Best Startupstrategies Podcasts (2025)

1
Deep Work for Founders: How to Maximize Productivity & Crush Distractions 57:11

8h ago57:11

57:11

In this episode of the Build Your Business Podcast, Matt and Chris Reynolds unpack what may be the most important skill for any entrepreneur: deep work for founders. They reveal how to build rituals that trigger flow, how to design your day around peak focus hours, and why eliminating distractions is the first step toward real freedom in your busin…

1
Leading Through Chaos: How to Handle Business Crisis Without Panic 59:37

7d ago59:37

59:37

How do you lead your business when everything falls apart? In this episode of Build Your Business, Matt and Chris Reynolds share exactly how to handle business crisis—from late-night tech meltdowns and legal threats to complete operational shutdowns. They dive into real-world examples of how founders can stay calm, lead with confidence, and rally t…

1
#371 – How Eli Portnoy turned a frustrating pattern into his biggest opportunity 38:12

11d ago38:12

38:12

A story about staying connected to customers while everyone else scales away from them. For SaaS founders who feel increasingly disconnected from their customers as they scale—and anyone questioning whether growth has to mean losing touch with what made you successful in the first place. Most SaaS companies don't fail because of bad product decisio…

1
Why Systems & SOPs Are the Secret to Business Growth 48:04

14d ago48:04

48:04

If your business feels like it’s running you—rather than the other way around—this episode is your roadmap out of chaos. Matt and Chris Reynolds break down why systems and SOPs (standard operating procedures) are the foundation of any successful, scalable business. You’ll learn how to start with simple wins, avoid common delegation mistakes, and bu…

1
#370 – How Richard White built infrastructure to bully competitors out of business 46:15

18d ago46:15

46:15

A story about choosing technical battles that create unbeatable unit economics—while competitors bleed money. This episode is for SaaS founders tired of chasing short-term monetization—and wondering if there's a smarter way to build something customers actually fight to keep. Most SaaS companies fail because they take technical shortcuts. They outs…

1
Profit First for Founders: How to Take Control of Your Finances 1:08:14

21d ago1:08:14

1:08:14

Discover how to apply Profit First for Founders and finally gain control over your business finances. In this episode of the Build Your Business Podcast, Matt and Chris Reynolds walk you through the exact strategies they’ve used to move from cash burn to consistent profit—including financial dashboards, lean budgeting, and tactical cost-cutting. Wh…

1
#369 – How Marne Martin turns "boring" expense software into competitive gold 48:20

25d ago48:20

48:20

A story about choosing overlooked markets—and winning by design. For SaaS founders who feel stuck chasing trendy markets—and anyone wondering if there's more money in solving unglamorous problems than building the next shiny thing. Most SaaS companies chase crowded markets because they seem exciting. They fail because they're fighting for scraps in…

1
Using Content to Build Trust and Win Clients 41:22

28d ago41:22

41:22

Struggling to get more clients? This episode of the Build Your Business Podcast shows you how using content to build trust and win clients is the most scalable, low-cost marketing strategy for entrepreneurs. Matt and Chris Reynolds break down why your founder story matters more than your brand, and how authenticity, vulnerability, and consistency d…

1
#368 – How Alexander Sommer kept what others call economically unviable 46:42

1M ago46:42

46:42

A story about choosing the harder path—and why contrarian infrastructure decisions create unshakeable customer loyalty. This episode is for SaaS founders tired of vendor dependency—and those questioning whether the "obvious" infrastructure choices are actually the smartest business decisions. Most SaaS companies fail because they optimize for short…

1
Churn: The Silent Killer of Your Business 41:15

1M ago41:15

41:15

Are you ignoring churn in your business? You might be losing more than you realize. In this episode of the Build Your Business podcast, Matt and Chris Reynolds reveal how churn is the silent killer of growth—especially in service-based and fitness businesses. They share actionable strategies to improve client retention, reduce drop-off, and turn sa…

1
#367 – How Chris Brisson killed his first company to build a messaging platform that scales 49:18

