Meet Cliff AI.
The only phone-first practice arena for high-stakes GTM motions.
Your reps know your playbook. Cliff AI is where they learn to run it when it counts. Adaptive. Voice-native. Remembers your reps. Trained on your world. Practice with Cliff, not your prospects.
Training ends at your workshop.
Execution happens alone.
In consultative, high-ACV go-to-market motions, one weak discovery call or poor QBR can cost a quarter. Yet most teams still learn to sell by doing it live - on real deals with real consequences.
Manager bandwidth is maxed out
Your best coaches are in pipeline reviews and QBRs. Consistent rep-level practice doesn't scale through people. It needs infrastructure or people burn out.
New messaging. New ICP. New competitive threats. New product release. Your reps absorb it at kick-off and forget it under pressure.
High stakes punish poor judgement
When deal sizes grow beyond $50k ACV, an unprepared rep isn't a training problem - it's a revenue problem. It's months of pipeline work and marketing spend wasted.
Cliff learns your world.
then challenges your GTM teams in it.
Cliff learns your world
Upload your playbooks, battlecards, call recordings and ICP profiles. Cliff becomes fluent in your product, your buyer language and the situations your reps face everyday.
Reps call in anytime
A rep dials Cliff's number and experiences personalized 1:1 coaching in real-time. No Scheduling. 24/7.
Every session compounds
Cliff recalls every conversation, surfaces patterns across your team and delivers on-demand, personalized coaching at scale. This is coaching that compounds without adding work to your plate.
Built for relationships where
trust & credibility is the product
Other tools are built for one-off practice and simple simulations. They give your reps quizzes, video modules and call recordings to review. But none of it gets them to practice continuously, progressively and on their own without another login, another dashboard, or another thing to check. Cliff is built for every stage of your deal, from one-call closes to complex multi-stakeholder journeys with months of relationship on the line. Whatever your motion, Cliff prepares your team for the moments that matter most.
OTHER TOOLS
Scripted bots that follow a fixed flow- reps learn the script, not judgement.
Generic and static buyer personas disconnected from your actual ICP and competitive landscape.
Takes weeks/months to script, set up, and babysit.
CLIFF AI
Adaptive & unscripted conversations. Cliff learns every rep and delivers personalized coaching that builds judgement across your team.
Infinite personas from your real ICP. Cliff generates personas on demand to pressure test each rep exactly how they need to prep for their next real call.
Phone-first and voice-native. Cliff learns on its own and gets sharper with every call your team makes and stays current with your evolving GTM motion, products and services.
Simple to start. Built to last.
Voice, text, email and web all in one.
Cliff remembers every rep and every session, building on each interaction across channels so that practice compounds over time instead of starting from scratch every time.
CLIFF'S FEATURES
Available 24/7 by Phone, Text & Email
Your reps don't need a calendar invite or a manager's availability to get better - they call Cliff from their phone and prep for the call they're walking into.
Real-time coaching on the phone
Cliff remembers each call and what each rep needs. He breaks down exactly what happened - what landed, what didn't and what to do differently then follows up with a scored summary straight to your phone.
Personas built from your real ICPs
Cliff learns from your actual enablement content, decks, battlecards, websites, competitive intel, call recordings. So every buyer your reps practice against behaves like the real thing. Not a generic bot reading from a script.
Team Readiness
See exactly where every rep and every team stands across the skills that matter to you. So you always know who's ready for the next sales motion, who needs more reps, and where to focus your coaching time.
Put your playbook into practice
Build the skills, focused sessions and learning paths your team needs - and Cliff executes them consistently across every rep, one conversation at a time.
Weekly insights that compound
Every rep and manager gets a personalized summary by text or email - covering progress, trends and what to focus on next. Reply to Cliff to dig deeper, set reminders or keep the coaching going between sessions.
Rehearse decks & product demos
Cliff sits in on every deck run, demo prep, QBR practice - interrupting, redirecting, and pressure testing in real-time. By the time your rep walks into the real room, they've already been through the hardest version of it.
Call Review
Cliff analyzes your team's actual calls, spots the habits that drive wins and the ones that stall deals and brings them back as targeted practice so your reps are always working on what actually matters.
Continuous memory
Cliff remembers every rep, every call, and every coaching moment - so nothing resets, nothing repeats, and every session picks up exactly where the last one left off.
