Bridge the Gap™ by Revenue Reimagined

Your outbound strategy is broken—and you don’t even know it. 😱 In this episode, we sit down with Jordan Crawford, founder of Blueprint and a leading expert in outbound sales, AI-driven prospecting, and go-to-market (GTM) strategy.🔍 What you’ll learn:✅ The biggest mistakes companies make in outbound sales✅ How to craft messages people would pay to receive✅ Why most Ideal Customer Profiles (ICPs) are outdated and ineffective✅ The secret to finding, not filtering, your best-fit accounts✅ How AI is changing the game for prospecting and engagement💡 “Nothing changes if nothing changes.” If you’re still running the same playbook, you’re falling behind. Tune in to discover how to optimize your outbound strategy and make your GTM motion actually work in today’s market to Bridge the Gap. Follow Jordan - https://www.linkedin.com/in/jordancrawford/PS - huge shout out to Sendoso for sponsoring our show.We could not do this without you.See how Sendoso can help increase pipeline, ROI, and customer retention.We are also proudly supported by Pursuit Sales Solutions - Where Hiring A+ Sales Employees is NOT a Pain in the Ass!https://pursuitsalessolutions.com/revenuereimaginedZoomInfo is also a proud sponsor - check them out here!🎁 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.

Struggling to bridge your go-to-market gaps? You’re not alone.In this episode, we sit down with Florian Tatulea, Head of Sales Development at Common Room, to talk all things B2B sales, prospecting, and hiring top talent. Florian shares his decade-long expertise as an SDR, AE, and sales leader—PLUS insights from his new venture, Sales Flow.💡 We cover:✅ The biggest mistakes founders make in hiring SDRs & AEs✅ Why product-market fit comes BEFORE sales scaling (seriously, stop rushing!)✅ How AI is reshaping outbound prospecting – and why AI SDRs may be killing your pipeline✅ The real way to build a high-performance sales team without wasting resources🎯 If you’re in GTM, sales leadership, or just trying to break into the industry, this is a must-watch!Follow Florin: https://www.linkedin.com/in/florintatulea/PS - huge shout out to Sendoso for sponsoring our show.We could not do this without you.See how Sendoso can help increase pipeline, ROI, and customer retention.We are also proudly supported by Pursuit Sales Solutions - Where Hiring A+ Sales Employees is NOT a Pain in the Ass!https://pursuitsalessolutions.com/revenuereimaginedZoomInfo is also a proud sponsor - check them out here!🎁 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.

In this episode, we dive deep with Elizabeth Andrew, a seasoned technology CEO and five-time sales leader with a story of resilience and grit. After a 17-year career break as a stay at home mom, Elizabeth re-entered the workforce with zero tech experience and skyrocketed to lead revenue at powerhouse companies like HelloSign, Dropbox, Pluma, and Netomi. We explore her 4x4 method for career transitions, the challenges of scaling sales teams, and why having a rock-solid sales playbook is non-negotiable. Whether you’re a founder, sales leader, or simply looking for inspiration, Elizabeth’s journey from stay-at-home mom to tech executive is a must-hear!What You’ll Learn: • The four stages of building a successful go-to-market strategy: Stabilization, Foundation, Repeatability, Scalability • How to transition from founder-led sales to a scalable sales organization • Why most founders struggle with unrealistic expectations in sales • The secrets behind Elizabeth’s $70M sales playbook🔗 Connect with Elizabeth Andrew: https://elizabethandrew.comLinkedIn: https://www.linkedin.com/in/elizabethaandrew/PS - huge shout out to Sendoso for sponsoring our show.We could not do this without you.See how Sendoso can help increase pipeline, ROI, and customer retention.We are also proudly supported by Pursuit Sales Solutions - Where Hiring A+ Sales Employees is NOT a Pain in the Ass!https://pursuitsalessolutions.com/revenuereimaginedZoomInfo is also a proud sponsor - check them out here!🎁 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.

