Best Bootstrap Connect Podcasts (2025)

1
Founder & CEO of DNSimple on bootstrapping and embracing async with Anthony Eden 39:56

1d ago39:56

39:56

Anthony Eden started DNSimple as a remote first, mostly asynchronous company in 2010 before it was cool. In this episode of the Distributed podcast, host Jack Hannah sits down with Anthony, Founder and CEO, to discuss the intricacies of remote-first companies. Anthony shares his journey of building DNSimple as a remote-first company, highlighting h…

1
Spotify engineer on the role of trust with Pavel Hubich 39:26

9d ago39:26

39:26

Trust, collaboration, and adaptability define the best engineering teams. In this episode of the Distributed podcast, host Jack Hannah sits down with Pavel Hubich, Software Engineer at Spotify, to explore the realities of remote and hybrid work. Pavel shares his journey navigating career shifts, relocations, and the challenges of distributed collab…

1
Building global teams, connections, and culture with Nick Cash from Jam City 35:51

16d ago35:51

35:51

How do you foster connection and collaboration in a remote-first world? In this episode of the Distributed podcast, host Jack Hannah sits down with Nick Cash, Senior Vice President & Head of Technology at Jam City, to explore the unique challenges and opportunities of leading a hybrid team across the globe. Nick shares insights into Jam City’s hub-…

1
Head of Engineering at Sublime Security on development cycles, process, and tooling with Sumeet Jain 37:07

23d ago37:07

37:07

What happens when a fully remote team prioritizes speed, flexibility, and customer feedback? In this episode of the Distributed podcast, Host Jack Hannah talks to Sumeet Jain, Head of Engineering at Sublime Security, about how they manage one-week development cycles to stay agile and responsive to their customers’ needs. Sumeet shares how the team’…

1
Why Startups Need Legal Strategy With Jeff Holman 45:46

23d ago45:46

45:46

In this episode, Jeff Holman, founder of Intellectual Strategies, discusses the innovative Fractional Legal Team model for startups and scaling businesses. He explores common legal pitfalls for entrepreneurs, emphasizing the importance of planning for founder relationships and product development. Jeff shares insights on navigating early challenges…

1
Chris Oliver on bootstrapping GoRails and building remote teams 43:01

30d ago43:01

43:01

How do you transition from a solo founder to leading a thriving remote team? In this episode of the Distributed podcast, Host Jack Hannah sits down with Chris Oliver, Founder of GoRails and Host of the Remote Ruby podcast, to discuss his journey from working solo to building a successful three-person remote team. Chris shares a candid look at how h…

1
SaaS, Startups & LinkedIn – Real Talk With Utsav Patel of Supergrow 41:16

30d ago41:16

41:16

Send us a text In this episode of The Startup OG Podcast, host Nikunj Thakkar chats with Utsav Patel, founder of Supergrow.ai, about his journey from college dropout to building a lean, impactful SaaS product helping creators grow on LinkedIn. 🎧 In this episode, we cover: Utsav’s story from Gujarat Technological University to startup life The leap …

1
How former Apple and Google senior engineer thinks about code quality & remote work with Mike Bland 46:58

1M ago46:58

46:58

How do grassroots efforts drive big changes in the world of remote work? In this episode of the Distributed podcast, Jack Hannah sits down with Mike Bland, Developer Experience Platform Architect at EngFlow, to discuss his journey from Google and Apple to leading remote teams. Mike shares insights from his time running Testing Grouplet at Google, s…

1
How Fortune 500 Engineering Manager approaches hybrid work with Rachel Trana from Grainger 35:22

1M ago35:22

35:22

What makes hybrid and remote teams successful? In this episode of the Distributed podcast, Jack Hannah sits down with Rachel Trana, Senior Engineering Manager at Grainger, to explore strategies for thriving in flexible work environments. Rachel shares how practices like pair programming, effective status updates, and intentional onboarding can help…

1
Redefining Digital Marketing AI, SEO, and Data-Driven Success with Blaze Today 48:46

1M ago48:46

48:46

Entrepreneurship runs in the family for this week’s guest, whose journey led to founding Blaze—a platform designed to help small businesses streamline their marketing. From growing up around family businesses to scaling Blaze to $10M in revenue, we discuss the challenges small business owners face in digital marketing and how AI-powered tools can m…

