Patrick Cowan Patrick Cowan

Stop Getting Blindsided by Customer Churn

The Friday 4 PM email drops: "We won't renew." No heads-up, no talk. Your $75K client turns into a $75K gap next quarter.

At your growth stage, this isn’t just lost revenue. With acquisition costs hitting $2.00 for every $1.00 of new ARR, losing one client means your sales team must close 3-4 months of deals just to break even.

Why? Series A/B customer success teams still act like implementation teams. Suddenly making them handle renewals and growth is like making delivery drivers sell — wrong skills, systems, and focus.

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Patrick Cowan Patrick Cowan

What I Learned Spending 40+ Hours Building a Custom GPT

I thought I was building a shortcut: a GPT to deliver my GTM Org Readiness Assessment faster. Instead, I spent 40+ hours turning it into something closer to a product. Along the way, I learned the difference between a GPT that works and a GPT that’s actually useful—and why testing, prompt engineering, and resisting the perfection trap matter far more than setup.

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Patrick Cowan Patrick Cowan

The Founder’s Guide to Building a Sales Playbook

Your first playbook isn’t just documentation—it’s the foundation of your revenue engine. Learn how to capture what’s in your head, align your team, and evolve your process from founder-led sales to a scalable, repeatable system.

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Patrick Cowan Patrick Cowan

Four Costly Mistakes That Sabotage Discovery Calls (And How to Fix Them)

A strong discovery call sets the foundation for a consultative sales process and a healthy pipeline. A weak one fills it with bad deals that won’t close.

After analyzing hundreds of discovery calls across industries, we’ve pinpointed the four most common mistakes that derail them. Read on to learn what they are and how to fix them.

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Patrick Cowan Patrick Cowan

GTM Readiness Assessment: 6 Questions to Stress-Test Your SaaS for Scalable Growth

Most SaaS leaders don’t realize their go-to-market (GTM) organization isn’t ready to scale—until the pipeline shrinks or board questions start piling up. The difference between founder-powered growth and a truly scalable machine comes down to six deceptively simple questions. In this post, we share the exact framework Series A founders and investors use to stress-test their GTM org—and why a 10-minute diagnostic might reveal your fastest path to sustainable growth.

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Patrick Cowan Patrick Cowan

The Real Cost of “Founder Heroics” in Sales—and How to Escape It

Scaling is impossible if every deal depends on you. When the founder is the closer, the company hits a ceiling. The problem isn’t hustle, it’s the lack of systems that build trust and independence. The Reddier GTM Org Effectiveness Assessment uncovers the gaps holding your sales org back and delivers a clear roadmap to predictable, scalable growth.

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Patrick Cowan Patrick Cowan

Built to Scale: Revenue Enablement for Every Growth Stage

Scaling a startup is an exhilarating rollercoaster—equal parts opportunity and challenge. As your business grows, so do the complexities, and your revenue enablement strategy must evolve to keep pace. The scrappy solutions that propelled your early wins can’t support the weight of a larger, more refined operation. To thrive, you need an enablement approach tailored to the unique demands of each stage—early, mid, and late.

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Patrick Cowan Patrick Cowan

How to Prepare for a Memorable Sales Kickoff: A Guide for Sales Leaders

Your annual sales kickoff (SKO) is more than just a calendar event; it’s a rare opportunity to align, inspire, and arm your team with everything they need to crush their goals in the year ahead. Yet, pulling off a truly impactful SKO requires more than a basic agenda and a motivational speaker. It takes careful planning, creativity, and a strong understanding of what your team actually needs.

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