Best The Ai In Enterprise Software Podcast Series Podcasts (2025)

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132 - Breaking the Mold: How to Foster a Startup Mindset in Large Organizations with Mozilla's Raj Singh 34:25

4d ago34:25

34:25

Your host, Thomas Watkins, talks with the VP of Product at Mozilla, Raj Singh. Raj shares his extensive experience in both startups and large companies, discussing the unique challenges of new product development in each environment. He explores differences in talent needs, mindsets, and organizational structures, highlighting frameworks like "Expl…

1
131 - Convert More Visitors into Leads: The Smart AI Solution You Need with Vengo AI's Jason Sherman 21:17

6d ago21:17

21:17

Your host, Thomas Watkins, talks with the CEO and Co-Founder of Vengo AI, Jason Sherman. Jason discusses his entrepreneurial journey and the challenges businesses face in converting website visitors into leads. He explains how Vengo AI’s conversational agent uses AI to engage visitors, answer questions, and generate leads more effectively than trad…

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130 - Problem-Market Fit: The Missing Ingredient in Your Startup Recipe with Oberon's Bill Dillmeier 25:28

11d ago25:28

25:28

Your host, Thomas Watkins, talks with the CFO at Oberon, Bill Dillmeier. Bill shares practical advice for early-stage founders on fundraising, product-market fit, team building, and navigating the AI-driven market. He emphasizes honest self-assessment, rigorous customer validation, and building defensible products. Bill also discusses his approach …

1
129 - The Lean Entrepreneur's Guide to Building a Scalable Sales Outreach Strategy with Salesflow.io's Besnik Vrellaku 17:43

13d ago17:43

17:43

Your host, Thomas Watkins, talks with the CEO at Salesflow.io, Besnik Vrellaku. Besnik shares his entrepreneurial journey, discusses the evolving challenges of B2B pipeline generation, and explains how Salesflow.io streamlines multi-channel outreach with a focus on personalization, security, and user experience. He highlights the importance of comb…

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128 - Cleaning Up Healthcare: Revolutionizing Operations with Data-Driven Solutions with Ancilla Ventures' Allen Cooper 23:56

18d ago23:56

23:56

Your host, Thomas Watkins, talks with the President and CEO at Ancilla Ventures, Allen Cooper. Allen discusses how his company’s technology platform supports hospital environmental services staff—such as cleaners and facility managers—by streamlining operations and data management. The conversation highlights the importance of these often-overlooke…

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Defending the Railroad: AI Risk, Rigor, and Resilience with CN CISO Vaughn Hazen 31:14

19d ago31:14

31:14

On the 29th episode of Enterprise AI Defenders, host Mike Britton, Chief Information Security Officer at Abnormal AI, talks with Vaughn Hazen, Chief Information Security Officer at the Canadian National Railway Company. CN is Canada’s largest rail operator and the only one that spans the Atlantic, Pacific, and Gulf coasts, running over 20,000 mil…

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127 - Why Your Next Big Launch Needs a Strategic Approach to Managing High-Demand Events with Fanfare's Michael Dodsworth 21:20

20d ago21:20

21:20

Your host, Thomas Watkins, talks with the Founder and CEO at Fanfare, Michael Dodsworth. Michael shares his journey from engineering roles at Salesforce and Rival (acquired by Ticketmaster) to launching Fanfare, a platform that helps brands manage high-demand product launches and events. He discusses challenges in ticketing and retail, such as bots…

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The Green IT Value Case with Marc Zegveld 37:42

25d ago37:42

37:42

In this episode of CXO Bytes, host Sanjay Podder speaks with Marc Zegveld, Managing Director of ICT at TNO, about the competitive value of green IT. Drawing on the recent Green IT Value Case, real-world case studies, and research, they explore how sustainability initiatives can enhance business performance—from cost savings and supply chain clarity…

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126 - Transforming Enterprise Reporting: The Role of AI and Self-Service in Modern Business Intelligence with Orbit Analytics' Rupesh Sharma 20:32

25d ago20:32

20:32

Your host, Thomas Watkins, talks with the CEO of Orbit Analytics, Rupesh Sharma. Rupesh discusses the challenges enterprises face with traditional, IT-driven data reporting and how Orbit’s self-service solution empowers business users with quick, secure access to insights, especially for Oracle ERP systems. He explores the evolution of business int…

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125 - Unlocking Developer Potential: The Future of Design-to-Code Automation with Superflex's Aibek Yegemberdin 21:59