Ben Abbey
CRO
" I was really impressed with the rapidity with which the voice responded & the flexibility and customization. All of my clients get access to Cliff. I'm also using it with my sales reps who are using it to onboard a lot faster than they were before."
Mark James,
VP of Sales
"Honestly I was quite shocked at the level of detail Cliff gave to the questions I asked. The fact that Cliff mentioned ROAS.
That was really incredible."
Jeff Cann
VP of Customer Success
" Voice and latency is important for a product like this. It has to feel authentic and real for you to treat it like it's authentic and real. The quality was incredible."
Mindy Loverin
VP of Growth
"This is so cool, it is super helpful. Just to have a plain language to practice, and there's nobody listening to you and you can build out how you're positioning it. I find that super helpful."
Alec Tulette
Sales Manager
"I honestly really enjoyed it. Cliff is a good stepping stone to the mock pitches that are intended to be really uncomfortable for people. I remember stressing about that but having Cliff would be beneficial for everybody."
Suzana Tosic
Senior Account Manager
"That was really good - Cliff brought up stuff that someone in the organization would have thought to bring up.
That was really cool. I would 100% use it."
Mahdi Gokal
Sales Director
"Cliff's super useful. I would say these role plays are much tougher conversations but that was really good. It was intuitive because Cliff was poking holes, threw a wrench and a curve ball. Really good."
Kayleigh Crook
Senior Account Manager
"That was really good, very helpful. Cliff embodied this person really well - it was a good practice for what I would be dealing with on the regular.
I also liked Cliff's feedback and gave relevant suggestions. I have not got this good advice from a human yet."
Jack Smith
Senior Account Executive
"It definitely felt like a call and I liked that there was immediate feedback - what you did well, areas of improvement. Cliff also pulled in sales methodologies that I can use in future calls. That was cool."
Shelly Lakernik
Account Executive
"Cliff is really beneficial. People can practice on their own time, they can be driving home and do these calls.
This would have saved me a lot of embarrassing conversations and hang ups when I was doing cold calls. I think it's great."
Somachi Egejuri
Business Leader
"Getting into the flow of the conversation, I was actually surprised by how the questions Cliff was asking was really, really good and really tailored towards the type of questions that we would be asked on a call. I was really surprised."
Valentina Di-Maio
Account Executive
"The questions were spot on and Cliff sounded realistic. The biggest thing is in the 5-min practice, we need to be able to nitpick everything and that was realistic.
I like that Cliff gave me options too - should he give me a scenario or I can provide one, which is really nice."
For all high-stakes revenue teams
Cliff meets every person on your revenue team where they are, over the phone, SMS and e-mail. From the rep on their first enterprise call to the manager trying to coach a full book of business. One platform for every scenario and every role so that your entire revenue organization walks into the moments that matter ready to win.
FOR VP & DIRECTOR OF REVENUE
Missed moments stall deals
Every rep & CSM gets on-demand practice against buyers from your actual ICP so they stop figuring it out live and start winning more.
Every manager gets visibility into exactly where each rep is improving without adding another shadow call to their week.
Every team gets sharper together - compounding skills across the floor instead of relying on your top 20% reps carrying your number.
FOR FRONT LINE MANAGERS
You can't clone yourself
Every rep & CSM gets personalized coaching and scored feedback after every session, so they're improving between your 1:1s.
Every manager gets a clear picture of where each rep stands before they even sit down together, so your limited coaching time goes to the conversations that matter.
Stay in the loop and in control with Team Readiness and Team Waypoints.
FOR VP & DIRECTOR OF ENABLEMENT
Did your training stick?
Every rep & CSM gets personalized reinforcement tied to your actual playbooks and ICP. So the skills you train don't evaporate the moment they're back on the floor.
Ever manager gets visibility into rep readiness before it shows up as a lost deal - so enablement is visible and measurable.
Every program compounds over time through Waypoints so you can finally show leadership exactly what good looks like and prove the impact of your work.
FOR AEs, SDRs & CSMs
Prep with Cliff
Every scenario you're nervous about - the tough objection, the skeptical CFO, the stalled deal - you can run it with Cliff before it happens live.
Every call comes with a scored breakdown of exactly what landed and what didn't so you know what to sharpen and how to do it.
Every rep who practices consistently gets better faster and the reps who get better faster are the ones who exceed their quota.
Run a 4-month pilot and co-build the business case with our team alongside yours
Shape Cliff around your enablement needs, your workflows and your priorities now
Access to the latest capabilities, exclusive concierge service and dedicated support
