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Practical Pivots

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Rating
★★★★★
4.9
from
71 reviews
This podcast has
146 episodes
Language
English
Explicit
No
Date created
2020/06/18
Latest episode
2025/12/10
Average duration
42 min.
Release period
27 days

Description

Practical Pivots is the go-to source for startup leaders and investors asking, “What do we do next?”. Each episode, we talk with a wide array of experts to guide companies to disrupt the undisruptable, turn setbacks into scale-ups, and transform plateaus into pivots. 

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Podcast episodes

Check latest episodes from Practical Pivots podcast


Rural Rockets, Farmer Founders & Marc Nager’s VC Remix
2025/12/10
Steve Pockross sits down with Marc Nager, co-founder and general partner at Howdy, a rural Colorado-focused venture fund breaking ground with its unconventional name and a bold, investment approach. From keen insights on growth investing lessons that span the tech market to specific insights on building rural-focused tech startups, Marc shares how connecting talent, capital, and vision far from traditional tech hubs is reshaping what success looks like. Together, they explore the importance of founder self-awareness, overcoming growth plateaus, the evolving landscape of impact investing, the key to a great rebrand, and how AI is rewriting the rules for entrepreneurs and investors alike. Get ready for a playful and insightful conversation about capital, community, and the power of building companies in unexpected places. About Marc Marc Nager is the co‑founder and Managing Partner at Howdy Partners (formerly Greater Colorado Venture Fund), a venture firm backing early‑stage rural tech companies in Colorado and beyond. Previously, he oversaw global startup efforts as CEO of Startup Weekend and UP Global — programs that helped mobilize hundreds of thousands of entrepreneurs in 700+ cities around the world. Before that, Marc served as Chief Community Officer at Techstars and Managing Director of the Telluride Venture Accelerator, giving him deep experience in accelerator‑led startup growth and community‑driven ecosystems. He now lives in Southwest Colorado and dedicates his work to proving that top‑tier startups — even rocket‑science level ones — can be built far from traditional tech hubs. 
Everything Changes, But Nothing Changes: Why Brand Still Rules with Rachel Shayne
2025/11/19
On this episode of Practical Pivots, marketing veteran Rachel Shayne, of B2B R&D, unpacks why “brand is your moat” and how the real challenge isn’t besting your competitors, but cutting through marketplace confusion. From her insights working with technical founders, Shayne lays out her playbook for building resilient, memorable brands in complex industries. Whether you’re leading a high-growth tech venture or steering strategy in a legacy sector, this interview offers the candid perspective and actionable inspiration today’s business decision-makers crave. About Rachel  Rachel Shayne is a fractional CMO and brand strategist known for translating complex clean-tech and energy science into market conviction. She has helped create entirely new categories across methane monitoring, geothermal baseload power, and other frontier sectors—using disciplined storytelling to move customers, investors, and industries. Her career spans global consumer powerhouses such as P&G, Nestlé, and Sephora, as well as some of the most innovative climate-tech and deep-tech companies, including GreenFire Energy, LongPath Technologies, Project Canary, Sionic Energy, and TrelliSense. That blend of Fortune-50 rigor and venture-backed scrappiness shapes a unique approach few CMOs can match. Shayne is widely recognized for aligning founders, boards, and teams around clear narratives that fuel growth, culture, and category leadership. Her work has supported more than $200M in capital raised, driven market share above 60%, and positioned multiple brands as leaders in the energy transition. She also serves as a mentor with Blackstone Entrepreneurs’ Network, TechStars, and CU Leeds—reflecting a commitment to developing the people who will lead the next generation of markets.
Turning Setbacks Into Scale-ups & Plateaus Into Pivots: Steve Pockross on Unlocking Startup Growth
2025/10/21
In a departure from his usual role as host, Steve Pockross—accomplished CEO and fractional Chief Growth Officer—takes the guest seat in this episode, with the insightful Suneet Bhatt stepping in as interviewer. This special conversation highlights Steve’s frameworks and philosophy for instigating growth in the hyper-complex startup environment. Drawing from a wealth of executive experience, Steve elucidates the subtle art of diagnosing organizational stagnation, orchestrating strategic pivots, and cultivating a culture of continuous learning. As Steve reflects, “The real work of building a company comes from the 1000 micro interactions every single week.” With 1000s of customer and interactions, how do you iterate your way toward the North Star of growth - and still make it feel like this ongoing hard work has the drama of pivots? This episode is essential listening for founders, operators, and investors seeking not just growth, but enduring transformation. About Steve Steve Pockross is a seasoned CEO and fractional Chief Growth Officer renowned for guiding founders and leadership teams through the ambiguous, high-stakes moments that follow early startup success. His unique expertise lies in diagnosing the root causes of stalled growth—whether in sales, marketing, leadership, or product-market fit—and crafting practical, actionable strategies that drive real results. Steve’s approach is both analytical and empathetic: he excels at building cultures of trust, aligning teams around a clear North Star, and breaks down complex challenges into manageable footholds. He is especially effective with founders who are “stuck” after initial traction, ambitious to scale, and open to transformative change. Steve’s ideal clients are growth-stage startups or founder-led companies seeking a trusted advisor to help them prioritize, pivot, and unlock their next phase of sustainable growth. www.practicalpivots.co
