AI Sales Coaching

A coach who hears every call. Sitting down with you every week.

Not a group call. Not a manager who caught two of your conversations. A personal 1:1 on your team's cadence, built from an analysis of every conversation you had that week.

1:1 Coaching (July 1 - 15, 2026)
Period ended July 31, 2026 Completed
AgendaInsightsSummaryTranscript
1x
Motivation · What you're doing right
Keep the trust. Tighten the finish.
You make complicated moments feel manageable. In the financing conversations with Erika, you explained next steps clearly, stayed warm, and kept people engaged instead of defensive.
Opportunities · Where to focus
Repeated pattern: undefined callbacks
In 8 of 40 eligible calls this period, you locked a specific showing, consult, or callback time before hanging up. Book the next time before the call ends.
Your 7-day commitment
On every eligible call that needs a callback, consult, or showing set, offer two specific times before ending the call. Next session opens with this.
For the agent on the phone

Every top producer you've ever met had somebody in their corner.

Ask any agent doing real volume how they got there and eventually a name comes up. A broker who took the time. A team lead who sat with them. Somebody who listened to how they actually talked to people and told them the truth about it.

Most agents never get that. A sales manager can hear about 2% of the team's calls, so the 1:1 gets scheduled, then moved, then it becomes a pipeline review, then it stops happening.

Now you get a personal coach that hears every call you make. As often as every week. On your schedule.

As often as every week

Your team sets the cadence: weekly, semimonthly, or monthly. It shows up on schedule and it does not get bumped for a listing emergency.

It heard all of it

Every graded call. Every graded appointment. Not the two your manager had time for, and not the ones you'd have picked.

It talks to you the way you take feedback

Blunt if you're blunt. Warm and wrapped with positive reinforcement if that's what actually lands with you. It all depends on your personality profile.

You leave with one thing to do

Goals give the work direction. Shilo helps you narrow yours down to one actionable goal, with a number attached, measured and discussed at the next session.

1
What you're doing right

It opens with the wins, and it names them. Not "great job on the phones." The specific thing, on the specific call, with the specific client. Three of these, every session.

2
Where to focus

Then the three things to fix, always tied to the pattern rather than one bad moment. "8 of 40 calls locked a time" is the kind of thing no human reviewer can tell you, because nobody counted 40 calls.

3
Role play, right now

It doesn't hand you homework. It runs the rep with you in the session, on a scenario pulled from your own week, with a pass standard. Miss a piece and you redo it immediately.

4
The goal you commit to

Every session ends with one commitment, in your words, with a number attached. And the next session opens by checking whether you did it.

What happens in the session

Four parts. Built fresh from the calls you made since the last one.

Shilo writes the agenda before the session starts, from the batch of conversations it graded since you last talked. It is different every time, because your week was different every time.

1:1 session · live rep
Ready to try it? Give me one clean rep in your own words. Keep it short, offer 2 times, and confirm how you'll connect. 02:58
I have 2 times available, uh, I have 12 PM and 2 PM. Which one works best for you? 03:11
Nice! You offered 2 times without overexplaining, which fits your direct, helpful style. One upgrade: confirm the method and recap. Sharper version: "Perfect. Let's do 12 by phone on this number. I'll send a quick recap before then." 03:18
Pass standard: two times, the method, and a recap, in under 30 seconds. Go again.
Practice and feedback in real time

It corrects your rep live, mid-session.

This is a real exchange from a real session. The agent runs the rep, Shilo names what fit his style, then hands him the sharper line and has him go again until it passes.

The scenario isn't generic. It's pulled from his own week, with the client's actual situation, and a pass standard checked piece by piece.

Powered by Signals

The blunt closer and the steady nurturer should not get the same lecture.

Shilo builds a communication profile for every agent from how they actually sound on live calls. Not a quiz somebody took once during onboarding. Then it coaches you in that register. Same substance, different delivery, because feedback that doesn't land is just noise with good intentions.

CP
The direct closer
DISC: D (Dominant Driver)
ReflectiveDominanceDirect
ReservedInfluenceOutgoing
DynamicSteadinessSteady
How Shilo coaches them
You kept it decisive and didn't hedge. One upgrade: attach the deliverable to the callback so it doesn't sound like a vague check-in.
JL
The steady nurturer
DISC: SC (The Courteous Coordinator)
ReflectiveDominanceDirect
ReservedInfluenceOutgoing
DynamicSteadinessSteady
How Shilo coaches them
You make complicated moments feel manageable, especially in financing talks. That fits your style. Service first, not pushy. Sound like you?

Same coaching. Same standard. Two completely different conversations, because they're two completely different people.

No calendars, no rescheduling

If 2am is when you're free, 2am is when your coach is free.

So much of coaching in this business is actually a scheduling problem. Not here. Sunday night, between showings, in the car before the appointment you're nervous about. And sessions are shorter than you'd expect, because none of the time goes to catching up. It already knows what happened.

Never rescheduled

The session is ready when the period opens and it's still there whenever you get to it.

Never inconsistent

The same standard, the same structure, the same honest read, every single time.

Never rushed

Nobody's watching the clock because their next meeting starts in four minutes.

