes – a signal that agents engaged with the AI coach in a real conversation rather than clicking through it. Across every dimension the company measured – how much agents enjoyed the experience, how likely they were to use it again, how helpful the advice was to their business, and how personalized it felt to their communication style – no dimension scored lower than 7 out of 10.

“The number I care about most is 13 minutes. Agents don’t spend 13 minutes with something that wastes their time. They showed up, they talked, and they said they’d come back. For a coach, that’s the whole ballgame.”

– Justin Benson, CEO & Co-Founder, Shilo

Availability

1:1 Coaching is available now to Shilo customers as part of their existing plans. Team leaders already on the platform can turn it on for their agents today. New teams can see it in action by booking a demo at shilo.ai/demo. A full product walkthrough is available at shilo.ai/blog/introducing-1-on-1-coaching.


Media Kit

The following assets are available for editorial use. Click any thumbnail to download the full-resolution image.

Product Screenshots

Launch Video

1:1 Coaching launch video: youtu.be/qkrWci9s6S0

Brand Assets

Shilo logos, founder headshot, and brand guidelines available on request. Contact press@shilo.ai for access.

About Shilo

Shilo is an AI conversation analysis platform that helps real estate and mortgage teams see what’s actually happening on every call. The platform grades agent performance using a 1-5 star system, delivers per-call coaching with specific script replacements, runs autonomous 1:1 coaching sessions with every agent, automates CRM updates, and generates AI roleplay scenarios from real conversations. Shilo integrates with Follow Up Boss, Sierra Interactive, BoldTrail, Lofty, CINC, SureSend, and Bonzo, and offers an API-only version built for enterprise-level companies seeking extreme customization. Co-founded by Justin Benson, the company is based in Phoenix, Arizona.

Website: shilo.ai

Media Contact

Justin Benson
CEO & Co-Founder, Shilo
press@shilo.ai

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