From Blank Pages to Breakthroughs: Human-Centric Innovation with AI with Hunter Albright
2025/09/19
Startup advisor Hunter Albright says the secret to early-stage growth is cutting through the complexity and finding where real momentum lives. On the latest episode of Practical Pivots, Albright, who’s worked at the crossroads of technology, business strategy and human behavior, explains that while AI is just a tool, the explosion in data and compute power has changed the game for founders. He urges entrepreneurs to focus on building consistency and warns against chasing every new trend. Albright also highlights a surprising shift: “People are swinging away from digital products and services, and wanting to get back to things that are more analog and face to face.” For startups looking to scale, he recommends frameworks like EOS to bring “calm to the chaos” and help teams prioritize what matters most. About Hunter https://www.linkedin.com/in/hunteralbright/
Striving to be Contrarian and Right: VC Wins with Adam Burrows
2025/08/19
Adam Burrows, co-founder of Range Ventures, breaks down the elusive keys to success of early-stage startup investing, from the qualities that set standout founders apart to the challenges of navigating today’s venture capital landscape. How do you know what to invest in when the company you’re investing in might barely have a product? The conversation explores common missteps in early startup fundraising, the hype and hazards of AI-driven investments, and the unique strengths of Colorado’s tech community. Burrows emphasizes the critical role of clearly communicating what your product does, noting, “If I get off a call with a founder and I don’t immediately understand what they’re doing, it’s a no.” His candid insights offer a rare look into the mindset of an investor who values both conviction and practical execution.  Check out the interview on our new YouTube Channel too!  About Adam Burrows:  https://range.vc/ https://www.linkedin.com/in/burrowsadam/
From Mantras to Margins: Derek Pilling on Turning Values to Results
2025/08/11
Join host Steve Pockross as he sits down with executive coach and former CEO Derek Pilling to explore the real-world impact of values-based leadership in startups and high-growth companies. This episode continues the discussion from the recent episode with Kellogg School of Management Professor Harry Kraemer on values-based leadership as we focus on applying those principles in the real world. In this episode, Derek shares why aligning your actions with your deepest values isn’t just a personal pursuit, but a business imperative for effective leadership. Discover practical tools for identifying your core values, actionable strategies for living them out—even in the chaos of company building—and hear real-life stories of how authentic leadership can transform teams and drive organizational success. Whether you’re a founder, executive, or aspiring leader, this episode offers research-backed insights and hands-on advice to help you lead with integrity and purpose. Learn more about Derek and his work at https://derekpilling.com/ or https://www.linkedin.com/in/dpilling/
The Great Reversal: Neil Robertson on Why Distribution Eats Product in the AI Age
2025/06/27
In this episode of Practical Pivots, serial entrepreneur Niel Robertson shares his deep insights into the transformative power of AI in business, drawing from his experience of co-founding seven venture-backed startups. Robertson explores the nuanced landscape of artificial intelligence, discussing everything from the Shopify CEO's AI manifesto to the critical importance of distribution in the modern tech economy. Through his current venture, Winslow, he demonstrates how AI can revolutionize HR workflows, and offers candid perspectives on workforce productivity, the evolving role of technology, and the necessity for businesses to overcome their AI adoption paralysis. With a mix of technical expertise and strategic vision, Robertson provides a roadmap for entrepreneurs and leaders navigating the complex intersection of AI, innovation, and organizational change. About Niel Robertson Niel Robertson is a serial entrepreneur and executive, currently CEO of Winslow, an AI HR software company. He previously founded and led startups including influence.co, Trada, and Service Metrics. Robertson is recognized for his expertise in building and scaling technology companies across the HR, advertising, and creator economy sectors. https://www.linkedin.com/in/nielrobertson/ https://usewinslow.com/
From Product Market Fit to Exit with Mick Freeman
2025/06/09
In this episode of Practical Pivots, Mick Freeman, CEO of BEN Colorado, unveils the hidden challenges and untapped potential of startup ecosystems. Drawing from his diverse entrepreneurial background, Freeman candidly discusses the critical importance of bootstrapping until achieving true product market fit - which he defines simply as "somebody bought it twice" - and warns against premature fundraising that can dilute founders' equity. He reveals surprising insights about Colorado's unique collaborative startup culture, where entrepreneurs view the business landscape as an expandable pie rather than a zero-sum game. Freeman passionately advocates for entrepreneurs to break down their ego barriers and actively seek help, highlighting the mental health challenges in startup life and the transformative power of vulnerability. With provocative observations about leadership, financing strategies, and the psychological hurdles of scaling businesses, Freeman offers a raw, unfiltered look into the entrepreneurial journey that will resonate with founders navigating the treacherous waters of startup growth. About Mick Freeman, CEO & Executive Director, BEN Colorado Mick Freeman is a seasoned business leader, social entrepreneur, and strategic advisor with over six years of experience as a BEN volunteer across multiple programs. His experience spans the nonprofit, private, and public sectors, including startup, scale-up, turnaround, Fortune 500, nonprofits, and for-profit social enterprises. https://www.bencolorado.org/mick-freeman
Values-Based Leadership in Turbulent Times w/ Kellogg Prof. Harry Kraemer
