Steve Taplin
The Software Leaders Uncensored Podcast
Software Leaders Uncensored isn’t your typical tech podcast—it’s a candid dive into the minds of the industry’s top innovators. Each episode is a raw, behind-the-scenes conversation with the leaders who are shaping the future of software—how they’re building, scaling, and dominating in their markets. This is where cutting-edge tech meets unfiltered storytelling.
Author
Steve Taplin
Category
Podcast website
Latest episode
Jul 6, 2026
Where to listen?
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Episodes
Jose D. Perez-Diaz, VP of Engineering at Vetspire on AI-Native EMRs,UX Innovation & Remote Team Leadership 17.11.2025 31:05
In this episode of Software Leaders Uncensored, Steve Taplin sits down with Jose D. Perez-Diaz, VP of Engineering at Vetspire, to trace his journey from algebra teacher → software developer → CTO → tech leader in veterinary medicine. Jose shares how Vetspire is redefining veterinary EMRs with AI-native features like patient summarization and agentic scribing that let doctors make eye contact again...
Justin Farris, VP of Product of Read.ai, Product Leadership & Building AI From the Ground Up 13.11.2025 33:55
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Justin Farris, VP of Product at Read. AI. They discuss Justin's unique career journey from film to tech, the importance of networking, and the innovative AI solutions being developed at Read AI. Justin shares insights on aligning product and engineering teams, the evolving role of product management, and the challeng...
Jameel Al-Aziz, Bastion CTO on Crypto Security, Stablecoins & Building Trust in Web3 13.11.2025 30:31
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Jameel Al-Aziz, CTO of Bastion, about his career journey from self-taught coder in Kuwait to leading a startup focused on stablecoin issuance. They discuss the challenges of building a robust engineering team, the importance of practical security measures, and the evolving landscape of crypto and AI in engineering. Jamee...
Chris Dean, Treasury Prime CEO on AI, Fintech Innovation & Building Banks That Talk to Startups 12.11.2025 31:55
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Chris Dean, CEO and founder of Treasury Prime, about his unconventional journey from academia to the tech startup world. Chris shares insights on the importance of embracing failure, the dynamics of building effective teams, and the challenges of leading in the fast-paced tech landscape. They discuss the impact of AI on...
Andy James, Stead Impact Ventures CTO on AI, Product Leadership & Building Tech That Truly Matters 10.11.2025 36:21
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Andy James, CTO of Stead Impact Ventures, about his extensive career in technology and the evolving landscape of software development. They discuss the importance of leadership, collaboration between product and engineering teams, and the impact of AI on the future of tech roles. Andy shares insights from the Founders Sy...
Simplify, Focus, and Scale: Lessons in Software Leadership from David Funck 09.11.2025 23:57
David Funck, Chief Technology Officer at Avaya, joins Software Leaders Uncensored with host Steve Taplin to share his remarkable journey from professional actor to technology executive. With decades of experience building and scaling enterprise communication systems, David has led teams through M&A deals, global product rollouts, and massive digital transformation. In this conversation, he ope...
Gajus Kuizinas on Building Contra, Loom-Driven Development & Staying True to Vision in Tech 06.11.2025 27:57
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Gajus Kuizinas, co-founder and CTO of Contra, a unique talent marketplace that eliminates commission fees. Gajus shares his unconventional career journey from an arts background to the tech industry, detailing the innovative technology choices at Contra and the challenges faced in the evolving landscape of AI. He introdu...
Todd Albert on CYPHER Learning, Building AI-Powered LMS & Why Failure Builds Better Leaders 05.11.2025 32:52
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Todd Albert, VP of Engineering at CYPHER Learning. They discuss Todd's unconventional career path, the importance of learning from failures, and the impact of AI on job recruitment and engineering processes. Todd shares insights on managing a remote engineering team, balancing priorities in software development, and...
Vernon O’Donnell on Voxel, Applied AI for Safety & Leading with Mission Over Metrics 04.11.2025 32:49
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Vernon O'Donnell, CEO of Voxel, about his career journey, the mission of Voxel in enhancing workplace safety through AI and computer vision, and the challenges faced in the tech industry. Vernon shares insights on the importance of customer-centric leadership, the evolution of AI, and the lessons learned throughout h...
Tom Cook on LegitScript, AI Confusion & The Challenge of Being a CPTO in 2025 03.11.2025 34:31
In this episode of Software Leaders Uncensored, host Steve Taplin interviews Tom Cook, CPTO at LegitScript. They discuss Tom's career journey from engineer to CPTO, the importance of aligning product and engineering teams, and the challenges of managing remote teams. Tom shares insights on navigating the complexities of AI implementation and the current challenges tech leaders face. He emphasi...