1M ago49:18

49:18

A story about creating something remarkable by choosing to start over - on purpose. This podcast is for SaaS founders who feel stuck chasing feature parity—and anyone wondering if there's a smarter way to build something customers can't live without. Most SaaS founders won't kill a profitable company. They'll optimize it to death instead. Chris Bri…

1
How Customer Focus Drives Business Growth 54:22

1M ago54:22

54:22

Customer focus isn’t just a buzzword—it’s the foundation of long-term business growth. In this episode of the Build Your Business podcast, Matt and Chris Reynolds share real-life stories—from a sudden family relocation to a dangerous carbon monoxide scare—that highlight why putting people first pays off in the business world. Learn how to build tru…

1
#366 – How Quentin de Quelen built MeiliSearch by choosing what others avoid 48:08

2M ago48:08

48:08

A story about building an open-source search engine that developers actually want to use. This episode is for SaaS founders chasing feature parity with bigger competitors—and those wondering if there's a smarter way to compete with tech giants. Most SaaS companies don't fail because of bad technology. They fail because they try to be everything to …

1
Why Online Coaching Beats In-Person Coaching: The Freedom, Efficiency, & Value Advantage 24:03

2M ago24:03

24:03

Is online coaching actually better than in-person coaching? In this episode of the Barbell Logic Coaching Success Series, Matt Reynolds shares why online coaching offers unmatched freedom, better financial efficiency, and stronger client results than traditional in-person sessions. Drawing on decades of experience both in gyms and running TurnKey C…

1
#365 – How Dimitri Masin hit $1M ARR in 5 months by refusing to launch early 49:19

2M ago49:19

49:19

A story about creating trust in a skeptical market by choosing quality over speed - on purpose. This episode is for SaaS founders building in regulated industries—and anyone tired of chasing the next quick win. Most SaaS companies fail because they launch too early. Dimitri Masin, Co-Founder & CEO of Gradient Labs, took a different path. He spent 1…

1
The Trust Equation with Andrew Jackson: How to Build Stronger Business Relationships 57:17

2M ago57:17

57:17

What makes people trust you in business—and what breaks that trust without you even realizing it? In this episode of Build Your Business, Matt and Chris Reynolds sit down with Andrew Jackson, COO of TurnKey Coach, to unpack The Trust Equation, a framework rooted in real leadership, lean systems, and years of experience. Whether you're leading a tea…

1
#364 – How 46 Labs scaled to $80M by solving the problems others ignored 39:00

2M ago39:00

39:00

A story about creating something desirable by choosing to be different—on purpose. Most SaaS companies don’t fail because of bad tech. They fail because they try to win by copying playbooks that were never made for them. Trevor Francis, Founder and CEO of 46 Labs, took a different path. A former telecom engineer, he bootstrapped 46 Labs into an $80…

1
How to Fire Someone: A Business Owner’s Guide to Tough Conversations 46:57

2M ago46:57

46:57

Firing someone is one of the hardest parts of leadership—but avoiding it can cost your business even more. In this episode of Build Your Business, Matt and Chris Reynolds break down how to fire someone the right way: with clarity, compassion, and professionalism. Whether it's your first time or you're trying to improve your process, you'll learn ho…

1
#363 - Sunil Patel, CEO of Tekmetric on ignoring customer wishlists to kill industry dinosaurs 40:10

2M ago40:10

40:10

A story about turning repair shop headaches into gold by solving real problems, not copying competitors This podcast interview reveals why the best software breaks all the rules. My guest is Sunil Patel, CEO of Tekmetric. Before building software, Sunil owned and operated multiple auto repair shops, giving him a rare insider's perspective on the in…

1
Effective Delegation for Perfectionists: How to Let Go Without Lowering Standards 42:09

2M ago42:09

42:09

📄 Are you stuck doing everything yourself because no one else can do it “right”? In this episode of Build Your Business, Matt and Chris Reynolds break down why perfectionists struggle with delegation—and how to fix it. Learn how to build trust, communicate expectations clearly, and use systems that protect your standards without burning you out. Di…

