Bridge the Gap™ by Revenue Reimagined

Episode #133 How Taelor Is Changing the $140B Men’s Fashion Market

Is personalization just a "nice-to-have" or the entire game? In this episode of Bridge the Gap, we sit down with Anya Cheng, Founder & CEO of Taelor, to explore how she’s using AI to change the $140B men’s fashion market without owning a single piece of inventory. We cover the harsh reality of moving from big tech giants to the founder trenches, the zero-inventory model, and how to use customer data to fix the massive waste problem in the fashion industry. Key Highlights ✓ Why Go-To-Market strategies from Meta don’t work for startups  ✓ The Tesla Rule: Selling the goal vs. the product  ✓ How to build a zero-inventory model with high margins  ✓ Solving decision fatigue for the 42% of men who hate shopping  ✓ Using rental data to reduce landfill waste and help brands forecast  If you are a founder looking for a wedge in a crowded market or a GTM leader wanting to understand the future of AI personalization, this episode is for you. Connect with Anya - anyacheng [https://www.linkedin.com/in/anyacheng/] Sponsor Info:  We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results!  Learn more about Sendoso today at https://www.sendoso.com…    [https://www.sendoso.com/demo-request?utm_medium=paidsocial&utm_source=linkedin&utm_content=revenuereimagined]ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...   [https://www.zoominfo.com/gtm?utm_source=linkedin&utm_medium=Influencer&utm_campaign=Adam_Jay&utm_content=gtm-intelligence] 🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here [https://www.revenue-reimagined.com/gtm-gap].

Episode #132 Why Strategy Fails Without Execution (And How RevOps Holds It Together) | Nicole Brownell

Everyone talks about strategy. Very few teams can execute it. In this episode of Bridge the Gap, we sit down with Nicole Brownell, Managing Director of Growth and Value Creation at Novo Advisors, to unpack why most go-to-market strategies stall and what it actually takes to build execution that scales. Nicole shares hard-earned lessons from turnarounds, PE-backed environments, and complex GTM organizations, breaking down where alignment really fails, why RevOps is a system (not a role), and how leaders must bridge strategy, operations, and accountability. We cover why early growth often hides deeper issues, how misaligned KPIs create downstream friction, and why outcomes, not decks, are redefining modern consulting and operating models. Key highlights: ✓ Why most companies do not have a growth problem ✓ How RevOps connects strategy, systems, finance, and execution ✓ The real difference between alignment and shared accountability ✓ Why strategy decks fail without embedded execution ✓ What PE-backed companies demand from GTM and operational leaders ✓ How founders mistake early traction for long-term enterprise value If you are a founder, operator, or GTM leader trying to turn strategy into sustained execution, this episode is for you. Connect with Nicole – nicolebrownell [https://www.linkedin.com/in/nicolebrownell/] Sponsor info: We are proudly supported by Sendoso, where thoughtful gifting drives results. Learn more at: https://www.sendoso.com [https://www.sendoso.com] ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm [https://www.zoominfo.com/gtm] 🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here [https://www.revenue-reimagined.com/gtm-gap].

Episode #131 Why Tool Fragmentation Is Killing Your Go-To-Market Execution | Sayanta Ghosh

Are you drowning in tools but still starving for outcomes? In this episode of Bridge the Gap, we sit down with Sayanta Ghosh, Co-founder and CEO of NREV, to break down why the "27-tool tech stack" is slowing your growth and how to transition to a truly autonomous revenue stack. We cover the critical difference between deterministic workflows and agentic AI, why your pretty dashboards are a distraction from execution, and how to build a web of communication between humans and AI that actually scales. Key Highlights:  ✓ Why the "27-tool login" is the biggest bottleneck in modern RevOps  ✓ The "Stutter Test": Why most leaders can’t explain how their tools work together  ✓ AI Workflows vs. AI Agents: When to use which for maximum ROI  ✓ Why AI won’t fix broken data  ✓ How to leverage "breadcrumb" data to outmaneuver competitors  ✓ The future of 2026: Moving from massive departments to hyper-connected small teams If you lead RevOps, Sales, or Go-To-Market and want to stop the manual churn and start building an autonomous engine, this episode is for you. Connect with Sayanta - sayantaghosh [https://www.linkedin.com/in/sayantaghosh/] Sponsor info:  We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results!  Learn more about Sendoso today at https://www.sendoso.com…    [https://www.sendoso.com/demo-request?utm_medium=paidsocial&utm_source=linkedin&utm_content=revenuereimagined]ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...   [https://www.zoominfo.com/gtm?utm_source=linkedin&utm_medium=Influencer&utm_campaign=Adam_Jay&utm_content=gtm-intelligence] 🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here [https://www.revenue-reimagined.com/gtm-gap].

Episode #130 Build AI Readiness First, Then Scale What Works (Enterprise) with Justin Trombold

Are you treating generative AI like a shortcut instead of a strategy? In this episode of Bridge the Gap, we sit down with Justin Trombold, founder and president of Antesyn Advisors, to break down how enterprise leaders can move past hype and build AI work that fits how the business actually runs. We cover readiness, process clarity, governance, and how to choose win-now plays without betting the company on experiments that will never scale. Key Highlights: ✓ Why most AI strategies fail when they sit outside operations ✓ Start with the problem first then match the right tech ✓ Readiness signals: people, proficiency, collaboration governance, change muscle ✓ Win now win later roadmap that leaders can actually run ✓ How to turn pilots into repeatable programs with metrics If you lead strategy, ops, or go to market and want AI work that creates measurable value, this episode is for you. Connect with Justin – / justintrombold [https://www.linkedin.com/in/trombold/] Sponsor info:  We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results!  Learn more about Sendoso today at https://www.sendoso.com…    [https://www.sendoso.com/demo-request?utm_medium=paidsocial&utm_source=linkedin&utm_content=revenuereimagined]ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...   [https://www.zoominfo.com/gtm?utm_source=linkedin&utm_medium=Influencer&utm_campaign=Adam_Jay&utm_content=gtm-intelligence] 🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here [https://www.revenue-reimagined.com/gtm-gap].

Episode #129 2025 GTM Mistakes & What Not To Take Into 2026 (Year-End Recap) with Dale Zwizinski

Are you heading into 2026 with real signal or just noise? In this year-end recap episode of Bridge the Gap, Dale and I break down what actually happened in 2025 across go-to-market. What broke, what worked, and what operators should carry forward into 2026. We cover AI hype versus real execution, why pipeline panic keeps repeating, what org design got exposed, and why fundamentals still win when everything feels uncertain. Key Highlights * AI hype crashed because most teams skipped outcomes and guardrails * AI shelf ware happens when you do not know what you are fixing * Spam cannons still run even when buyers ignore them * Discovery and problem-led messaging still move deals * 2026 will bring consolidation and higher standards for leaders using LLMs If you lead GTM and want a clear reset for 2026 with practical takeaways from the trenches, this episode is for you. Sponsor info:  We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results!  Learn more about Sendoso today at https://www.sendoso.com…    [https://www.sendoso.com/demo-request?utm_medium=paidsocial&utm_source=linkedin&utm_content=revenuereimagined]ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...   [https://www.zoominfo.com/gtm?utm_source=linkedin&utm_medium=Influencer&utm_campaign=Adam_Jay&utm_content=gtm-intelligence] 🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here [https://www.revenue-reimagined.com/gtm-gap].