Skip to content

Vertical software, 20 to 50 people, recently funded

From self-serve to a first sales team

Thousands of customers signed up on their own. Now the first salespeople start, with no playbook.

An example drawn from companies at this stage, not a client story.

The situation

Two first-time builds at once. Sales and marketing both start from zero. New reps prospect cold while buying signals sit in product data.

You might recognize it

  • Most revenue came from self-serve sign-ups and word of mouth.
  • The sales leader and first reps arrive in the same quarter.
  • A larger buyer is showing up, with a longer process.

The number to watch

Pipeline created by sales, by source

It shows whether sales finds revenue self-serve would have missed.

How we would run it, end to end

01Strategy

Where to play and how to win

  • Which self-serve accounts look like sales deals
  • A separate offer and price for the larger buyer
  • Positioning for each, tested in real conversations

02Design

The operating system behind the number

  • Product signals scored and routed to a rep within the hour
  • Stages with entry and exit criteria, so the forecast means something
  • Territories and a first comp plan
  • The CRM set up once, connected to product data

03Execution

Run it, measure it, keep what works

  • Weekly lists of accounts showing buying signals
  • Outbound and follow-up in your voice
  • Talk tracks, demo scripts and battlecards for the first reps
  • The Monday brief: pipeline by source and ramp by rep

The first 90 days

  1. Weeks 1 to 2

    Founders and first hires interviewed. Product and CRM data read. The scoring model drafted.

  2. Weeks 3 to 6

    Scoring and routing live. Playbook and cadences in the reps' hands.

  3. Weeks 7 to 12

    Forecast reviewed every week. What works stays. What does not is cut.

What Monday looks like

SampleMonday briefWeek 8

The number: Pipeline created by sales, by source

What moved

  • Product signals sourced 18 accounts. Up from 11 last week.
  • Stage 2 to 3 fell to 22 percent. Demos run long. A 20-minute format is in test.

This week

Route large-buyer sign-ups to the enterprise rep, not the queue.

An example. Every number in it is illustrative.

Sound familiar? Tell us what's stuck and we'll bring what we found.