1
Creating high-performing remote engineering teams with Carlos Rosão from NewStore 41:47

2M ago41:47

41:47

What does it take to build high-performing remote teams in a distributed world? In this episode of the Distributed podcast, host Jack Hannah chats with Carlos Rosão, Director of Software Engineering at NewStore, to uncover the strategies that make remote engineering teams thrive. Carlos shares how NewStore fosters autonomy, balances standardizatio…

1
Mixing Love & Tequila Welcome to Fresh Victor! - With Ken Mackenzie 47:36

2M ago47:36

47:36

What happens when a love story leads to a thriving beverage brand? In this episode, Ken Mackenzie shares how his unexpected path in the tequila industry shaped Fresh Victor. We dive into the cultural contrasts of business in Mexico vs. the U.S., the art of sipping tequila, and the journey of bringing high-quality beverages to market. To learn more …

1
Driving B2B Sales on LinkedIn using Video with Jordan Villanueva 39:44

2M ago39:44

39:44

Jordan Villanueva's journey from software engineering to marketing is a testament to adaptability in the modern business world. Starting as a front-end software engineer at a mortgage company developing mobile applications for iOS and Android, she transformed her career during the 2020 pandemic into becoming a successful B2B marketing entrepreneur.…

1
How Snyk Staff Engineer thinks about scaling remote teams, leadership, and rituals with Ben Grohbiel 36:11

2M ago36:11

36:11

How do feedback loops shape high-performing engineering teams? In this episode of the Distributed podcast, host Jack Hannah talks with Ben Grohbiel, Staff Engineer at Snyk, about the interplay between leadership, technical excellence, and collaboration in remote teams. Ben shares his journey from running a web dev shop to leading platform teams and…

1
How staff engineers approach leading remote teams with Cassia Scheffer from Wealthsimple 39:49

2M ago39:49

39:49

What’s the right way to operate as a hybrid team in today’s engineering landscape? In this episode of the Distributed podcast, Jack Hannah speaks with Cassia Scheffer, Staff Software Engineer at Wealthsimple, to explore her best practices for mentoring and collaborating in a remote-first environment. Cassia shares insights on balancing hybrid work …

1
Dave Farley on remote work, AI, and the future of software engineering 44:59

2M ago44:59

44:59

How does human connection shape the way we build software? In this episode of the Distributed podcast, host Jack Hannah talks with Dave Farley, renowned software engineer, author, and expert in modern software development. Dave shares insights from his 40-year career, covering everything from extreme programming to the role of AI in software engine…

1
Valentina Servile, Thoughtworks Lead Developer, on how to win remote work 40:07

3M ago40:07

40:07

How do you foster collaboration and trust in distributed engineering teams? In this episode of the Distributed podcast, Jack Hannah talks with Valentina Servile, Lead Software Developer at Thoughtworks and author of Continuous Deployment. Valentina shares how her teams leverage practices like pair programming, collective code ownership, and streaml…

1
Kent Beck on why software development is an exercise in human relationships 50:05

3M ago50:05

50:05

How do relationships shape success in software development? In this episode of the Distributed podcast, host Jack Hannah talks with Kent Beck, renowned software engineer and signer of the Agile Manifesto, to explore how fostering relationships and psychological safety drives long-term success. Kent shares lessons from his career, including insights…

1
Structures and tools for effective remote teams with Blake Irvin from SumUp 40:22

3M ago40:22

40:22

How do you maintain a balance between deep work and collaboration in a remote-first world? In this episode of the Distributed podcast, Host Jack Hannah sits down with Blake Irvin, Observability Engineering Lead at SumUp, for his insights into how developers and teams thrive remotely. Blake shares how SumUp approaches distributed work, the importanc…

1
Mastering communication and teamwork as a remote engineer with Callie Buruchara 42:13

3M ago42:13

42:13

How do soft skills shape success in a remote-first world? In this episode of the Distributed podcast, Host Jack Hannah chats with Callie Buruchara, Senior Software Engineer at Uplift Agency, to explore how mastering communication and emotional intelligence (particularly in a remote work setting) can transform your career. Callie shares her journey …

