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!Struggling to understand why your revenue isn't growing at the rate you want?Take your free GTM Gap™ Self-Assessment to uncover reasons why and what to do about it. https://revenuereimagined.typeform.com/gtmgap

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!Struggling to understand why your revenue isn't growing at the rate you want?Take your free GTM Gap™ Self-Assessment to uncover reasons why and what to do about it. https://revenuereimagined.typeform.com/gtmgap

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!Struggling to understand why your revenue isn't growing at the rate you want?Take your free GTM Gap™ Self-Assessment to uncover reasons why and what to do about it. https://revenuereimagined.typeform.com/gtmgap

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!Struggling to understand why your revenue isn't growing at the rate you want?Take your free GTM Gap™ Self-Assessment to uncover reasons why and what to do about it. https://revenuereimagined.typeform.com/gtmgap

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!Struggling to understand why your revenue isn't growing at the rate you want?Take your free GTM Gap™ Self-Assessment to uncover reasons why and what to do about it. https://revenuereimagined.typeform.com/gtmgap

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!Struggling to understand why your revenue isn't growing at the rate you want?Take your free GTM Gap™ Self-Assessment to uncover reasons why and what to do about it. https://revenuereimagined.typeform.com/gtmgap

On this episode of Revenue Reimagined, hosts Adam and Dale welcome the legendary Jacco van der Kooij—Founder and CEO of Winning by Design—for a game-changing conversation on building unstoppable revenue engines.Jacco dives deep into his powerful Revenue Factory framework and shares how aligning growth, cost efficiency, and quality can supercharge your business. Discover why customer success should be your biggest revenue driver and how AI is flipping the sales game upside down. Plus, get an inside look at the future of outcome-based pricing and why most companies are still stuck in first gear.🚀 Whether you’re in sales, marketing, RevOps, or SaaS leadership, this episode is packed with bold ideas and tactical strategies to help you scale smarter and faster.Follow Jacco: https://www.linkedin.com/in/jaccovanderkooij/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!Struggling to understand why your revenue isn't growing at the rate you want?Take your free GTM Gap™ Self-Assessment to uncover reasons why and what to do about it. https://revenuereimagined.typeform.com/gtmgap

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!Struggling to understand why your revenue isn't growing at the rate you want?Take your free GTM Gap™ Self-Assessment to uncover reasons why and what to do about it. https://revenuereimagined.typeform.com/gtmgap

In this special year-end episode, Adam and Dale dive into the journey of Revenue Reimagined over the past 18 months and lay the foundation for what’s next in 2025. Key takeaways from the conversation: 🌉 What is the Go-To-Market Gap?Discover the groundbreaking framework coined by the Revenue Reimagined team that’s transforming how companies approach growth. From stabilization to scalability, see why it’s resonating with founders, investors, and boards alike.🩹 “Stop the Bleeding” Before ScalingWhy rushing to scalability often leads to failure—and how to stabilize your go-to-market strategy first.📈 2024 Recap + 2025 TrendsReflections on lessons learned, including the pitfalls of scope creep, and predictions for 2025, from AI-powered revenue strategies to the resurgence of in-office collaboration.🔥 What Needs to End in 2025Why generic “playbooks” and inexperienced advice aren’t cutting it—and how authenticity and experience will win the day.🎯 Our Mission for 2025Helping founders and companies stabilize faster, build better foundations, and democratize the path to revenue generation.Thank you to everyone who has joined us through this show! Whether you’re a loyal listener or new to the podcast, your support means the world to us. 👉 Sign up for our newsletter for exclusive giveaways, tactical advice, and tools to uncomplicate revenue: https://revenue-reimagined.com💡 Like, Subscribe, and Share to help us spread the word.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!Struggling to understand why your revenue isn't growing at the rate you want?Take your free GTM Gap™ Self-Assessment to uncover reasons why and what to do about it. https://revenuereimagined.typeform.com/gtmgap

🎙️ In this special Christmas episode, Adam and Dale pull back the curtain on the must-have tech tools shaping modern revenue operations. Whether you’re a sales pro, marketing guru, or ops strategist, this episode delivers the insights you need to level up your game. 💼✨🔑 Key Highlights: • Top 3 Tools That Drive Success:1️⃣ HubSpot: The ultimate all-in-one platform for sales, marketing, and customer success.2️⃣ Attention: Revolutionize your sales calls with conversational intelligence.3️⃣ Aligned: Simplify complex sales deals with a collaborative deal room.💡 Discover how these tools streamline workflows, shorten sales cycles, and align teams like never before.🚀 Why Watch This Episode? • Get the inside scoop on tools used by industry leaders. • Learn how to evaluate and implement the right tech for your business. • Stay ahead with future-focused strategies to dominate in remote sales.👉 Tune in now and share your favorite revenue ops tools in the comments!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!Struggling to understand why your revenue isn't growing at the rate you want?Take your free GTM Gap™ Self-Assessment to uncover reasons why and what to do about it. https://revenuereimagined.typeform.com/gtmgap