From a real session, first ninety seconds
Where do you feel strongest in that flow, and where does it slip? 01:05
Appointment and location. And I, I struggle with, I guess, finding a way to find out about the motivation. 01:17
That helps. We'll keep your appointment and location moves and tighten how you ask motivation without sounding pushy. 01:31
The part nobody talks about

You've never been completely honest in a 1:1. Neither has anyone else.

Not because you're purposefully dishonest. Because two fears sit across the table in every 1-on-1: how you'll be perceived, and what it might mean for your lead distribution. So the answer comes out a little more polished than the truth.

With Shilo, both of those worries come off the table. It has one job, and it's making you better on the phone.

It remembers

A complete feedback loop, running every period.

Most coaching fails in the gap. You leave motivated, and eleven days later nobody remembers what you agreed to. Every Shilo session opens with a Previous Commitment Check before it moves on to anything new.

1. Shilo listens
Every call and appointment, graded, all period.
2. Shilo builds
The agenda writes itself from the patterns in that batch.
3. Shilo coaches
The session runs live: wins, recommendations, reps, goals.
4. You commit
One behavior, one week, one number to track it against.
5. Shilo follows up
Analyze progress on the goal and start again.

Nothing gets coached once and quietly dropped. That's the difference between a good conversation and a system.

For team leaders and sales managers

You already know coaching works. You've just never had the hours.

The problem was never belief. It was that you have a roster of agents, a business to run, and more hours of conversation every month than any person can listen to. Now every agent gets a real session, every period, whether or not this was a week you had anything left.

Settings · Coaching
PreferencesCustom 1:1
1:1 Coaching
Enable your agents to receive personalized coaching sessions at a given interval.
On
1:1 Coaching Frequency
Weekly, semimonthly, or monthly cadences.
Weekly
1:1 Focus · your team's theme
0/750
Part 1 · What you control

It's your coaching program. You set it.

Cadence. Weekly, semimonthly, or monthly, per agent or per group, so your onboarding class can run weekly while your veterans run monthly.

The team theme. One focus area, in your words, that shapes every agent's session. Set "ALM on all Zillow leads" once, and this week every agent gets asked where their flow slips, with a real answer coming back from each one.

Your questions. Add up to 3 custom questions every agent gets asked. Ask 25 agents in person and you'll get through six of them. Ask it here and you have 25 answers by Friday.

JGJesus GarciaCompleted
JLJocelyn Lopez4 days left
CPChristopher PateCompleted
MNMaya NicholsOverdue
Check in weekly on the ones that are overdue or running out of days. They're the ones who need the extra nudge.
Part 2 · What you see

Who did it, who didn't, and exactly what was said.

Every agent's session status in one place: completed, in progress, or overdue. And when you want the detail, any session opens with its agenda, insights, summary, and full transcript.

Shilo does the heavy lifting. You get to spend your time on the people who actually need it.

Part 3 · Why you'd want this

The most time-consuming part of building a team, done for you.

None of this replaces you. Shilo does the listening, the pattern-finding, the prep, and the repeatable session. You keep the judgment, the relationship, and the hard conversations, already knowing everything instead of spending the week trying to find out.

Every agent, not just the ones on fire

The quiet middle of your team is where most of your upside is, and it's the group that never gets coached because they're not a crisis. They get a real session now, on the same cadence as everyone else.

Patterns you'd never have caught

Not "Cody needs to be better on the phone." He locked a specific time on 8 of 40 eligible calls, here are the 3 that worked, and here's the sentence that separates them from the other 32.

Faster ramp, less washout

75% of new agents quit in year one and replacing one runs $15K to $50K. Almost none of that is talent. It's inconsistency nobody had time to coach in the first 90 days.

Questions

How AI sales coaching works.

The things agents and team leaders ask before they try it.

Your team sets it: weekly, semimonthly, or monthly. Most teams run weekly for agents in onboarding and semimonthly for the core team. Once it's on, sessions generate on that cadence for every agent without anyone scheduling anything.

Three things you're doing right, three things to focus on, a role play that Shilo runs with you live, and one goal you commit to for the next period. All of it built from the calls and appointments Shilo graded since your last session.

Less time than you'd think, and it varies by agent. Some run just a few minutes, some closer to twenty. None of the time goes to catching up, because it already knows what happened on your calls.

From your Signals profile, which Shilo builds out of how you actually sound on live calls rather than a quiz. If you're direct, the feedback is direct. If you're more reflective, it gives you context first and lands the harder point after. Same coaching, delivered in the register that works on you.

Yes. They can see whether you completed it, and they can open the agenda, the insights, the summary, and the full transcript. That's deliberate: the point isn't a private side channel, it's that your leader walks into your next conversation already understanding where you are.

No, and it isn't trying to. It does the listening, the prep, and the repeatable weekly session. Your manager keeps the judgment, the relationship, and the conversations only a human should have. What changes is that they walk into those already knowing everything.

The next session opens with a Previous Commitment Check and reviews the behavior before it moves on to anything new. It's not a punishment, it's the reason the coaching compounds instead of resetting every period.

Coaching runs on the same connection as the rest of Shilo. About 5 minutes inside Follow Up Boss or BoldTrail, with setup varying a little on the other supported CRMs. Turn on 1-on-1 coaching in settings, pick a cadence, and sessions start generating.

AI Sales Coaching

Give every agent a personal coach.

A real 1:1 on the cadence you set, built from every conversation they had, delivered the way each person actually takes feedback.