C myChalk

Your GTM System.
One Platform.

Strategy builders, battle cards, sales signals, and insights. Everything your team needs to win, in one place.

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GTM Strategy

Last updated 2 days ago

Ideal Customer Profile

Company Size 50-500 employees
Funding Stage Series A-C
Sales Team 5-25 reps
Industry B2B SaaS

Territory Map

Tier 1 Tier 2 Tier 3
CA 847 accounts
NY 623 accounts
TX 412 accounts
MA 298 accounts
WA 234 accounts
CO 189 accounts
IL 176 accounts
GA 145 accounts
FL 132 accounts
NC 98 accounts
PA 87 accounts
AZ 76 accounts
UT 65 accounts
OR 54 accounts
Other 312 accounts

Positioning & Messaging

Core Value Prop

"Turn your GTM strategy into sales materials that update themselves. Stop rebuilding decks every quarter."

Key Messages

  • "Your sales team shouldn't wait for marketing"
  • "Strategy that learns from every call"
  • "One source of truth for GTM"

Differentiators

  • Strategy-to-execution in one system
  • Materials auto-update from calls
  • Built for founders, not just ops
$847K
Closed Won
+18% vs Q4
68%
Win Rate
+8pp vs Q4
23d
Avg Cycle
-4 days
2.8x
Pipeline
Below 3.5x target
Q1 Revenue Goal $847K / $1.2M

Win/Loss Trend

Oct
Nov
Dec
Jan
Feb
Won Lost

vs. Competitors

Asana
75%
Monday
62%
Notion
43%
No Comp
71%

Top Performers

1 EM Elena Martinez $312K 78% win
2 MT Marcus Thompson $248K 72% win
3 SK Sarah Kim $189K 65% win
9 skills
Strategy /gtm-strategy

GTM Strategy Builder

Creates a complete go-to-market strategy with positioning, ICP, channels, and messaging framework.

6-8 hrs → 30 min
Competitive /battlecard

Battle Card Generator

Generates competitive battle cards with positioning, objections, and win/loss patterns.

4-6 hrs → 15 min
Content /talk-track

Talk Track Builder

Creates call scripts and discovery questions tailored to your ICP and value props.

3-4 hrs → 20 min
Planning /target-model

Sales Target Modeler

Builds realistic sales targets from pipeline data, conversion rates, and capacity.

2-3 hrs → 10 min
Analysis /win-loss

Win/Loss Analysis

Analyzes won and lost deals to extract patterns and update your playbook.

4-6 hrs → 20 min
Competitive /objection

Objection Handler

Generates responses to objections based on what's worked in past deals.

1-2 hrs → 5 min
Content /proposal

Proposal Builder

Creates custom proposals using your positioning, pricing, and customer context.

6-8 hrs → 30 min
Analysis /prep

Call Prep Brief

Creates pre-call briefs with account history, competitor intel, and talking points.

30 min → 2 min
Analysis /debrief

Deal Debrief

Analyzes won/lost deals to extract learnings and update your playbook

2-3 hrs → 15 min
Content /email

Follow-up Email

Writes personalized follow-up emails based on call notes and deal context

20 min → 2 min

Sales Signals

3 new
New call recorded Elena M. - Acme Corp discovery
Objection detected "We're already using Monday"
Competitor mentioned Asana pricing compared

Insights

Pricing objection up 23%

Consider updating ROI messaging in battle cards for enterprise segment.

Discovery questions working

"What does your current process cost you?" leading to 40% higher close rate.

Asana brief needs refresh

New pricing tier detected. Competitor intel updating.

Choose a scenario

Discovery Call

First meeting. Uncover pain points.

Most practiced

Competitive Deal

Prospect evaluating Asana.

Your weak spot

Pricing Objection

"It's too expensive."

High impact

Product Demo

Walk through features.

You'll practice with
JM

Jordan Mitchell

VP of Sales at ScaleUp Inc

Busy Skeptical Data-driven
Company Series B • $15M ARR
Team 12 reps, growing to 20
Stack Notion + HubSpot
Real-time coaching included

Get instant feedback on what's working and what to try next.

Discovery Call 03:24
Call Health
78
42% Talk Ratio
3 Questions Asked
1 Pain Points
JM
Jordan Mitchell
VP Sales · TechStart Inc
Pain point detected: "sales enablement mess"
You
Live Transcript
Jordan: Thanks for hopping on. I've got about 20 minutes — my team mentioned you might be able to help with our sales enablement mess.
You: Happy to help. Before I dive in, can you tell me a bit about what that "mess" looks like today?
Jordan: Sure. We've grown from 6 to 12 reps in the past year. Battle cards are everywhere — Notion, Google Docs, Slack. Half are outdated. New hires take forever to ramp.
Sales Coach
Great discovery opener. Asking about "the mess" gets them talking. This correlates with +34% close rate.
Quantify the pain. Ask: "What does that cost you in ramp time or lost deals?" Numbers = urgency.
Suggested:

Your GTM Coach

Here's what I'd focus on this week based on your data.