27d ago21:59

21:59

Your host, Thomas Watkins, talks with the Co-Founder of Superflex, Aibek Yegemberdin. Aibek discusses how Superflex bridges the gap between design and code by automating the conversion of Figma designs into code that matches developers’ styles and reuses existing components. Aibek explains Superflex’s unique integration with VS Code, its advantages…

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124 - Don’t Get Scammed: How to Avoid Quality Control Nightmares in E-Commerce with Zendrop's Alexander Blinov 18:43

1M ago18:43

18:43

Your host, Thomas Watkins, talks with the Chief Product Officer of Zendrop, Alexander Blinov. Alex discusses the challenges e-commerce sellers face sourcing products from China, including quality control and scams. Alex explains how Zendrop’s platform combines physical fulfillment centers in China with a SaaS solution, enabling sellers to easily so…

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123 - Revolutionizing Recruitment: The Future of One-Way Video Interviews with Truffle's Sean Griffith 20:25

1M ago20:25

20:25

Your host, Thomas Watkins, talks with the Founder and CEO of Truffle, Sean Griffith. Sean discusses the challenges of modern hiring, including application overload and AI-generated resumes, and explains how Truffle streamlines candidate screening with smart video summaries and match scores. Sean covers Truffle’s features, its focus on SMBs, and fut…

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122 - Tech to the Rescue: Solving the Nursing Shortage While Elevating Patient Care with Pinetics' Eric Gillman 25:33

1M ago25:33

25:33

Your host, Thomas Watkins, talks with the CEO and Managing Director of Pinetics, Eric Gillman. Eric discusses the challenges of bringing medical devices to market, regulatory hurdles, and the importance of user-centered design. He highlights the nursing shortage and the potential for digital technology, AI, and robotics to address workforce gaps an…

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From Legacy to Leapfrog: AI Innovation at Avnet with SVP & CIO Max Chan 28:32

1M ago28:32

28:32

On the 54th episode of Enterprise AI Innovators, hosts Evan Reiser (Abnormal AI) and Saam Motamedi (Greylock Partners) talk with Max Chan, Senior Vice President and Chief Information Officer at Avnet. Avnet is a $20 billion global technology distribution company that plays a critical role in the electronics supply chain, supporting the design, prod…

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121 - Competing with AI Giants: Strategies for Startups to Stand Out with Balki Kodarapu 22:09

1M ago22:09

22:09

Your host, Thomas Watkins, talks with the Fractional CTO, Balki Kodarapu. Balki discusses his project-based approach to product and design leadership, the growing importance of design systems, and the challenges startups face in today’s AI-driven tech landscape. Balki shares insights on building and documenting design systems, collaborating with no…

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120 - Why Context Matters: Enhancing Customer Trust Through Effective Product Updates with Changebot.ai's Brian Sierakowski 25:30

2M ago25:30

25:30

Your host, Thomas Watkins, talks with the Founder of Changebot.ai, Brian Sierakowski. Brian shares insights from his experience as a founder, emphasizing the importance of transparency and regular updates to build trust and demonstrate ongoing development. He explains how Changebot helps companies maintain visible changelogs and structured recaps, …

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119 - Endurance Sports in the Digital Age: How Technology is Changing the Game with Vertikal X's José Carlos Sarmiento 25:11

2M ago25:11

25:11

Your host, Thomas Watkins, talks with the Co-Founder and CEO of Vertikal X, José Carlos Sarmiento. José Carlos shares his journey from sports to entrepreneurship, highlighting the funding challenges faced by endurance athletes. He explains how VTX uses performance data and technology to connect athletes with sponsors, aiming to make sponsorships mo…

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118 - Discovering Your Inner Strength: The Role of Self-Awareness in Business Success with Luka Starčević 23:08

2M ago23:08

23:08

Your host, Thomas Watkins, talks with the Mental Jiu Jitsu Creator and Trainer, Luka Starčević. Luka shares how his martial arts background influences his approach to helping founders and professionals overcome internal barriers, emphasizing the importance of self-awareness, emotional intelligence, and personal responsibility. The discussion explor…

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The War on Code 13:06

2M ago13:06

13:06

On the 25th of June 2025 we gathered together vibe programmers, visual developers, startup founders, agency owners, policy makers, investors, students and businesses in the West Midlands to discuss the future of software development. This is a quick summary of the topics covered in that session.By Jof Walters

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117 - Empowering Individuals and Businesses: The Importance of Accessible Legal Information with Trellis Law's Alon Shwartz 21:37

2M ago21:37

21:37

Your host, Thomas Watkins, talks with the Co-Founder and COO of Trellis Law, Alon Shwartz. Alon discusses the challenges of accessing fragmented state trial court data in the U.S. and how Trellis is working to democratize legal information for attorneys, businesses, and individuals. Alon explains the platform’s use of AI to streamline legal researc…