1
#362 – How Sharat Potharaju built a 50,000-customer business by saying "no" to endless opportunities 44:08

2M ago44:08

44:08

A story about finding entrepreneurial wisdom through a decade of patient persistence This podcast interview focuses on the entrepreneurial journey to discovering powerful strategic frameworks through trial and error. My guest is Sharat Potharaju, CEO of Uniqode. Sharat is a serial entrepreneur with 15 years of experience. He navigated through a dec…

1
When Important Becomes Urgent: How to Prioritize What Actually Matters 28:32

3M ago28:32

28:32

As a business owner, it's easy to push off the things that really matter—your family, your health, your strategic thinking—because they're not screaming for attention. But eventually, they will become urgent. In this episode, Matt Reynolds shares how he cleared his schedule, tackled long-neglected priorities, and rediscovered what it means to lead …

1
#361 - Imran Syed, CEO of Hatchproof on building companies through deep problem understanding, not solutions 50:02

3M ago50:02

50:02

This podcast interview focuses on the entrepreneurial journey of finding purpose and transformation through failure. My guest is Imran Syed, CEO of Hatchproof.After leading a high eight-figure exit at Instapage as COO, Imran witnessed how misalignment among leadership destroyed tens of millions in enterprise value during a failed product launch.Ins…

1
Take Some Time Off: How Rest Makes You a Better Leader 19:12

3M ago19:12

19:12

In this episode, Matt Reynolds shares why learning to take some time off might be the smartest thing you do as a business owner. He unpacks how intentional rest can increase creativity, sharpen your strategic thinking, and actually improve your output as a leader. Whether it’s a simple weekend away or a longer retreat, Matt offers practical steps f…

1
#360 - Zach Wasserman, Co-founder of Fleet on community-driven business growth 51:21

3M ago51:21

51:21

This podcast interview focuses on the entrepreneurial journey of turning transparency into business advantage. My guest is Zach Wasserman, Cofounder and Tech Evangelist of Fleet. With over a decade of experience in open source software development, Zach helped create the widely-adopted OSquery project at Facebook in 2014, which has since become an …

1
Pivoting for Growth: How Founders Spot Opportunities and Adapt 43:18

3M ago43:18

43:18

How do you know when it’s time to pivot—and how do you pivot without blowing everything up? 🚀Matt and Chris Reynolds break down real-world strategies for spotting opportunity, adapting to market shifts, and making founder pivots that fuel real business growth. Whether you’re navigating slow sales, customer churn, or big market changes (like AI!), t…

1
#359 - Jan Bruce, CEO of meQuilibrium on when to ignore the capital temptation 46:00

3M ago46:00

46:00

This podcast interview focuses on what it takes to build a successful software company by following your convictions even when easier paths tempt you. My guest is Jan Bruce, CEO of meQuilibrium (MeQ).In 2011, after years in the media industry during its technological disruption, Jan witnessed firsthand how stress and resistance to change were devas…

1
Embracing Remote Work: How Founders Build Freedom & Output 33:33

3M ago33:33

33:33

In this episode of Build Your Business: From Fear to Freedom, Matt Reynolds and Chris Reynolds dive deep into the powerful benefits of embracing remote work—and why they’ll never return to a traditional office setup. From unlocking personal freedom to building high-performing teams across time zones, remote work isn’t just a lifestyle change—it’s a…

1
#358 - Samuel Logan, CEO of Evidencity on when slowing down accelerates growth 49:39

3M ago49:39

49:39

This podcast interview focuses on the entrepreneurial wisdom gained through building a data-driven business from scratch. My guest is Samuel Logan, Founder and CEO of Evidencity. After bootstrapping Evidencity as his fourth venture, Samuel Logan has spent a decade building a company with a profound mission: creating transparency to eliminate modern…

1
The Power of Thinking Time to Unlock Founder Potential 37:20

4M ago37:20

37:20

Quiet reflection might be the most powerful leadership tool you're not using. In this episode of Build Your Business, Matt and Chris explore how "thinking time" fuels strategic clarity, innovation, and sustainable leadership. Unlocking Founder Potential Starts with Thinking Time Intentional solitude creates space to lead, not just operate. Thinking…