1
Josh Kerievsky on sufficient design, agile and high-performing teams 34:45

3M ago34:45

34:45

How do great teams build better software? In this episode of the Distributed podcast, host Jack Hannah speaks with Josh Kerievsky, founder and CEO of Industrial Logic and one of the earliest pioneers of Agile software development. Josh shares insights into the practices that help teams thrive, including sufficient design, pairing, ensembling, and c…

1
Building a D2C Brand in the Creator Economy | Himanshu Gupta, Co-founder of KREO 45:23

3M ago45:23

45:23

Send us a text How do you build a thriving D2C brand in the competitive creator economy? In this episode, we speak with Himanshu Gupta, Co-founder of KREO, a brand that’s redefining the gaming and content creator accessories market. From high-performance gaming keyboards and ergonomic chairs to professional lighting and audio equipment, KREO is emp…

1
How world-class engineers make remote work, work 1:01

4M ago1:01

1:01

Remote work isn’t just a shift in where we work… It's changing how we work. The Distributed podcast, from Tuple, focuses on the realities of remote software development, unpacking the tools, strategies, and mindsets that help teams thrive in a distributed world. In this trailer, host Jack Hannah sets the stage for what’s ahead: candid conversations…

1
Bootstrapping 3 SaaS Startups as a Non-Tech Founder | Ankit Dudhwewala's Journey 45:22

4M ago45:22

45:22

Send us a text How do you build and scale multiple SaaS companies without a tech background? In this episode, we sit down with Ankit Dudhwewala, the co-founder of SoftwareSuggest, CallHippo, and ControlHippo. Ankit shares his journey as a bootstrapped, non-tech founder who built not one but three successful SaaS businesses from Ahmedabad. He opens …

1
From Chaos to Clarity: Overcoming Procrastination as an Entrepreneur 36:46

4M ago36:46

36:46

ST Rappaport calls herself a “Brain Engineer for ADHD Entrepreneurs”. She has a background in psychology, art and design, and currently works with entrepreneurs who aren’t growing as quickly as they can due to procrastination and poor organizational skills. If you tend to have 30 open tabs in your browser and a deck full of sticky notes then this i…

1
Revolutionizing Small Business Marketing: How Geofencing is Leveling the Playing Field with Barbara Wardell and Ernesto Cullari 35:39

5M ago35:39

35:39

Discover how geofencing technology is revolutionizing small business marketing in this insightful episode featuring Cullari and Wardell, pioneers in location-based advertising. Co-founders Ernesto Cullari and Barbara Wardell share how their "people-first" philosophy and innovative technology are helping local businesses compete with major corporati…

1
Solving Cross-Border Payments: Rishabh Goel on Merchant of Records with Dodo Payments 50:05

5M ago50:05

50:05

Send us a text Join us for an insightful conversation with Rishabh Goel, Co-founder of Dodo Payments, as we dive into the world of cross-border payments and the emerging role of Merchant of Records in simplifying global transactions. 🌍 In this episode, Rishabh takes us through his incredible journey—from studying at BITS Pilani and London Business …

1
INBOX TO INCOME 28:52

5M ago28:52

28:52

Deliverability Ninja is an agency specializing in cold sales emails. Namit, a graduate of Indiana University, worked with several startups before starting his entrepreneurial journey. If you think sales emails don’t work, or if you know they do but struggle to see results, this episode is for you. To learn more about Namit go to https://www.deliver…

1
Bootstrapping, Pivoting, and Going Global: The Story Behind Dyrect with Abhishek Agarwal 36:51

5M ago36:51

36:51

Send us a text Join us as we sit down with Abhishek Agarwal, Co-founder of Dyrect, a cutting-edge warranty management platform for modern brands. In this episode, Abhishek shares: His journey of building a startup from Pune The realities of bootstrapping and multiple startup attempts The importance of pivoting to find product-market fit How Dyrect …

1
Connection Loop Podcast with Craig Sciglimpaglia of Stride 33:41

7M ago33:41

33:41

We are featuring in this podcast, Craig Sciglimpaglia, a dynamic sales leader and GenAI enthusiast with a rich career journey that inspires many. As the VP of Sales at Quantified, Craig has demonstrated exceptional leadership and innovation in driving sales strategies that align with business objectives. His expertise in the realm of artificial int…