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116 - Aligning Marketing Strategies with Client Needs: A Roadmap for B2B Success with Contrasted's Douglas Abbott 19:13

2M ago19:13

19:13

Your host, Thomas Watkins, talks with the Founder and CEO of Contrasted, Douglas Abbott. Douglas shares expert insights on B2B marketing, emphasizing the importance of generating qualified leads, understanding the target audience, and tailoring messaging for different stakeholders. He discusses how Contrasted leverages proprietary AI tools to enhan…

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The Future of AI-Powered Supply Chains with Prologis CTO Sineesh Keshav 30:25

2M ago30:25

30:25

On the 53rd episode of Enterprise AI Innovators, hosts Evan Reiser (Abnormal AI) and Saam Motamedi (Greylock Partners) talk with Sineesh Keshav, Chief Technology Officer at Prologis. With over 1.3 billion square feet under management and over 8 billion in revenue, Prologis is the world's largest logistics real estate company. In this conversation, …

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115 - Making Connections Count: The Importance of Follow-Up in Networking with Boop's Horacio Rilo 16:34

2M ago16:34

16:34

Your host, Thomas Watkins, talks with the Founder of Boop, Horacio Rilo. Horacio discusses the challenges of networking and follow-up at conferences, and how Boop—a QR code and SMS-powered platform—streamlines exchanging contact details and setting meetings. Horacio explains Boop’s unique features, its competitive edge, and future plans for integra…

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Vibe Coding and The Rise of AI Agents with Amjad Masad and Yohei Nakajima 58:59

2M ago58:59

58:59

Amjad Masad (@amasad), founder and CEO of Replit, and Yohei Nakajima (@yoheinakajima), Managing Partner at Untapped Capital, joined Village Global partner Ben Casnocha for a live masterclass with Village Global founders. Takeaways: AI agents are rapidly evolving, with coding and deep research agents showing the most traction today. But general-purp…

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114 - From Inbound Leads to Warm Conversations: Mastering the Art of Sales Engagement with Bolster's Paul Sathis 22:19

2M ago22:19

22:19

Your host, Thomas Watkins, talks with the Principal of Bolster, Paul Sathis. Paul discusses the evolving challenges of sales prospecting and lead generation, focusing on how Bolster integrates AI and automation with human engagement to help businesses connect with potential customers. Paul shares insights on managing inbound leads, adapting to chan…

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Green AI Strategy with Adrian Cockcroft 47:18

2M ago47:18

47:18

In this episode of CXO Bytes, host Sanjay Podder speaks with Adrian Cockcroft, former VP at Amazon and a key figure in cloud computing and green software, about strategies for reducing the environmental impact of AI and cloud infrastructure. Adrian shares insights from his time at AWS, including how internal coordination and visibility helped drive…

1
113 - Driving Change: The Future of Learning and Development in the Transportation Industry with Luma's Gina Anderson 23:23

2M ago23:23

23:23

Your host, Thomas Watkins, talks with the CEO and Co-Founder of Luma, Gina Anderson. Gina discusses her background in education and neuroscience, her company’s innovative platform for training truck drivers, and the importance of behavior change in learning. The conversation explores personalized, data-driven learning experiences, the integration o…

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112 - Building Better Teams: How Vibe Coding is Changing the Game in Remote Work with Wednesday Solutions' Ali Hafizji 23:06

2M ago23:06

23:06

Your host, Thomas Watkins, talks with the CEO of Wednesday Solutions, Ali Hafizji. Ali shares insights from his entrepreneurial journey and explains Wednesday’s unique sprint-based business model, which prioritizes outcomes over hourly billing. Ali discusses how AI-powered "vibe coding" and "wide sprints" boost team productivity and collaboration, …

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Executing as a Best-In-Class Firm: Operational Excellence From The Inside of Over 50 VC Firms with Kristen Ostro of Strut Consulting 50:23

2M ago50:23

50:23

Jacob Mullins, Venture Partner at Village Global, welcomes Kristen Ostro, founder and CEO of Strut Consulting, to discuss the foundational elements that set venture capital firms up for long-term success. Kristen shares how her career began under the mentorship of Dick Kramlich at NEA, where she was trained in the core values and operational excell…

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Modernizing a 100-Year-Old Institution: AI at TIAA with Chief Operating, Information & Digital Officer Sastry Durvasula 30:58

3M ago30:58

30:58

On the 52nd episode of Enterprise AI Innovators, host Evan Reiser (Abnormal AI) talks with Sastry Durvasula, Senior Executive Vice President and Chief Operating, Information, and Digital Officer at TIAA. Serving the investment and retirement needs of over 5 million customers, TIAA is a Fortune 500 financial services company with $40 billion in reve…