1
#357 - Rich Kahn, Founder and CEO of Anura on transforming a reluctant side project into a viable business 58:31

4M ago58:31

58:31

This podcast interview focuses on entrepreneurial decision-making and product development. My guest is Rich Kahn, CEO of Anura.Rich has been building tech companies since 1993. In 2003, while running an ad network with his wife, clients began complaining about traffic quality issues. When he discovered no commercial fraud detection solutions existe…

1
Overcoming Founder Isolation: Break the Cycle of Overwork & Anxiety 41:29

4M ago41:29

41:29

Feeling like you’re carrying the entire business on your shoulders? You’re not alone. In this vulnerable episode of Build Your Business, Matt and Chris talk openly about the emotional weight of being a founder—and how to break free from the loop of overwork, anxiety, and isolation. 1. What Founder Isolation Really Feels Like More than being alone—i…

1
The Art of Sales Without the "Sales Tactics" 58:17

4M ago58:17

58:17

Sales doesn't have to feel sleazy or scripted. In this episode of Build Your Business, Matt and Chris Reynolds explore how to master the art of sales by being authentic, problem-focused, and client-centered. The Power of Authenticity in Sales The best salespeople lead with honesty and care. Build trust through real, meaningful conversations. Focus …

1
#356 - Geordy Murphy, Fobesoft on building resilience through market downturns 49:42

4M ago49:42

49:42

This podcast interview focuses on building remarkable software that creates sustainable competitive advantage. My guest is Geordy Murphy, CEO of Fobesoft.After three decades as a successful restaurateur who owned one of San Francisco's top four restaurants, Geordy sold his business and relocated to Florida. Despite having no software background, he…

1
Hiring Your First Employee: Key Considerations for Entrepreneurs 44:52

4M ago44:52

44:52

Hiring your first employee is one of the biggest decisions you’ll make as a business owner. In this episode of Build Your Business, Matt and Chris Reynolds explore everything you need to know before making that first hire—from financial readiness to ensuring a strong cultural fit. Are You Ready to Hire Your First Employee? Hiring too soon—or withou…

1
#355 - Maximus Greenwald, Warmly on Mastering the Pivot Journey 44:36

4M ago44:36

44:36

This podcast interview focuses on the entrepreneurial journey of persistence and adaptation. My guest is Maximus Greenwald, CEO of Warmly.After working at Google, Max and his co-founders quit their jobs to start a company with what he calls "the world's worst idea" - Tinder for co-founders. What makes his journey fascinating is how he navigated thr…

1
Beyond ChatGPT: Master Advanced AI Tools for Business Growth 1:05:41

4M ago1:05:41

1:05:41

Master advanced AI tools to drive business growth, automate workflows, and gain a competitive edge. This episode explores the AI landscape beyond ChatGPT, highlighting cutting-edge tools like Claude, Cursor, and others that entrepreneurs can use to enhance decision-making, streamline operations, and unlock new opportunities. The AI Landscape: A Pri…

1
#354 - Ash Didwania, Workzone on Achieving Growth Without Sacrificing Profitability 56:17

5M ago56:17

56:17

This podcast interview focuses on the entrepreneurial challenge of revitalizing a 20-year-old SaaS business in a market with hundreds of competitors. My guest is Ash Didwania, CEO of Workzone.Ash took the helm of Workzone in December 2023 after the company was acquired by Big Band Software. Despite being profitable with a sticky customer base (7-ye…

1
AI for Entrepreneurs: Practical Tools for Decision Making & Problem Solving 48:23

5M ago48:23

48:23

AI is revolutionizing the way entrepreneurs make decisions, solve complex problems, and streamline business operations. Whether you're looking to enhance productivity, gain deep insights, or automate critical processes, AI can be your most powerful tool. In this episode, we explore the best AI-driven strategies and tools that every entrepreneur sho…

1
#353 - Krishna Raj Raja, CEO SupportLogic - Why investor skepticism can signal your biggest opportunity 48:00