1
Turned a Brain Injury Into a Business Helping Others - With Andrew Sendejo 39:14

7M ago39:14

39:14

Former Minnesota Vikings safety Andrew Sendejo has translated what he learned in the NFL into a successful brain health supplement business BrainTree Nutrition. For anyone who follows football, you know the risks of head injuries faced by players, so this seems like the perfect transition. We unpack how it all happened and what Andrew has learned a…

1
Building & Selling an EdTech Startup: Raj Kothari’s Journey from MyClassCampus to Teachmint 45:33

7M ago45:33

45:33

Send us a text Join us in this episode as we talk with Raj Kothari, Co-founder of MyClassCampus, who shares his journey of building one of India’s largest EdTech startups. Raj dives into how he scaled MyClassCampus into a leading school ERP system and discusses the strategies that led to its successful acquisition by Teachmint. Learn key insights i…

1
The Ultimate Product Hunt Launch Playbook: Superjoin's Success Story Revealed 43:00

8M ago43:00

43:00

Send us a text 🚀 Want to dominate Product Hunt? Discover the step-by-step strategy that helped Superjoin achieve a #1 Product of the Day, #2 Product of the Week, and rank as the #1 Productivity, Artificial Intelligence, and SaaS product of the week! In this exclusive interview, the Superjoin team breaks down their Product Hunt launch playbook, shar…

1
How Shyamal Parikh Built SmartTask: Insights on SaaS, Funding, and Entrepreneurship 49:41

8M ago49:41

49:41

Send us a text In this episode of Entrepreneur's Cafe, we chat with Shyamal Parikh, Founder of SmartTask, an online productivity tool designed to help organizations streamline their workflows. Shyamal shares his entrepreneurial journey, including raising pre-seed funding and building SmartTask in a highly competitive SaaS market. We explore the cha…

1
The Three Keys to Growing your SAAS Company with TK Kader 52:47

8M ago52:47

52:47

Scaling your SaaS business can often feel like navigating uncharted waters—but what if you had a proven roadmap from a seasoned expert who’s already led multiple companies to success? In this episode of the Dubb Podcast Connection Loop, TK Kader, with over 15 years in the game, reveals the strategic pillars that can transform your software venture …

1
How to Bootstrap to $23M in SAAS ARR in 4 years with Adam Robinson 52:19

11M ago52:19

52:19

Are you ready to unlock the secrets of SaaS marketing? Join us for an exclusive interview with Adam Robinson, CEO of RB2B and Retention.com. Discover the future of SaaS marketing and learn valuable insights from one of the industry's top experts. Don't miss out on this opportunity to stay ahead of the competition. Watch now and take your marketing …

1
How to Start a World-Class Business Podcast with Anne Scottlin 45:55

11M ago45:55

45:55

In this podcast, we will talk about the Origin story, Podcasting, and Social entrepreneurship. #linkedin #smallbusiness #podcasting #hollywood #speaker #author

1
How To Increase Sales - With Simon Severino 35:35

1y ago35:35

35:35

Today on the podcast I have author, speaker, and sales coach Simon Severino. Simon is a TEDx speaker, podcast host, Forbes writer, and founder of Strategy Sprints. He has worked with recognizable brands like Amgen, Google, Abbvie and more. He has a wealth of knowledge to share with us on how to quickly add revenue to our business. Connect with Dian…

1
#WINtheNOW - How To Live A Life Of Presence with Eric Recker 35:26

1y ago35:26

35:26

In today's podcast with Eric Recker, we will discuss about the #WINtheNOW Burnout journey Pivot from only dentistry to coaching, speaking, writing, content

1
The Secrets Business Owners Are Leaving Money on Table with Jean Jackson 33:16

1y ago33:16

33:16

In today's podcast with Holly Jean Jackson, we will discuss: Revenue, Peak Performance, and Where Biz Owners Leave money on the table.

