Bridge the Gap™ by Revenue Reimagined

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.

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! 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 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! 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.

Today we are joined by Nikki Bishop, Vice President of Marketing and Customer Experience at Emerson.There's no one-size-fits-all approach to customer success; it requires a dedicated commitment to understanding and serving customer interests effectively. Nikki shares that effective customer success is rooted in a deep understanding of customer needs, fostering connections, and continuously refining processes. As organizations work to enhance their marketing and customer experience, embracing a holistic view is essential for driving customer satisfaction and loyalty.Follow Nikki: https://www.linkedin.com/in/nikkiwbishop/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.

Jason quite literally grew up in startups with both parents being serial entrepreneurs. He has worked with early-stage startups ranging from those he started and ran, launching first products/brands, being the first employee, all the way to venture-backed unicorns. In his career, Jason has helped grow 3 top 100 Inc.’s Fastest-Growing Private companies. Most recently Jason ran growth at Astronomer as they 5X’d revenue and raised half a Billion dollars on their way to a unicorn valuation. Currently, Jason is COO at RevGenius where he is building the #1 place for revenue leaders and professionals to come to learn how to scale.Follow Jason: https://www.linkedin.com/in/hubbardjason/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.

Daniel Englebretson is a multi-faceted entrepreneur and AI strategist on a mission to democratize artificial intelligence. As the creator of the "Rule of 100" framework for AI integration, Daniel is transforming how businesses approach AI adoption. His expertise spans AI strategy, education, and entrepreneurship, with roles including founder of Elynox.ai, co-founder of ShiftHX and Khronos, and instructor at Wake Forest and Elon University. Recognized as the "AI Strategist" at the 2023 "AI in Revenue" conference, Daniel's unique talent lies in translating complex AI concepts into actionable strategies. His practical approach to AI implementation, both in business and personal life, makes him a compelling voice in the ongoing debate about AI's role in shaping our future.Check out the resources Daniel mentioned: https://amzn.to/3ZxOh0BFollow Daniel: https://www.linkedin.com/in/danielenglebretson/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.