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Bridge the Gap™ by Revenue Reimagined

Latest episodes

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Apr 9, 2025 • 40min

Episode #91 “We Were Gonna Run Out of Money” — Arrows CEO Reveals Make-or-Break Go-To-Market Pivot ft. Daniel Zarick

On this episode of Bridge the Gap podcast, we sit down with Daniel Zarick, CEO and co-founder of Arrows, a digital sales room and customer onboarding platform built for HubSpot. Daniel opens up about the terrifying moment when Arrows was on the brink—no traction, no funding runway, no product-market fit.He walks us through the blind spots, ego traps, and the very real “oh sh*t” moments of startup life. We get into why most onboarding tools fail, what makes a sales room actually usable, and why your CRM isn’t enough.From ripping out dashboards to embedding deeply with HubSpot, Arrows didn’t just iterate—they nuked their own roadmap and rebuilt with precision. If you’re a founder, GTM leader, or just someone tired of BS buzzwords, this episode’s for you.📌 Subscribe and grab exclusive, actionable insights from our newsletter at https://revenue-reimagined.com before it’s too late!Follow Daniel - https://www.linkedin.com/in/danielzarick/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.
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Apr 2, 2025 • 35min

Episode #90 The #1 Reason Startups FAIL (And No One Talks About It) with Lindsay Tjepkema

Why are most startups crashing and burning before they even get off the ground? It’s NOT what you think. In this episode of Bridge the Gap, Adam and Dale uncover the brutal truth with 3x founder and marketing powerhouse Lindsay Tjepkema.Here’s what you’re getting:❌ Why 90% of Founders Are DESTROYING Their Growth Without Knowing It✅ The ICP Myth: Why You’re Targeting the WRONG People (And How to Fix It Today)⚠️ The Dangerous “Playbook Trap” That’s Holding You Back💡 The Real Way to Build a Human-Centric Brand That Can’t Be IgnoredMost founders are making the same fatal mistake—waiting too long to re-evaluate their ICP, Buyer Persona, and Value Proposition. Miss this and your business is toast. 🥀📌 Subscribe and grab exclusive, actionable insights from our newsletter at https://revenue-reimagined.com before it’s too late!Follow Lindsay - https://www.linkedin.com/in/lindsaytjepkema/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.
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Mar 26, 2025 • 37min

Episode #89 Cold Email Is DEAD… Unless You Do This | GTM Strategies That Actually Work ft. Harris Kenny

Are you struggling to make outbound work at scale? You’re not alone. In this episode, we sit down with Harris Kenny, CEO of Outbound Sync, to break down why outbound often fails and cold email is dead — and what top-performing teams are doing differently.We dive into: • Why syncing outbound tools to your CRM is a game-changer • The cold truth about cold email in 2025 • When to hire an agency vs. build in-house • How AI is shaping the future of sales (and why agencies aren’t going anywhere) • Tactical examples of outbound that actually WORKIf you’re in GTM, RevOps, or sales leadership, this episode is packed with insight you won’t find anywhere else.Follow Harris - https://www.linkedin.com/in/harriskenny/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.
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Mar 19, 2025 • 43min

Episode #88 He Generated $100,000,000 and Sold Companies with THIS "Hack" ft. Andy Mewborn

Want to turn your go-to-market strategy into a money-making machine? In this episode of Bridge The Gap , we bring you Andy Mewborn, the founder of Distribute, co-creator of Taplio, and the mind behind Brand 30—a LinkedIn growth powerhouse. Andy speaks to his first $100,000,000 he generated and how he sold companies all using a few hacks. You will be surprised when you hear his last piece of advice!Andy shares battle-tested GTM strategies that drive revenue fast, eliminate wasted effort, and help you cash in on overlooked market opportunities.💰 What You’ll Learn:✔️ The #1 secret to scaling your startup to $$$ FAST✔️ How Andy turned simple ideas into high-growth, high-profit businesses✔️ The biggest GTM mistakes that are keeping you broke✔️ How to fix your top-of-funnel and create a pipeline that prints money✔️ The truth about AI, sales tools, and pricing models that actually drive ROI🚀 If you’re in B2B sales, SaaS, or marketing, this episode is your playbook for explosive growth!📩 Join our newsletter at https://Revenue-Reimagined.com for exclusive strategies and giveaways.🔥 LIKE, COMMENT & SHARE if you’re ready to make more money in 2025!🔔 Subscribe now and never miss a revenue-boosting episode!Follow Andy - https://www.linkedin.com/in/amewborn/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.
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Mar 12, 2025 • 36min

Episode #87 He Speaks to AI More than Humans... ft. Jordan Crawford

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.
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Mar 5, 2025 • 32min

Episode #86 The Future of Outbound Sales: What Most Founders Get Wrong with Florin Tatulea

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.
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Feb 26, 2025 • 32min

Episode #85 17-Year Stay at Home Mom to $70M Tech CEO: How Elizabeth Andrew Built Her 4x4 Method

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.
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Feb 19, 2025 • 32min

Episode #84 The Outbound Sales Playbook: How UserGems Turns Signals into Revenue with Trinity Nguyen

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.
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Feb 12, 2025 • 35min

Episode #83 The Brutal Truth About Startups, VC Pressure & Scaling to $3M ARR with Max Greenwald

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.
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Feb 5, 2025 • 32min

Episode #82 BILLION Dollar Sales Leader Shares How to Get Customers to Notice You in a Crowded Market ft. Will Jenkins

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.

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