
About the episode:
In this episode, Michael and Shannon dive into the real talk about win-loss analysis and how to turn raw data into actionable insights that actually help sales teams close more deals. They explore why you need multiple data sources beyond CRM notes, how to build cross-functional alignment around customer feedback, and why giving sellers less content with more context beats drowning them in materials they'll never use.
About the guest:
Shannon Izquierdo is founder of the Prompt Insight Group, a consulting company focused on enablement and branding, with extensive experience at major companies like FedEx and Kinaxis where she specialized in using win-loss analysis and market insights to enhance sales content and processes. With a journalism background that evolved into a deep expertise in content strategy and sales enablement, Shannon helps organizations turn raw data into actionable insights that drive real results for their sales teams.
Where to find Shannon Izquierdo:
LinkedIn: https://www.linkedin.com/in/shannonizquierdo/
Where to find Michael (Founder & CEO @ SellMeThisPen AI):
Email: michael@sellmethispen.ai
LinkedIn https://www.linkedin.com/in/michaelocean/
Try SellMeThisPen AI @ https://www.sellmethispen.ai/
At SellMeThisPen, we help sales leaders transform team performance without adding headcount or management overhead ✨
Our AI roleplay and coaching platform enables your reps to practice with realistic scenarios tailored to your use case, then receive personalized feedback after every interaction - real client calls or AI simulations.
The result?
👉 Faster onboarding
👉 Consistent methodology adoption
👉 Continuous skill development that scales across your entire team.
Your reps get unlimited practice in a safe environment, real-time call assistance, and objective coaching that reinforces your sales framework. No more “hoping training sticks”, see measurable improvement in deal outcomes.