In this episode of Bridge the Gap Podcast, we sit down with Trinity Nguyen, CMO & Head of Account Development at UserGems, to break down the biggest mistakes in outbound sales, why job change signals are game-changers, and how to scale AI-powered sales strategies that actually work.🔹 The #1 hiring mistake killing your pipeline🔹 How UserGems built a category around job change signals🔹 Why updating your ICP every 6 months is non-negotiable🔹 The secret to frictionless onboarding & retention💡 If you’re serious about winning outbound sales, this is a must-watch!👉 Follow Trinity - https://www.linkedin.com/in/trinitynguyen/🔥 Follow us for more B2B growth strategiesPS - huge shout out to Sendoso for sponsoring our show.We could not do this without you.See how Sendoso can help increase pipeline, ROI, and customer retention.We are also proudly supported by Pursuit Sales Solutions - Where Hiring A+ Sales Employees is NOT a Pain in the Ass!https://pursuitsalessolutions.com/revenuereimaginedZoomInfo is also a proud sponsor - check them out here!🎁 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.

What does it take to turn a struggling startup into a multi-million dollar success?In this episode of Bridge the Gap, we sit down with Max Greenwald, Founder & CEO of Warmly, an AI-powered sales platform that generates warm leads. From pivoting multiple times to tripling ARR in a year, Max shares the raw truth about startup survival, VC pressures, and the reality of finding product-market fit (hint: it feels like someone yanking you forward by the nostrils 🤯).💡 Topics Covered:✅ The brutal truth about VCs vs. Founders’ goals✅ The real definition of product-market fit✅ The ultra-marathon mindset of building a startup✅ Why being “lettuce” vs. a “supermarket” determines if your company survives✅ The power of warm leads & why cold outreach is broken👀 If you’re a founder, sales leader, or just love startup war stories, you don’t want to miss this one!PS - huge shout out to Sendoso for sponsoring our show.We could not do this without you.See how Sendoso can help increase pipeline, ROI, and customer retention.We are also proudly supported by Pursuit Sales Solutions - Where Hiring A+ Sales Employees is NOT a Pain in the Ass!https://pursuitsalessolutions.com/revenuereimagined🎁 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.

What does it take to scale a business to $1 billion in revenue and sell it for $235M? Will Jenkins, founder and CEO of Journey, has done it—twice! In this episode of Bridge the Gap, Will shares his incredible journey from selling Cutco knives to co-founding MoLo Solutions, which was acquired for a staggering $235 million.🔹 How did Will break into the ultra-competitive freight brokerage industry?🔹 What are the secrets to winning customers in a crowded market?🔹 Why do most B2B founders fail at go-to-market (and how to fix it)?🔹 Is LinkedIn good for generating business? or is it just a giant spam dumpster?If you’re building a startup, struggling with sales, or looking for a repeatable GTM strategy, this episode is a must-watch!📌 Timestamps:00:00 - Welcome to Bridge the Gap01:00 - Will Jenkins’ journey: From Cutco sales to $1B business05:15 - The biggest mistake B2B founders make08:50 - How to stand out in a saturated industry14:52 - The power of LinkedIn for lead generation18:42 - Scaling a company from 0 to $1B24:50 - How to build a long-term, scalable business30:00 - Rapid fire Q&A with Will Jenkins🔥 Want to grow your sales & revenue? Follow Will Jenkins:🔗 LinkedIn: https://www.linkedin.com/in/willjenkinswcj/🔗 Website: https://JourneyDelivers.com📩 Subscribe to Our Newsletter for Exclusive Sales & Growth Tips:👉 https://Revenue-Reimagined.com💬 Drop a comment below: What’s the biggest challenge you face in growing your business?👍 Like, share, and subscribe for more expert insights on sales, startups, and scaling revenue!PS - huge shout out to Sendoso for sponsoring our show.We could not do this without you.See how Sendoso can help increase pipeline, ROI, and customer retention.🎁 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.

