Path to Growth: Conversations with Leaders on Go-To-Market

Tracy Young

Every great leader has a story to tell. TigerEye’s Path to Growth podcast is where leaders in B2B sales, marketing and customer success share their story. Each episode is a thirty minute masterclass in GTM covering leadership, strategy and growth in challenging markets.

  1. Kyle Coleman | Global VP of Marketing at ClickUp

    10/08/2025

    Kyle Coleman | Global VP of Marketing at ClickUp

    In this episode, Kyle Coleman shares how resilience shaped his career and why AI should accelerate execution, not dictate strategy. He offers practical examples of how sales and marketing teams can use AI to move faster, market the problem, and stay focused on what truly drives growth. Drawing from his experience at Looker and Clari, Kyle talks about how to build teams that trust each other, work efficiently, and stay aligned during change. He also reflects on parenting, staying present, and creating a work rhythm that keeps what matters most in focus. Topics & Chapters  00:00 Cold open: AI isn’t your strategy 00:27 Intro & Kyle’s background 02:11 Resilience from mom; embracing hard problems 04:03 Creativity, iteration, and no silver bullets in marketing 05:25 What ClickUp is: the converged workspace vision 07:28 ClickUp as SMB-friendly CRM & flexible platform 09:12 How AI changes campaigns & execution velocity 11:41 Don’t outsource strategy to AI; quality vs. volume 14:39 Sales: AI handles routine, humans connect strategy 16:08 Careers: be an AI native; show your POV and workflows 19:02 Process thinking: automate segments, save hours 20:26 Engineering gains; judgment still required 21:39 Weekly AI-use-case ritual; lead scoring example 24:18 Removing stigma around using AI 25:39 Culture: trust, autonomy, accountability, high standards 28:20 Decide with 80% info; iterate 28:49 Looker & Clari: market the problem, then the solution 32:12 Team stages; generalists → specialists 33:31 Hiring signals for curiosity 35:33 Performers vs. durable operators 37:07 Career advice: run toward the fire 39:59 Parenting, presence, and east-coast schedule 41:50 Close

    42 min
  2. Dave Boyce | Executive Chairperson, Winning by Design

    07/25/2025

    Dave Boyce | Executive Chairperson, Winning by Design

    In this episode of Path to Growth, Tracy sits down with Dave Boyce, Executive Chairperson and EVP of Product at Winning by Design. Dave shares insights from a diverse and accomplished career spanning startups, scale-ups, and public companies—and dives into the growth frameworks that guide high-performing teams today. The conversation begins with a personal reflection on how formative experiences shaped both Tracy’s and Dave’s values around hard work and resilience. From there, Dave introduces the concept of “growth architecture,” emphasizing the importance of designing intentional systems at every stage of a company’s life cycle—from product-market fit to long-term optimization. A major highlight of the discussion is Winning by Design’s “bow tie” model, which reimagines the traditional sales funnel to account for the entire customer journey, from acquisition to expansion. Dave underscores that effective growth comes from structured handoffs, strong communication, and, most of all, deep empathy—both in product design and marketing. The episode also explores why most acquisitions fail, and Dave outlines the two integration models that tend to succeed: full and immediate absorption into the parent company or complete operational independence. Anything in between, he argues, is usually doomed to underperform. On the topic of AI, Dave shares lessons from the recent AI GTM conference, calling out practical use cases that are actually working today—from AI-powered sales agents to onboarding frameworks for agents as hybrid teammates. He encourages professionals to become “AI native,” stressing that the most valued go-to-market professionals will be those who embrace AI as a force multiplier rather than a threat. The conversation wraps with reflections on crisis leadership, the importance of alignment across teams, and parting advice for emerging leaders: pursue fit and happiness first, and let everything else—career opportunities, compensation, and recognition—follow from that alignment. A thought-provoking and human-centered discussion, this episode is a must-listen for anyone navigating growth in a rapidly evolving business landscape.

    33 min
  3. Ross Rich | CEO, Accord

    07/08/2025

    Ross Rich | CEO, Accord

    In this episode of Path to Growth, Tracy sits down with Ross Rich, co-founder and CEO of Accord, to explore the real challenges and inspirations behind building a company rooted in helping B2B sales teams reach their potential. Ross opens up about the deep entrepreneurial legacy in his family, sharing how lessons in persistence and hard work from his parents laid the foundation for his own career journey—from a stint in the music industry to leading enterprise sales at Stripe, and ultimately co-founding Accord with his brother. The conversation dives into what it really takes to create value in sales today, especially in a world flooded with automation and generic outreach. Ross explains how Accord was born out of frustration with inefficient onboarding and broken sales processes, and how he’s working to raise the bar for what sales professionals can achieve when given the right tools and structure. Tracy and Ross also unpack the evolving role of AI in sales and product development, how top performers are differentiating themselves, and why thoughtful, human-centric communication still wins. Beyond sales tactics, the two discuss the emotional toll and mental stamina required to build a company from scratch. Ross reflects on the unique dynamics of founding a business with his brother, the role his wife plays in grounding him, and the importance of conviction, adaptability, and resilience as a startup CEO. This candid conversation is full of hard-won insights, relatable founder moments, and a deep respect for the craft of selling—and leading—with integrity.

    38 min
  4. 06/03/2025

    Mallory Lee | VP of Revenue Operations, PhoneBurner

    In this episode of *Path to Growth*, Tracy speaks with Mallory Lee, VP of Revenue Operations at PhoneBurner and co-founder of RevTech Review. Mallory shares her path from marketing into revenue operations, her passion for building useful tools, and how she balances work and family life. Mallory started RevTech Review after noticing how biased most tool comparisons were. She wanted a place for honest, expert reviews that help teams choose the right solutions without all the noise. Today, the platform is growing steadily, offering straightforward opinions on revenue tech without outside influence. She also talks about why she joined PhoneBurner, a profitable and bootstrapped company with a culture of kindness and directness. After years in fast-moving, VC-backed startups, Mallory was ready for a more stable and focused environment. Her marketing background helped her succeed in RevOps, especially in aligning teams and thinking creatively about performance. She believes many companies struggle because they change too many things at once, making it hard to know what’s working. Slowing down and measuring clearly is key. Mallory also discusses how comp plans and credit for deals can cause tension between sales and marketing. She shares lessons on designing fair incentives and focusing on what really drives revenue. As a working mom of three, Mallory opens up about the daily juggling act. She relies on structure, a supportive partner, and a shared family calendar. She encourages other parents not to hide their career wins, but to proudly show their kids what hard work can achieve. Her final advice to others in RevOps or go-to-market roles is to focus on alignment. Be the person who sees the full customer journey, helps teams work better together, and brings clarity across departments.

    38 min

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About

Every great leader has a story to tell. TigerEye’s Path to Growth podcast is where leaders in B2B sales, marketing and customer success share their story. Each episode is a thirty minute masterclass in GTM covering leadership, strategy and growth in challenging markets.

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