Predictable B2B Success

The conversation addressed a common yet often overlooked challenge for B2B founders: slow pipelines may stem from a lack of trust in the entire product category, not just issues with the product, pitch, or lead volume. Buyers may dismiss a solution before learning about the company, simply because of skepticism toward the category. The discussion emphasized the complex process of establishing trus...

What if the advice you’ve spent years giving founders about fundraising and scaling is wrong? On this episode of Predictable B2B Success, Julia Delin, a former venture capitalist, incubator leader at Stockholm School of Economics, and now CEO and co-founder of Cheque, reveals how stepping onto the founder’s side changed her perspective on growth, cash flow, and what it takes to survive as a startu...

How much of your B2B pipeline is human, and how much is bots and AI masquerading as prospects? In a world where nearly half of internet traffic is artificial and digital engagement data is more synthetic than ever, how can B2B leaders know when they're making real connections and when they’re just shouting into the void? In this episode of Predictable B2B Success, we’re joined by Anders Boulanger,...

What if one proven methodology could turn B2B market share from stagnant to soaring, with a track record of guaranteed growth, yet almost no U.S. company has heard of it? In this episode of Predictable B2B Success, we speak with Hugo Van Den Biggelaar, a former Nike brand strategist turned evangelist for Bitsing, a 33-year-old European methodology that has fueled BMW, Shell, HP Enterprise, and tho...

Consider whether your company’s biggest growth barrier lies not in the market, product, or competitors, but in your unconscious relationship with money. In this episode of Predictable B2B Success, we discuss this perspective with Douglas Lynam, a former Benedictine monk, financial advisor, and acclaimed author. Douglas shares insights from his journey, moving from a vow of poverty to managing over...

Imagine building one of the world’s first cold email automation platforms, then deciding not to chase hypergrowth or venture capital but to grow profitably by serving a very specific kind of customer well. In this episode of Predictable B2B Success, Vinay Koshy speaks with Jeremy Chatelaine, founder and CEO of Quickmail, to discover how he prioritized product excellence and customer retention in a...

Why do nearly 60% of B2B purchases stall in indecision? What’s paralyzing buying committees, and can better communication break the gridlock? In this episode of Predictable B2B Success, Vinay sits down with Alkan Bolkaya, founder and CEO of Mail Softly, a fast-rising AI-powered business communication platform. Drawing from a background in decision-making theory and a track record of helping compan...

What if your biggest growth bottleneck isn’t a shortage of salespeople, content, or marketing firepower but the invisible assumption that only humans can drive revenue? In this thought-provoking episode of Predictable B2B Success, Lauren Esposito, Chief Marketing Officer at Assemble and former Salesforce leader, reveals a radical new way of building revenue teams. Imagine running a go-to-market en...

What happens when the future arrives faster than the market can keep up? In this episode of Predictable B2B Success, we dive into a classic B2B dilemma: being ahead of your buyers and what it takes to survive and thrive. Daniel Yoo is no ordinary AI founder. After managing over $800 million as a licensed financial advisor, he solved his own industry pain point by building one of the first AI note-...

What does it take to transform over 300 wearable devices’ worth of chaos into actionable insights powering healthcare, insurance, and wellness? In this episode of Predictable B2B Success, we sit down with Marco Benitez, a former taekwondo champion turned biomedical engineer and CEO of Rook, and explore the world where fitness, data integration, and enterprise sales collide. With a background spann...

Introduction What if the true cost of customer acquisition isn't just your ad spend or sales funnel, but how you, the founder or leader, show up and speak? In this episode of Predictable B2B Success, we sit down with Dia Bondi, a renowned leadership communications expert, author of "Ask Like an Auctioneer," and coach to top CEOs and founders for over two decades. Known for helping ambitious profes...

How do you earn trust and drive sales success today? In this episode of Predictable B2B Success, Rory reunites with Scott Roy, co-founder of Whitten & Roy Partnership, to explore actionable strategies for building authentic relationships and empowering sales teams. The episode delves into Roy's discipline, mindset, and childhood influences, emphasizing why genuine care, active listening, and v...

