Adaptive coaching · Built by operators

Crush Your Quota
in 5 Minutes a Day.

Chalk finds exactly where you're weak, builds a personalized path to fix it, and gets you drilling the right skills every single day. No fluff. Just reps.

Find Your Baseline Free → Try a Drill
5 min
of targeted daily practice
$100M+
ARR coached by the builder
$0
to start, forever
🔬
Backed by Science
We use a combination of research-backed teaching methods and delightful content to create courses that effectively help you become a killer rep.
How It Works

Not a curriculum. A coach that knows you.

01
Diagnostic assessment
15 scenario-based questions across 6 sales tracks. Not a quiz — a calibration. Identifies exactly where each rep is weak and where they're already strong.
02
Personalized pathway
No two reps get the same experience. Your pathway prioritizes the tracks where you have the most room to improve — not a generic curriculum everyone runs in order.
03
5 minutes of targeted practice
Those 5 minutes are aimed at your specific gaps. Not cold email refreshers for your top closer. Not forecasting basics for your veteran AE. The right drill, for the right rep, every day.
"Most reps plateau because they get the same training as everyone else. The gap between good and great is knowing exactly what you need to work on — and having something that makes you actually do it."
Built from $30M → $500M ARR Chalk's curriculum comes from real coaching sessions, real playbooks, and real reps — not consultants or content writers. These drills work because they were forged in the field.
Live Drills

Try it.
You'll get it immediately.

Two real L1 Prospecting drills. Answer, get coached, see what you actually know.

Question 1 of 2
L1 Prospecting · Multiple Choice
+50 XP
You're an SDR at a B2B SaaS company. Your manager asks you to define your Ideal Customer Profile before building your target list.
Which statement best describes what makes a prospect a strong ICP fit?
A
They match your target firmographics (company size, industry, revenue) AND have a documented pain your product solves.
B
They've visited your website at least once in the last 30 days.
C
They're in the same industry as your top 3 existing customers.
D
They have budget approved for software purchases this quarter.
Coach
L1 Prospecting · Drag & Drop
+60 XP
Put these cold outreach steps in the right order — from first action to first message sent.
Drag to reorder, or tap an item then tap where it should go.
⠿
?
Research the prospect's company, role, and recent news
⠿
?
Confirm the prospect matches your ICP criteria
⠿
?
Craft a personalized opening line tied to a real pain trigger
⠿
?
Send the email with a single, low-friction CTA
Coach
🎯
Want to know exactly
where you stand?
You just touched L1 Prospecting. Chalk's baseline maps your gaps across 6 sales tracks — so every drill you get is the one you actually need.
Sign Up & Take Baseline →
Free forever · No credit card · Takes 5 minutes
The Problem

Sales training is broken.
Here's why nothing sticks.

Enterprise Platforms
Workshop Training
Chalk
Personalized to each rep's gaps
✗ Same content for all
✗ One-size workshop
✓ Adaptive pathway
Daily practice
✗ No
✗ No
✓ Every day
Affordable for a 10-person team
✗ $250/user/mo
✗ $10K+ per event
✓ Free to start
Interactive scenarios
✗ Call recording
✗ Slide decks
✓ Yes
Built by operators
✗ Enterprise PMs
✗ Consultants
✓ $30M→$500M ARR
How It Works

Diagnose. Adapt. Drill.
Repeat daily.

01
Find Your Baseline
Take the 5-minute diagnostic. 15 scenario-based questions reveal your gaps across outbound, objections, deal execution, forecasting, and more.
02
Get a Personalized Path
Chalk builds a training pathway around your specific weaknesses. Every rep's queue is different. No generic curriculum — yours targets what actually needs work.
03
Drill 5 Minutes a Day
Interactive scenarios, not video lectures. Instant feedback. XP and streaks that make daily practice automatic. The skill that pays your rent — practiced daily.
Pricing

Simple. No gotchas.

Everything included
Free forever
$0 /mo
No credit card. No trial. No gotchas.
  • 122 standards across L1–L5
  • 6 drill types (MC, voice, mapping, scenario, sorting, calculation)
  • Adaptive AI drill sequencing
  • Personalized baseline assessment
  • Daily 5-min sessions + unlimited drilling
  • Streaks, XP, levels & leaderboards
  • Skill gap profile with trend tracking
  • AI-powered feedback on every drill
  • BYOC Course Builder
  • Mobile-first — works anywhere
Start drilling free →
Free forever. No credit card needed.
Questions

Answers.

What's the diagnostic and how does it work?
It's a 5-minute, 15-question assessment covering 6 sales tracks. Scenario-based — not trivia. Your results map to a per-track score that drives your personalized drill pathway. No two reps get the same experience.
How long does the diagnostic take?
About 5 minutes. 15 scenario-based questions across 6 sales tracks. Not trivia — real situations that reveal how you actually think. The results drive your personalized pathway from day one.
What kind of skills does Chalk actually train?
Cold email, cadence design, ICP targeting, objection handling, multi-threading, forecasting. Real skills from real scenarios — not abstract frameworks.
Who wrote the drills?
A VP-level operator who scaled a team from $30M to $500M ARR, hired 70+ reps, and currently advises 5+ Seed-to-C companies. Not consultants. Not content writers.
Is this for individual reps or sales teams?
Both. Individual reps use it to level up. Managers use it to drive consistent daily practice across the team without adding another meeting.
Can I cancel anytime?
Yes — Chalk is free forever. No credit card, no subscription, no cancellation needed.
Built by an Operator

Not consultants.
Someone who carried the number.

Chalk is built by a VP-level sales leader who scaled an org from $30M to $500M ARR — not a product manager who read the Challenger Sale twice. The drills come from real playbooks, real coaching sessions, and real mistakes at one of the fastest-growing SaaS companies in the country.

$100M+
ARR across hypergrowth orgs
70+
reps hired at $8.5B valuation
$30M→$500M
ARR growth firsthand
5+
companies advising Seed→C

Crush your quota.
Starting right now.

Find your baseline. Get a personalized pathway. Drill your actual weaknesses for 5 minutes a day. That's the difference between good and great.

Find Your Baseline Free →
Free forever · No credit card · 5 minutes a day