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111 - Community-Driven Innovation: How Customer Feedback Shapes Product Development with Agilence's Russ Hawkins 24:46

3M ago24:46

24:46

Your host, Thomas Watkins, talks with the President and CEO of Agilence, Russ Hawkins. Russ talks about the company’s evolution from video-based loss prevention to a data-centric analytics platform for multi-location retail and restaurant operators. Russ discusses Agilence’s modular product strategy, the crucial role of customer feedback in shaping…

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110 - Start-Up Mode: How Freelancers Flip the Script and Build Tech Giants with Barefoot Solutions' Hunter Jensen 33:19

3M ago33:19

33:19

Your host, Thomas Watkins, talks with the Founder and CEO of Barefoot Solutions, Hunter Jensen. Hunter shares his journey from freelance developer to tech entrepreneur, highlighting the evolution of startups, especially with AI and software development. He discusses the shift from traditional SaaS models to customized solutions, emphasizing the imp…

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The Secret to Startup M&A: How To Set Your Companies Up for Big Outcomes with Ezra Roizen of Advsr 55:20

3M ago55:20

55:20

Jacob Mullins, Venture Partner at Village Global, sits down with Ezra Roizen, General Manager of Advsr and author of "The Magic Box Paradigm," to demystify the world of startup mergers and acquisitions (M&A) on Jacob’s private podcast, VC Mastermind, which we are cross-posting on the Village Global podcast. Drawing on decades of experience as both …

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109 - Revolutionizing Workflows: How AI Agents Are Changing the Game for Productivity with Relay.app's Jacob Bank 25:43

3M ago25:43

25:43

Your host, Thomas Watkins, talks with the Founder and CEO of Relay.app, Jacob Bank. Jacob discusses his journey from studying AI at Stanford to creating AI agents that enhance productivity. He explains the evolution from traditional software tools to AI agents that autonomously manage tasks, improving efficiency. The conversation covers the distinc…

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108 - Plug In & Stand Out: Podcast Marketing Strategies for B2B SaaS Leaders with Bold PMM's Gal Ko 21:41

3M ago21:41

21:41

Your host, Thomas Watkins, talks with the Founder, CEO, and PMM of Bold PMM, Gal Ko. Gal shares his journey from being fired from a startup to creating a company that helps B2B SaaS businesses leverage podcasting for marketing. He discusses the challenges Israeli companies face entering the U.S. market and the strategic importance of podcasting. Ga…

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Behavior Is the Battlefield: Rethinking the Cyber Perimeter with Expeditors VP & CISO Rob Nolan 29:41

3M ago29:41

29:41

On the 28th episode of Enterprise AI Defenders, hosts Evan Reiser and Mike Britton, both executives at Abnormal AI, talk with Rob Nolan, Vice President and Chief Information Security Officer at Expeditors. Expeditors is a Fortune 500 freight and logistics company, powering over 25% of all U.S. customs clearance. They enable global trade and supply …

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107 - Smarter Marketing Starts Here: How Personal Branding and AI Boost Business Efficiency with BrandAutomate.io's Rockey Simmons 27:49

3M ago27:49

27:49

Your host, Thomas Watkins, talks with the Founder of BrandAutomate.io, Rockey Simmons. Rockey delves into the significance of personal branding and the transformative potential of AI in business efficiency and marketing. Rockey highlights the challenges businesses face without effective branding and automation, emphasizing the importance of a found…

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Interview One 33:37

3M ago33:37

33:37

Jof Walters and Lee Clark discuss the impact of artificial intelligence on development, jobs and local economies.By Jof Walters

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106 - Smart Support: The Future of Helping Families with Developmental Challenges with AI Ranger's Riva Kajangu 21:59

3M ago21:59

21:59

Your host, Thomas Watkins, talks with the CEO of AI Ranger, Riva Kajangu. Riva discusses the fragmented and inefficient systems parents face when seeking support for conditions like ADHD and autism. He introduces Neo Sophia, a web app designed to help parents assess developmental issues early and connect with specialists. Riva emphasizes the import…

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105 - Decoding the Data Dilemma: How to Conquer Interpretation Challenges with Orcana.AI's Arjun Bidesi 22:30

3M ago22:30

22:30

Your host, Thomas Watkins, talks with the Founder and CEO of Orcana.AI, Arjun Bidesi. Arjun explains how Orcana.AI simplifies data interpretation by presenting key insights in a digestible format, similar to a news bulletin. The platform allows users to ask questions in natural language and receive real-time analysis, making data more actionable. C…

