01 / SALES INFRASTRUCTURE

BUILD THE
Foundation.
THEN SCALE.

Most startups have a great product and a broken sales motion. Groundwork builds the system underneath — outbound infrastructure, pipeline architecture, CRM discipline, and the playbooks your team actually uses.

12+
Years in market
0
Motions built from scratch
4+
Continents operated
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OUTBOUND SYSTEMS
PIPELINE ARCHITECTURE
CRM HYGIENE
SALES PLAYBOOKS
ICP DEFINITION
REVENUE OPERATIONS
TEAM ACCOUNTABILITY
OUTBOUND SYSTEMS
PIPELINE ARCHITECTURE
CRM HYGIENE
SALES PLAYBOOKS
ICP DEFINITION
REVENUE OPERATIONS
TEAM ACCOUNTABILITY
The Problem

Most Startups Stall
Before They Scale.

You raised the round. You have the product. You hired a rep or two. But the motion is messy, the pipeline is thin, and nobody can tell you why deals are stalling. The issue is almost never the product.

01
No Repeatable Outbound

Outreach is inconsistent, untracked, and dependent on whoever happens to be dialing that week. There is no system — just activity that does not compound.

02
CRM Is a Mess

Deals are in the wrong stage. Fields are empty. Nobody trusts the data. So leadership makes decisions based on gut feel instead of pipeline reality.

03
No Defined ICP

The team is chasing anyone who will take a meeting. Without a tightly defined ideal customer profile, effort is spread thin and conversion rates are low.

04
Messaging Does Not Land

Outreach leads with features instead of problems. Nobody responds because nobody feels seen. The product is good — the story being told about it is not.

Three Ways
to Engage.

Every engagement starts with an honest conversation about where you are and what you actually need. No retainers for the sake of retainers.

01
Full Build

A complete sales infrastructure engagement. ICP definition, outbound motion, CRM architecture, messaging framework, playbooks, and the reporting layer to manage it all. Delivered in 60 to 90 days. You own everything when we are done.

Project Based
02
Fractional Head of Sales

Ongoing sales leadership without the full-time cost. Strategy, execution, team coaching, and pipeline accountability on a part-time basis. Ideal for post-seed companies that need senior presence without a senior salary.

Monthly Retainer
03
Sales Audit

A focused review of your current motion — what is working, what is broken, and what to fix first. Delivered as a prioritized action plan with specific recommendations your team can implement immediately.

One-Time Engagement
How It Works

Four Steps.
No Ambiguity.

01
Diagnose

A structured conversation about your current motion, pipeline, team, and where things are stalling. Honest and fast.

02
Define

ICP, messaging architecture, outbound strategy, and tool stack decisions. The blueprint before any execution begins.

03
Build

Sequences, CRM structure, playbooks, scripts, and reporting built and installed. Hands-on, not advisory from a distance.

04
Hand Off

Everything documented, your team trained, and the motion running before we are done. You own the system outright.

Built by
Someone Who Did
the Work.

Groundwork is run by Terrence Chineworth — Director of Sales with experience building full sales motions from zero across SaaS and consulting environments. Not a strategist. Not an advisor. Someone who has actually made the calls, built the sequences, cleaned the CRM, and closed the deals.

Director of Sales at a SaaS company — built the full GTM from scratch
Lived and worked across four continents — Chicago, London, Ho Chi Minh City, Mexico City
Consultative, human-to-human selling — no spray and pray, no templated nonsense
Pilot in training — first class medical certificate, Sporty's ground school enrolled
Rental property owner and active side hustle evaluator

Every system is built on tools your team already knows or can learn fast.

HubSpot
Apollo.io
Sales Nav
LinkedIn
Google WS
ChatGPT

The best sales motion is the one your team actually uses. Simple, specific, and built around the problem your buyer is already trying to solve.

Terrence Chineworth — Groundwork
Ready to Build

Let's Talk
About Your Motion.

No pitch deck. No lengthy proposal process. A direct conversation about where your sales motion is right now and what it would take to fix it.

Start the Conversation 312.585.2041
Chicago, IL — Available Remotely