What if everything you thought you knew about high-performance sales was only half the story? In this episode of Predictable B2B Success, we speak with Scott Roy, co-founder of Whitten & Roy Partnership (WRP), a seasoned consultant and author of innovative sales methodologies that have transformed organizations across more than 50 countries. From selling educational books door-to-door as a col...

How do you turn B2B messaging from “just another feature list” into a magnetic force for growth—especially when your competition is shouting the exact same promises? In this episode of Predictable B2B Success, we’re joined by Christopher Silvestri, a conversion alchemist who traded engineering complex machines for the art (and science) of helping SaaS companies clarify and scale their message. Wit...

How much does luck influence business success, and how much can we control? In this episode of Predictable B2B Success, we speak with Dr. Michael Orkin, statistician, data scientist, and author of "The Story of Chance: Beyond the Margin of Error." With decades of experience consulting for game developers, analyzing risk for companies, and demystifying mathematical concepts for the public, Dr. Orki...

What if you were just one connection away from transforming your life and business? In this episode of Predictable B2B Success, Vinay Koshy speaks with serial entrepreneur and author Devin Sizemore, creator of "Connection Expansion" and founder of the ACES Connection Group. Together, they unravel the art and science of making high-impact connections that can spark massive success. Drawing on his u...

What if every impression you made at work was as powerful as your first? In this episode of Predictable B2B Success, Vinay Koshy speaks with serial entrepreneur, sales leader, and author Glenn Poulos. Glenn’s three-decade journey from technical sales rep to building and selling companies is packed with real-world wisdom. He reveals why a thriving sales culture is not about luck, but about structur...

What happens when a demand generation specialist steps out from the comfort of high-growth SaaS startups to launch a growth marketing agency dedicated to quality over quantity? In this episode of Predictable B2B Success, Vinay Koshy speaks with Scott Gelber, founder of SIG Marketing, whose innovative approach has generated over $3.6 million in qualified inbound pipeline for Series A and Series B S...

Welcome to Predictable B2B Success. In this episode, Vinay Koshy interviews John Cousins—investor, tech founder, and educator—whose MBA ASAP program has helped over 30,000 students worldwide. Learn how John turns business theory into practical advice for founders at every level. Hear why John created MBA ASAP, how mental models and curiosity drive founder success, and his approach to simplifying b...

What if scaling your B2B SaaS business could be as simple as asking, “Who, not how?” In this episode of Predictable B2B Success, host Vinay Koshy speaks with Mike Malloy, founder of Malloy Industries, whose knack for executive matchmaking and battle-tested leadership has helped companies leap from $2M to $20M+ in revenue. Hear how a pandemic, a move to the beach, and life-changing moments sparked...

What if the biggest threat to your company’s growth was lurking right inside your leadership team? In this episode of Predictable B2B Success, Vinay Koshy welcomes category design pioneer Mike Damphousse for an unfiltered look into the art and science of standing out in crowded markets. Mike Damphousse has spent years helping over 50 companies break free from “category jail,” where buyers and anal...

Get ready to rethink your company's legal strategy in this episode of Predictable B2B Success. Host Vinay Koshy speaks with Jeff Holman, founder of Intellectual Strategies and creator of the first fractional legal team model. Whether you're a first-time founder facing hidden legal pitfalls or a seasoned executive scaling fast, Jeff Holman explains why traditional law firms might hold you back and...

In this episode of Predictable B2B Success, Vinay Koshy interviews Laurier Mandin, founder and CEO of Graphos Product and author of "I Need That." Mandin draws on over 25 years of experience and more than 6,000 product launches to explain why some products achieve lasting success while others do not. He offers practical insights on how effective validation can transform product launches and highli...

Building a high-performing, resilient B2B sales team requires adapting to rapid changes in roles and technology. In this episode of Predictable B2B Success, Vinay Koshy interviews Walter Crosby, an accomplished sales leader with experience ranging from closing complex deals to mentoring sales managers and founders. Crosby discusses why many top salespeople hesitate to become managers, highlights t...

Imagine a CRM that empowers your sales team and drives predictable B2B growth. In this episode of Predictable B2B Success, host Vinay Koshy interviews John Golden, Chief Strategy and Marketing Officer at Pipeliner CRM, bestselling author, and global sales leader. Learn why John Golden shifted from the CEO track to transform how sales teams use CRM technology, and how a “salesperson-first” approach...