Sales training, reinvented

Make every rep
a closerin 5 minutes a day.

Bite-sized daily drills that build real sales skills. Interactive scenarios, instant feedback, and streak mechanics that actually stick.

Start Drilling Free → Try a Drill
5 min
per day, per rep
10+
drill scenarios live
$0
to start forever
Live Drills

Try one.
You'll get it immediately.

Real scenarios. No multiple-choice trick questions. Click an answer to see why it works (or doesn't).

Outbound · Beginner
+50 XP
You're writing a cold email to a VP of Sales at a 200-person SaaS company. They've never heard of you.
Which opening line gets the highest reply rate?
A
"I'd love to schedule 15 minutes to show you how we can help your team."
B
"I noticed your team just posted 3 new AE roles — scaling outbound is brutal without the right tooling."
C
"Hi [Name], hope you're doing well! I wanted to reach out because..."
D
"We're the #1 rated platform on G2 for sales engagement."
+50 XP
Nice. Observation + relevance wins every time.
Objections · Intermediate
+75 XP
A prospect replies to your cold email: "Thanks but we're not interested right now."
What's the best response?
A
"No worries! Can I check back in 6 months?"
B
"Totally understand. Out of curiosity, is it a timing thing or does [specific problem] not resonate?"
C
"I think you'll change your mind when you see the ROI. Can I send a case study?"
D
Don't reply — they said no, respect it.
+75 XP
30% of "not interested" converts when you diagnose first.
Deal Execution · Intermediate
+75 XP
You've been talking to a Director for 3 weeks. They love your product but "need to loop in their VP." Radio silence for 5 days.
What's your next move?
A
Email the Director again asking for an update.
B
Reach out directly to the VP with a tailored message referencing the Director's interest.
C
Wait another week — they're probably just busy.
D
Send the Director a breakup email to create urgency.
+75 XP
Single-threaded deals die. Multi-thread or lose.
Outbound · Advanced
+100 XP
5 emails. 3 weeks. No reply. Perfect ICP fit. Your manager says "move on."
What do you do?
A
Listen to your manager and move to the next prospect.
B
Send a 6th email with a completely different angle — new pain point, new format (video/voice note), or a relevant insight.
C
Call their office and try to get them live.
D
Social warm for a few weeks before trying email again.
+100 XP
80% of deals need 5+ touches. Change angle, not just words.
Unlock All Drills — Free →
10 outbound drills live. Forecasting, objection handling coming soon.
The Problem

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

Enterprise Platforms
Workshop Training
Chalk
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

Three steps. Five minutes.
Real results.

01
Pick a Track
Outbound, forecasting, objection handling, deal execution. Each track is built around a real skill gap.
02
Drill 5 Minutes
Interactive scenarios, not video lectures. Write the email. Handle the objection. Instant feedback on every rep.
03
Stack the Streak
XP, leaderboards, daily streaks. The same mechanics that built Duolingo — applied to the skill that pays your rent.
Pricing

Simple. No gotchas.

Free
$0 /mo
3 drills per day, forever.
  • 3 drills per day
  • XP & streak tracking
  • Outbound track
  • Leaderboard access
Get Started
Pro
$9 /mo
Unlimited drills. All tracks.
  • Unlimited daily drills
  • All tracks (as released)
  • Advanced analytics
  • Team leaderboard
  • Priority new content
Start Free Trial →
Questions

Answers.

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.
How long does a daily session take?
5 minutes. Seriously. Three drills, instant feedback, done. It's designed to fit into the 5-minute window before your first call.
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.
What tracks are live right now?
Outbound prospecting is live with 10 drills. Forecasting, objection handling, and deal execution are coming next.
Can I cancel anytime?
Yes. Cancel in one click. No retention loops, no "tell us why you're leaving" forms. The free tier stays free forever.
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

Stop training once a quarter.
Start closing every day.

The best reps don't have more talent. They have more reps. Chalk makes practice automatic.

Start Drilling Free →
Free forever · No credit card · 5 minutes a day