5M ago48:00

48:00

This podcast interview focuses on transforming how B2B companies leverage customer interactions for growth. My guest is Krishna Raj Raja, CEO of SupportLogic. From his early days as one of VMware's first support engineers, Krishna discovered something the industry had missed - the most valuable customer insights were being lost in departmental silo…

1
AI for Business Productivity: Shaping the Future of Work 55:41

5M ago55:41

55:41

How AI is Transforming Work and Productivity AI is reshaping the business landscape, helping organizations work faster, smarter, and more efficiently. In this episode, we explore how AI-powered tools can streamline workflows, automate repetitive tasks, and free up valuable time for strategic growth. Whether you’re an entrepreneur, executive, or tea…

1
#352 - David DeWolf, CEO of Knownwell on when NOT to scale 53:14

5M ago53:14

53:14

This podcast interview focuses on the critical decisions that define successful scaling. My guest is David DeWolf, CEO of Knownwell.After growing Three Pillar Global to 2000 employees across nine countries, David learned that sometimes the best way to scale is to deliberately slow down. During COVID, he made the bold choice to retain all employees …

1
#17: Your Business GAMEplan: Goals, Actions, Metrics, Execution 1:17:56

5M ago1:17:56

1:17:56

Stop Guessing—Start Growing with a GAMEplan Too many businesses struggle with vague strategies and inconsistent execution. This episode introduces the GAMEplan—a simple but powerful framework to help you set clear goals, take meaningful actions, track key metrics, and execute with precision. The GAMEplan makes strategic planning practical and effec…

1
#351 - Nick Wassenberg, Cludo on customer-driven growth strategy 48:52

5M ago48:52

48:52

A story about transforming a horizontal solution into targeted value propositionsThis podcast interview focuses on the entrepreneurial journey to build sustainable growth by deeply understanding customer needs over chasing broad market opportunities. My guest is Nick Wassenberg, CEO of Cludo.Nick is a marketing veteran turned CEO with an entreprene…

1
#16: Crisis Management for Business Owners: How to Lead & Thrive Under Pressure 59:37

5M ago59:37

59:37

Every business owner will encounter unpredictable challenges—from market downturns and PR issues to unexpected crises that test leadership and resilience. The key to navigating uncertainty is effective crisis management. In this episode, we explore the mindset, communication strategies, and decision-making skills necessary to lead a business throug…

1
#350 - Smadar Tadmor, Claro Mentor on Starting from Zero at the Top 53:45

5M ago53:45

53:45

This podcast interview focuses on the entrepreneurial journey to make effective leadership development available for everyone. My guest is Smadar Tadmor, CEO of Claro Mentor.Smadar Tadmor is a visionary leader who's on a mission to change the way organizations develop their managers. With over 30 years in HR and organizational development, she foun…

1
#15: When Business Gives You Lemons 2:48

6M ago2:48

2:48

When business gives you lemons, make lemonade. This week, Matt was sick and Chris was dealing with a technical emergency. Matt and Chris are real-life business owners, and sometimes crises happen. We’ll be back with you next week with another long podcast, but we thank you for your listenership. We’re excited to grow this podcast into something gre…

1
#349 - Robbert Lodewijks on turning validation into velocity 39:30

6M ago39:30

39:30

This podcast interview focuses on the entrepreneurial journey to transform thoughtful validation of the problem into confident scaling of his SaaS business. My guest is Robbert Lodewijks, Co-founder and CEO of Hulo AI.Robbert Lodewijks is an entrepreneur who understands the delicate balance between patience and ambition. His journey began with a pr…

1
#14: Mastering Chaos: The Power of Systems in Business 48:04

6M ago48:04

48:04

Are you a business owner feeling overwhelmed by the daily chaos? Do you dream of scaling your business but feel stuck in the weeds? In this episode of Build Your Business, we dive deep into the power of systems and Standard Operating Procedures (SOPs) to transform your business from a chaotic mess to a well-oiled machine. From Chaos to Control - Th…

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Startupstrategies Podcasts

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