In this episode of Revenue Reimagined, Adam and Dale sit down with Lindsey Boggs, VP of Global Business Development at DG Matrix, TED speaker, Forbes 30 Under 30, Salesforce Top Influence, and you could even say better basketball player than Hall of Famer Shaquille O'Neal (listen to find out about this one). Lindsay shares her expertise on go-to-market strategies, effective sales enablement, and why listening to customer calls is the ultimate starting point for success.Get ready for actionable advice on:✔️ Building and coaching top-performing sales teams✔️ Using AI to enhance, not replace, human connection in sales✔️ The power of storytelling in sales outreach✔️ Lindsay’s unforgettable experience beating Shaq in a free throw contestWhether you’re a sales leader, an SDR, or a RevOps pro, this episode is packed with insights to help you scale smarter. Follow Lindsey: https://www.linkedin.com/in/lindseyboggs/PS - huge shout out to Sendoso for sponsoring our show.We could not do this without you.See how Sendoso can help increase pipeline, ROI, and customer retention.🎁 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.

In this episode of Revenue Reimagined, we welcome Ned Arick, CRO of Attyx, who’s mastered the art of scaling businesses from the ground up—taking ventures from zero to $100M+ with a relentless focus on strategy, execution, and customer success. Ned dives into his unique career journey, from being the first sales hire to leading multi-million dollar acquisitions across HVAC, roofing, and solar industries.We cover: • 💼 The hardest role: first salesperson, first sales leader, or business owner? • 📈 Scaling challenges and how to navigate rapid growth without losing quality • 🏡 Why customer success drives long-term revenue in service-based businesses • 💡 Key takeaways from transitioning from tech to services and what SaaS leaders can learn • 🔢 The importance of knowing your numbers—forecasting, margins, and scaling smarterWhether you’re scaling a tech startup or running a service business, Ned’s insights will change how you think about revenue, leadership, and growth.Follow Ned: https://www.linkedin.com/in/nedarick/PS - huge shout out to Sendoso for sponsoring our show.We could not do this without you.See how Sendoso can help increase pipeline, ROI, and customer retention.🎁 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.

Jacco van der Kooij, Founder and CEO of Winning by Design, is an expert in SaaS strategy and business growth. He reveals his Revenue Factory framework for building sustainable revenue engines, emphasizing the role of customer success. Jacco also discusses how AI is revolutionizing sales by empowering buyers, making it crucial for professionals to adapt. The conversation shifts to the future of outcome-based pricing and key insights on balancing acquisition and retention strategies, offering bold ideas for scaling success.

In this episode, we’re joined by Jesse Stein, a serial entrepreneur and founder of Hermetic AI. Jesse shares his journey of founding, operating, and selling multiple ventures, including sportsmemorabilia.com, which he scaled to the world’s largest autograph store before its acquisition by Fanatics. What You’ll Learn in This Episode: • Jesse’s journey from sports memorabilia to SaaS and beyond. • The power of focus and cultivating relationships with potential acquirers. • Insights into digital marketing hacks like SEO, CRO, and sustainable acquisition channels. • The importance of co-founders, trust, and managing team dynamics. • Why speed to lead and personalized engagement are game-changers for growth.Key Takeaways: 1. Why focusing on a specific ICP is essential for scaling. 2. How to use conversion rate optimization (CRO) effectively. 3. Lessons learned from the entrepreneur game: focus over distractions. 4. Building trust and relationships years before you need them.Jesse also shares personal anecdotes about humility, navigating failures, and how meditation has been a transformative tool in his entrepreneurial journey.Follow Jesse - https://www.linkedin.com/in/jessejstein/PS - huge shout out to Sendoso for sponsoring our show.We could not do this without you.See how Sendoso can help increase pipeline, ROI, and customer retention.🎁 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.