Brett Keirstead

Picture of Brett Keirstead
An accomplished B2B SaaS sales leader, Brett expertly leads client retention, engagement, and growth initiatives, and works with C-level executives to scope and secure complex, profitable projects. With a proven track record of building and scaling professional go-to-market revenue growth functions in growth-oriented companies, he helps private equity and venture capital investors build out go-to-market strategies for their portfolio companies. A trained sales technician with a detailed understanding of sales compensation and operations, he brings a passion for mentoring and developing new sales leaders and promoting Women in Sales Excellence.
Find me on:

Recent Posts

Why the CEO-Led Growth Model Breaks at Scale

Why the CEO-Led Growth Model Breaks at Scale

Tue, Feb 10, 2026 | Posted by The Chief Outsider

Series Overview

As companies grow, GTM breakdowns rarely show up as sudden failures. They emerge as friction. Progress slows, pipelines become less predictable, and confidence in forecasts declines, even as teams work harder and act with good intent. Written from both the marketing and sales lens, this six-part series, Building a Unified GTM Operating Model, explores why scale exposes weaknesses in informal GTM systems and how an intentional operating model restores clarity, alignment, and scalable growth.

Executive Takeaways

 CEO-led, informal GTM models break predictably as scale introduces complexity.
Early GTM failure shows up as friction, not collapse.
Sales–marketing misalignment is a structural issue, not a performance problem.
A unified GTM operating model is required to restore growth, confidence, and value.

Read More