High Priority

Fix This Now

Your Notion battle card is costing you deals

Win rate against Notion is 43% vs 67% average. I analyzed 12 lost deals and found the issue: you're not addressing their new AI features.

From your calls: "We actually liked Notion's AI summarization..." — Lost deal, Acme Corp (Feb 2)
Working Well

Double Down On This

Your ROI discovery question is closing deals

"What does your current process cost you?" appeared in 12 of 15 won deals, but only 2 of 8 lost deals. That's a 40% lift in close rate.

Recommendation: Make this mandatory in your discovery framework. Only 60% of reps are using it consistently.
Opportunity

You're Leaving Money on the Table

Multi-threading increases win rate by 28%

Deals with 3+ stakeholders close at 71%. But 62% of your current pipeline is single-threaded. That's 8 deals at risk worth $340K.

TechStart Inc $85K Only talking to Sarah (Champion)
DataFlow Co $62K Only talking to Mike (IT)
Insight

Pattern I Noticed

Pricing objections are up 23% this month

Detected in 8 calls this week. Your current battle card focuses on features, but won deals focused on ROI. I drafted an update.

- "Our pricing is competitive with enterprise tools..." + "At your scale, customers save 12-15 hrs/week per rep. At $75/hr, that's $45K+ annually."

Competitive Intelligence

Real-time updates on your market
Updated 12 min ago
Breaking 2 hours ago
Asana

Asana launches AI-powered "Work Graph" at Enterprise Summit

Major product announcement positioning AI as core to project management. Claims 40% productivity boost. Direct threat to our AI positioning.

Impact: High
Pricing Yesterday
Monday.com

Monday.com quietly drops Enterprise tier to $16/seat

Down from $24/seat. Spotted on their pricing page — not announced publicly. Likely response to ClickUp pressure.

Before $24/seat
Now $16/seat
You $19/seat
Impact: Medium
Product 2 days ago
Notion

Notion adds native CRM features in 2.0 update

New "Databases" can now function as lightweight CRM. Pipeline views, contact management, email integration. Targeting teams who "don't need a full CRM."

Impact: Low
Trend 3 days ago
Gartner

72% of B2B buyers now research vendors via AI tools

Buyers increasingly use ChatGPT and Perplexity to compare vendors before first call. Your content needs to be AI-discoverable.

Impact: Medium
Signal 4 days ago
ClickUp

ClickUp hiring 15 enterprise sales reps in your territory

LinkedIn job postings show aggressive expansion. 8 roles in your top markets (SF, NYC, Austin).

Impact: Medium

Your Win Rates

vs Asana
43%
vs Monday
58%
vs Notion
71%
vs ClickUp
64%

Sources

News & blogs
Pricing pages
Job postings
G2 & reviews
SEC filings
Social media

This Week

New updates 12
High priority 3
Actions taken 5

Three systems, one platform.

Everything your GTM team needs, working together automatically.

Strategy

Strategy Builder

Define your GTM strategy once. Chalk turns it into battle cards, talk tracks, and discovery questions that stay aligned as your strategy evolves.

Sales

Sales Signals

Every call gets analyzed. Objections, competitors, and buying signals surface automatically. Your materials update based on what's actually happening.

Insights

Insights Engine

See what's winning and what's not. Chalk identifies patterns across your deals and tells you what to change before it costs you revenue.

Delivered where your team works.

Chalk pushes insights, materials, and prep directly to Slack and email. No new tabs. No forgotten logins.

Slack
# sales-team
C
Chalk 9:42 AM
📋 Pre-call brief ready for your 10am with Acme Corp
Acme Corp - Discovery Call
Key pain points: Manual reporting, slow ramp times
Competitors in play: Monday, Asana
Suggested opener: "I saw you're scaling the sales team..."
View full brief
Gmail
Follow-up: Acme Corp Discovery
Draft
C
Chalk (via Elena)

Hi Sarah,

Great speaking with you today about scaling your sales ops. Based on what you shared about manual reporting taking 5+ hours weekly, I wanted to share...

Suggested next step
"Would Thursday work for a 30-min demo with your ops lead?"

Reports that actually get read.

Track progress toward your goals with reports built for founders, sales leaders, and board meetings.

Progress to Goal

Q1 2025
Revenue Target $847K / $1.2M
New Logos 18 / 25
Pipeline Coverage 2.8x
Lead Gen Target 142 / 200

Win/Loss Analysis

Last 6 months
Sep
Oct
Nov
Dec
Jan
Feb
Won (68%)
Lost (32%)

Monthly Performance

February 2025
$284K
Closed Won
+18% vs last month
47
Qualified Leads
+12% vs last month
68%
Win Rate
+8pp vs last month
23d
Avg Sales Cycle
-4 days vs last month
Win rate trending up

Discovery call quality improved 34% since new talk tracks deployed in January.

Pipeline coverage needs attention

Current 2.8x coverage is below 3.5x target. Consider increasing outbound activity.

See it in action.

Request early access and we'll show you how Chalk works with your team.