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104 - Mind the Gap: Transforming Accounting for the Modern Professional with Subledger's Johannes Degn 23:18

3M ago23:18

23:18

Your host, Thomas Watkins, talks with the Founder of Subledger, Johannes Degn. Johannes shares his journey from a failed startup in Kenya to creating Subledger, an accounting software designed to address the inefficiencies of traditional tools. He discusses the outdated nature of existing accounting software and the generational divide in accountin…

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From Automation to Agentic AI with Nextdoor CIO Shyam Bhojwani 39:38

3M ago39:38

39:38

On the 51st episode of Enterprise AI Innovators, host Evan Reiser (Abnormal AI) talks with Shyam Bhojwani, Chief Information Officer at Nextdoor. With millions of users across the U.S., the U.K., and Canada, Nextdoor is one of the largest neighborhood-based platforms in the world, connecting communities with real-time information, local recommendat…

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103 - From Fatigue to Focus: AI-Powered Consumer Insights That Actually Work with consumr.ai's Gautam Mehra 22:00

3M ago22:00

22:00

Your host, Thomas Watkins, talks with the CEO and Co-Founder of consumr.ai, Gautam Mehra. Gautam highlights the complexities of reconciling various data sources and the limitations of traditional survey methods. Gautam explains how consumr.ai leverages machine learning and AI to create digital twins of consumers, offering deeper insights into custo…

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Navigating AI Risks with Noah Broestl 36:40

3M ago36:40

36:40

Host Sanjay Podder brings Noah Broestl, Associate Director of Responsible AI at the Boston Consulting Group, to the stage to explore the rapidly evolving landscape of generative AI and its implications for business leaders. Together, they talk about the requirements of present and future AI governance frameworks, the road to sustainability in AI, a…

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102 - The Timing Gap: Why You’re Profitable But Still Broke with Dryrun Financial Modeling Software's Blaine Bertsch 20:35

4M ago20:35

20:35

Your host, Thomas Watkins, talks with the Co-Founder and CEO of Dryrun Financial Modeling Software, Blaine Bertsch. Blaine shares his journey from design and consulting to founding Dryrun, driven by the cash flow challenges he faced in his previous agency. The discussion highlights the critical importance of cash flow management for businesses with…

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101 - The Rise of Virtual Reality in Training: What Businesses Need to Know with Saritasa's Nik Froehlich 16:17

4M ago16:17

16:17

Your host, Thomas Watkins, talks with the President, Founder, and CEO of Saritasa, Nik Froehlich. Nik shares his professional journey, from a construction business to founding Saritasa, aiming to bridge the communication gap between business leaders and developers. The discussion covers Saritasa's approach to software development, including innovat…

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100 - Celebrating 100 Episodes: Key Insights and Lessons from Product-Led Growth Leaders with 3Leaf's Thomas Watkins 24:22

4M ago24:22

24:22

Your host, Thomas Watkins, reflects on the podcast's journey, celebrating its milestone. He shares valuable lessons learned, highlights standout episodes, and acknowledges remarkable entrepreneurs featured on the show. Thomas underscores the podcast's purpose of fostering discussions around product-led growth (PLG) and providing actionable insights…

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99 - The Smart Job Search: How Data Insights Can Land You Your Dream Role with Teq Crew's Elliot Koss 24:38

4M ago24:38

24:38

Your host, Thomas Watkins, talks with the Principal Product Growth Consultant of Teq Crew, Elliot Koss. Elliot shares his career journey and discusses his latest venture, Career Amplifier, a platform designed to simplify the job search by providing tailored job notifications. Elliot delves into the challenges job seekers face, the importance of net…

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98 - Navigating the Startup Journey: How to Achieve Product-Market Success with Tekyz's David Hirschfeld 27:43

4M ago27:43

27:43

Your host, Thomas Watkins, talks with the Founder and CEO of Tekyz, David Hirschfeld. David discuss the challenges software startup founders face, particularly in validating product-market fit. David emphasizes the importance of understanding customer problems over falling in love with a product. He introduces his "Launch First" methodology, which …

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Real World Risks: AI & Cybersecurity in Crisis Zones with Save the Children International Global CISO Gareth Packham 32:11

4M ago32:11

32:11

On the 27th episode of Enterprise AI Defenders, hosts Evan Reiser and Mike Britton, both executives at Abnormal AI, talk with Gareth Packham, Chief Information Security Officer at Save the Children International. Save the Children is one of the world's largest nonprofit organizations focused on protecting the rights and well-being of children. Oper…

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The Ai In Enterprise Software Podcast Series

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