Real stories. Real people. Real lessons.
Welcome to The Journey : In Conversation—a special series where we sit down with founders, builders, and big thinkers to explore the highs, lows, pivots, and lightbulb moments that define their entrepreneurial or intrapreneurial journey. These unscripted conversations go beyond surface-level success stories. We dig into motivation, failure, resilience, and execution—so you can absorb lessons by osmosis and apply them to your own journey.
Want to be my next guest on the show? Tap that big, blue button and tell us more about yourself.
Prefer watching on YouTube? This podcast episode was also filmed live and published on October 1, 2025.
Episode Description
In this episode of The Journey : In Conversation, Paul chats with Steven Werley, founder of Closable.ai, about his path from military service to marketing, sales agencies, and AI-driven sales enablement.
Steven shares :
His origin story and transition into entrepreneurship
How impostor syndrome and stoicism shaped his journey
Hard lessons learned from running a sales agency
Why he built Closable.ai and how it helps sales teams close more revenue
Thoughts on the future of SaaS, AI, and the labour market
This candid conversation covers failure, resilience, and the role of AI as a force multiplier for sales professionals.
Subscribe to catch future conversations with builders and founders sharing their experiences, challenges, and lessons along the way.
Summary of Insights
Impostor syndrome is common—tools like the Alter Ego Effect and stoicism help you show up with intention and resilience.
Focus on what you can control; acceptance (not avoidance) reduces stress and improves decision-making.
Failure is feedback : misaligned incentives and weak vetting can sink a sales model—set firm boundaries and enforce them.
Commission-only sales can create perverse incentives; protect alignment by limiting back-channel access and clarifying rules.
AI should augment, not replace, people—treat it as a force multiplier for sales teams.
Pre-call research can be compressed from hours to minutes with AI, improving discovery quality.
Post-call is where revenue leaks : use AI to analyze transcripts, grade deals, and generate tailored follow-ups.
Consistency beats heroics—raise B-players with systems rather than relying on one superstar.
Centralize seller workflow (e.g., Slack prompts that sync to the CRM) to reduce tool friction and increase action.
About the Guest
Steven Werley is a serial founder—and his newest venture, Closable.ai, helps sales teams and business owners turn unpredictable pipelines into consistent, scalable revenue using AI-enabled sales systems. The company provides tools and AI agents that act as full-time team members, handling follow-ups, pipeline management, and call analysis so no lead is forgotten and every opportunity is maximized.
Unlike typical marketing or lead-gen agencies, Closable.ai focuses on revenue operations, ensuring that the leads businesses already generate are converted into actual revenue. With a track record of helping teams achieve 80% show rates and 50% close rates, Closable.ai delivers practical, high-ROI systems that simplify sales, reduce chaos, and drive measurable growth.
Connect with Steven Werley :
Feedback
Improving The Journey is a journey in itself—and I’d love your help. Share your anonymous feedback here : https://6catalysts.ca/subscribe/the-journey-feedback/