2025/05/25
In this episode of Practical Pivots, host Steve Pockross sits down with Harry Kraemer, Kellogg Professor at Northwestern University and former Baxter International CEO, to explore the critical importance of values-based leadership; especially in turbulent times like these. Kraemer shares his transformative approach to leadership, emphasizing four key principles: self-reflection, balanced perspective, true self-confidence, and genuine humility. Through personal anecdotes and practical insights, he guides listeners on how to navigate complex business environments by staying true to core values, making difficult decisions with integrity, and understanding that leadership is less about technical skills and more about emotional intelligence, team building, and personal growth. This episode offers a compelling roadmap for leaders at any stage who want to lead with purpose and authenticity in today's challenging marketplace. About Harry Kraemer  Harry Kraemer is a Professor of Leadership at Northwestern University’s Kellogg School of Management. He’s been named Professor of the Year multiple times, is the author of four best-selling leadership books, and is one of the most sought-after leaders in his field. He is the former Chairman and Chief Executive Officer of Baxter International Inc., a $12 billion global healthcare company. From Values to Action: The Four Principles of Values-Based Leadership https://harrykraemer.org
Category Creation in the AI Era with Mark Organ
2025/04/24
In this episode, we talk with Mark Organ, who created not one, but two software categories: marketing automation at Eloqua and advocate marketing at Influitive. These days, he coaches founders through the highs and lows of category creation at Categorynauts — and he specializes in deeply insightful and contrarian takes.  Mark explores the evolving landscape of AI and its potential impact on business and technology. Organ projects how AI will further transform software development, scientific research, and industry strategies. He offers a nuanced perspective on technological innovation, highlighting the importance of human insight alongside machine capabilities. With a focus on practical applications and future trends, Organ provides listeners with a strategic view of how AI could reshape product development, market creation, and professional skills. His key quote, "I'm excited about the next wave of software that really could not exist without AI," encapsulates the episode's forward-looking approach to technological innovation. About Mark  Mark Organ CEO Coach at Categorynauts, Founding CEO of Influitive and Eloqua. Author of WSJ and Amazon best-seller The Messenger is the Message, and Co-Host of The Best Half Show https://www.categorynauts.com https://www.linkedin.com/in/markorgan
Learnings From the Quantum Realm with Bob Wold
2025/04/01
Bob Wold, a first-time founder in his 40s, demystifies quantum computing and shares his unexpected journey from corporate retirement to tech innovation. Diving deep into the world of quantum technology, Bob explains how his company, Quantum Rings, is developing tools to make complex computing more accessible, while revealing the potential to revolutionize industries from healthcare to cybersecurity. Beyond the technical insights, Bob candidly discusses the challenges of startup life, the importance of personal fortitude, and how meditation helped him navigate the unpredictable entrepreneurial landscape. Join us for an inspiring conversation that proves it's never too late to reinvent yourself and pursue groundbreaking technological frontiers. https://www.linkedin.com/in/therealbobwold https://www.quantumrings.com
The Messy Middle: Funding Founders Where Others Won't with Brook Critchfield
2025/03/14
In this episode of "Yes in Marketing," Steve sits down with Brook Critchfield from Plymouth Growth to explore the nuanced world of growth equity investing. Brooke reveals how his firm uniquely serves founder-led B2B software companies stuck between venture capital and private equity, offering a refreshing alternative to traditional funding models. With engaging sports metaphors and insights from her Midwestern roots, she shares her approach to identifying promising companies, supporting founders through growth challenges, and creating sustainable business strategies. Listeners will gain valuable perspectives on startup scaling, the importance of mentorship, and how innovative investment firms are reimagining support for emerging tech companies. Brook Critchfield  Linkedin plymouthgp.com
Startup Insights From Cybersecurity Investor Joe Eandi
2025/02/20
Joe Eandi, a partner at the Cyber Mentor Fund, shares invaluable insights with Steve on building successful startups. He emphasizes the often under-the-radar traits for building he sees as keys to success, like the importance of "market permission" and niche expertise, as well as strategies for cultivating high-performing founding teams. Eandi's seasoned perspective as a venture capitalist, former CEO and tech executive, and attorney combine with his uniquely thoughtful perspective to create a roadmap for entrepreneurs looking to navigate the dynamic and profitable startup landscape.
Exploring AI's Creative Potential with Kyle Shannon
2025/01/22
In this episode, Kyle Shannon, a leading expert on AI and creativity, discusses the transformative impact of AI on storytelling and the creative process. He shares his "holy crapification" moments with AI and explains why embracing these tools can actually enhance creativity rather than replace it. Kyle Shannon Founder & CEO: Storyvine Co-Founder & President: AI Salon Creator & Host: AI Learning Lab (TikTok) Author: Collective Intelligence in the Age of AI & AI Futures: An Anthology Quantum Cipher Sydney, An Artificial Love Story Podcast Sydney Soundtrack Preview
Igniting Startup Growth with Eric Marcoullier
2024/12/04
In the first episode of the rebooted podcast, business coach Eric Marcoullier shares his expertise on innovation and startup growth. He discusses navigating funding cycles, the significance of curiosity, and his coaching methods for CEOs facing economic challenges.  www.marcoullier.com www.linkedin.com/in/obviousstartupadvice