1
SmartCue's Journey & How Interactive Demos Can Skyrocket Your Sales | With Robin Singhvi 39:39

1y ago39:39

39:39

Send us a text Join us for an exhilarating new episode of the Entrepreneur's Cafe Podcast featuring Robin Singhvi, the innovative Founder of SmartCue. In this episode, we delve into Robin's entrepreneurial journey, exploring the genesis of SmartCue and the vision behind it. Discover how SmartCue is revolutionizing the way businesses engage with the…

1
From Bootstrapping To Innovation With Platinum DJ & Tech CEO Peter Schroeder 37:05

1y ago37:05

37:05

Entrepreneur Peter Schroeder is a DJ with over 20 platinum records, 40 gold records, and a triple nomination for the Danish DJ Awards. He has played in front of audiences as large as 180,000 people. On top of that, Peter has over 20 years of experience working in leading-edge technologies for companies like Facebook, Samsung, and Airbnb. He is now …

1
From The Trenches: How Startups Launch, Raise Capital, and Exit Effectively With Fred Cary 40:36

1+ y ago40:36

40:36

On this episode Diane interviews CEO and entrepreneur, Frederick Cary. Fred is a senior executive, strategic consultant, attorney, and investment banker. He has been featured in Forbes, USA Today, Digital Journal, and a variety of other publications. He has built high-growth businesses in finance, technology and media, has led numerous mergers and …

1
Xobin's CEO Guruprakash Sivabalan on Pivoting, VC Funding, and Building $500K ARR Business 55:57

1+ y ago55:57

55:57

Send us a text Join us for an insightful episode of the Entrepreneurs Cafe Podcast as we dive deep into the remarkable journey of Guruprakash Sivabalan, the Founder and CEO of Xobin—a smart talent assessment platform that's taking the hiring world by storm. In this episode, Guruprakash shares the story of Xobin's evolution, from its early pivots to…

1
The Pillars of Profitability with Cyndi Lesinski 42:30

1+ y ago42:30

42:30

Think of building a tall house with just one pillar — not very sturdy, right? You'd need at least four pillars to make it strong. It's the same deal when it comes to making a successful business. You've got to set up several strong pillars to make it work. So, what are these four pillars? We've got Cyndi Lesinski here to explain. Cyndi has been wor…

1
An Indie Hacker's Journey to $4.5K MRR and beyond | Ft. Sai Krishna, Founder, Superblog.ai 44:30

1+ y ago44:30

44:30

Send us a text Join us in this enlightening episode as we delve into the world of SaaS with Sai Krishna, the indie hacker and brain behind Superblog.ai. Discover how he propelled his platform to an impressive $4.5K MRR and beyond, overcoming the unique challenges of solo entrepreneurship. Dive deep into Sai's journey, from his early days as an indi…

1
The Future of AI for Business and Personal Growth with Artem Koren 34:00

1+ y ago34:00

34:00

In this episode of the Connection Loop podcast, I speak with Artem Koren, Cofounder of Sembly AI. We discuss- AI disrupting the future of work- The growing market for AI Agents and the- Startup journey #linkedin #smallbusiness #ai #ceo #technology #salestips #smallbusiness

1
Add a Sales Process to Increase Revenue and Improve Happiness with Adi Klevit 27:36

1+ y ago27:36

27:36

Picture this… You've just wrapped up your pitch with a potential customer, feeling confident that your presentation was a knockout. However, instead of an enthusiastic "Let's do it," they hit you with the classic "Thanks, I'll need to talk to my business partner." Cue the confusion. You thought you covered all your bases, and asked the right questi…

1
Why the Barbie Movie was a Massive Success with Brittney Minton 33:32

1+ y ago33:32

33:32

How did Barbie, a movie about a plastic doll, generate over $1.4 billion? In this episode, Ruben and Brittney spill the tea on Mattel's genius move with the Barbie movie. Spoiler alert: it’s self-deprecation. The movie’s main trailer promises that “If you love Barbie, this movie is for you. If you hate Barbie, this movie is for you.” Not only did M…

1
Improving Organizational Performance With Dr. Margie Oleson 48:38

1+ y ago48:38

48:38

Dr. Margie Oleson has designed, delivered, and facilitated learning and development programs from academia to nonprofit organizations and corporate America, working with such notable brands as Target, Cargill, and Lockheed Martin. She focuses on building top teams for lasting change. Reach her at https://www.oleson-consulting.com/ Connect with Dian…

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