Podcast reviews

Read Practical Pivots podcast reviews


4.9 out of 5
71 reviews
★★★★★
Jill Pearl T. 2022/05/11
Unique, engaging podcast!
Love it! Steve does a great job asking surprising questions to each of the interesting guests. I love how each episode is different and takes a unique...
★★★★★
Victoria_Hutchison 2022/03/11
Love this podcast!!
The marketing podcast you didn’t know you needed! I especially loved the episode #71 where Steve was interviewed. Can’t recommend it enough.
★★★★★
contentmarketer 2022/03/11
Entertaining education
Really enjoy this show. Good mix of insights (in a lot of different marketing areas) and entertaining personal conversation. Interesting mix of guests...
★★★★★
AngelZava 2022/03/04
Call me a lifer! Love this podcast!
What a great assortment and variety of topics! It’s like sitting and talking with your best friend and gaining all the insights and knowledge from a c...
★★★★★
Nattygdawg 2022/01/25
Feels Fresh
I really enjoy the way the interviews blend the corporate landscape with humor and regular people. Getting insights from people in so many different i...
★★★★★
m.m.marcelle 2022/01/08
Amazing Podcast
Yes, and Marketing is an easy and delightful listen for anyone curious about marketing and current trends! So much insight!
★★★★★
clearblueskyy 2021/12/17
Perfect
This is exactly that I need. So much info, super easy to follow, and actually entertaining!
★★★★★
KC.112 2021/12/09
Interesting and Inspiring
I really enjoy this podcast and the diversity of speakers they have on the show. Its casual conversation and the passion each individual has for what ...
★★★★★
Bri Smi 2021/09/30
Engaging and Informative
Love this podcast! It’s packed with information delivered in a fun and creative way that keeps the listener engaged!
★★★★★
BG731 2021/09/23
Yes, and Creativity
This podcast gets my brain going IMMEDIATELY! I adore the improv opening and I love the dedication to the bit as well as the flow once they’ve gotten ...
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