Michel Floyd on Fractional CTO Life, Building AI Products Fast & Staying Curious in Tech 03.11.2025 21:17
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Michel Floyd, a fractional CTO, about her career journey, the transition from a full-time to a fractional role, and the challenges faced by tech leaders today. They discuss the importance of MVPs, the impact of AI on software development, and the necessity of curiosity and adaptability in a rapidly changing tech landscap...
Ihab Rimawi on My-Fi.AI, Values-Based Investing & Personalizing Finance with AI 30.10.2025 23:02
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Ihab Rimawi, CEO and founder of My-Fi. AI, about his journey in technology and the founding of his current venture. They discuss the importance of personalized investment strategies, the challenges of data sourcing, and the dynamics of remote team collaboration. Ihab shares insights on work culture, the significance of f...
Marlon Misra on Assembly, YC Lessons & Building the Client Portal of the Future 29.10.2025 31:56
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Marlon Misra, CEO and co-founder of Assembly. They discuss Marlon's journey from product management to entrepreneurship, the insights gained from Y Combinator, and the evolution of Assembly as a platform for professional service firms. Marlon shares valuable lessons learned from his early ventures, the importance of...
Michael Smith on Fortium Partners, Fractional CIO Leadership & Why Business First Beats Tech First 28.10.2025 32:24
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Michael Smith, a seasoned IT professional with nearly 30 years of experience. They discuss Michael's career journey, his transition to Fordium Partners, and the challenges faced by tech leaders in today's economic climate. The conversation delves into the role of AI in business, the importance of understanding bu...
Raj Bakhru on Datasite, M&A Deal Intelligence & The Future of Agentic Diligence 28.10.2025 31:31
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Raj Bakhru, GM of DatasiteI, about his career journey from a developer to leading a successful AI company. They discuss the importance of innovation in the tech industry, the challenges of M&A, and the lessons learned throughout Raj's career. The conversation also touches on the future of AI in the M&A space...
Claire Fang on Fullstory, CPTO Leadership & Falling in Love with the Problem 27.10.2025 30:47
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Claire Fang, Chief Product and Technology Officer at Fullstory. Claire shares her unique career journey from computer engineering to product management, discussing the challenges and benefits of her combined role. The conversation delves into the importance of aligning product and engineering teams, navigating gender dyn...
Sam Clemens on Reprise, Demo Engineering & Scaling Product with AI 23.10.2025 28:44
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Sam Clemens, CEO of Reprise, about his entrepreneurial journey, the challenges of demoing software, and the integration of AI in business. They discuss the importance of education in entrepreneurship, the dynamics of engineering teams, and the impact of macroeconomic factors on business decisions. Sam emphasizes the need...
Tobe Sullivan on PFF, AI in Game Strategy & Engineering at the Speed of Sports 22.10.2025 33:04
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Tobe Sullivan, head of engineering at Pro Football Focus (PFF). They discuss Toby's journey from a football player to a technology leader, the innovative projects at PFF, the challenges of managing vast amounts of data, and the role of AI in engineering. Toby shares valuable leadership lessons and offers advice for t...
Ryan Debenham on GRIN, Building “Living” Software & Why Engineers Make Great CEOs 21.10.2025 34:53
In this episode of Software Leaders Uncensored, host Steve Taplin interviews Ryan Debenham, CEO of GRIN, who shares his journey from software engineer to CEO. They discuss the evolution of influencer marketing, the challenges of leading a tech company, and the impact of AI on software development. Ryan emphasizes the importance of building a strong team, navigating company restructuring, and adapt...
Steve Marshall on Aidentified, AI Prospecting & Why Focus Beats Features 20.10.2025 27:40
In this episode of Software Leaders Uncensored, host Steve Taplin interviews Steve Marshall, Chief Product Officer at Aidentified. They discuss the importance of aligning product and technology teams, the role of AI in enhancing prospecting solutions for financial advisors, and the challenges of leading product development in a remote environment. Marshall shares insights from his career journey,...
Dan Zimmerman on TreviPay, B2B Payments AI & Leading as a CPTO 19.10.2025 28:49
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Dan Zimmerman, the Chief Product and Technology Officer at TreviPay. They discuss Dan's journey from a help desk engineer to an executive leader, the innovative solutions TreviPay is bringing to the B2B payments space, and the importance of integrating product and technology roles. The conversation also delves into t...
Frank LaSota on Zyter|TruCare, Agentic AI & Solving Healthcare’s Hardest Problems 16.10.2025 31:01
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Frank LaSota, CTO of Zyter|TruCare, about his extensive career in technology and leadership. They discuss Frank's journey from software development to executive roles, the challenges and innovations in healthcare technology, and the importance of effective leadership in navigating the complexities of AI integration....
Bill Rokos on Parsec Automation, Manufacturing Software & Building a Career of Loyalty 16.10.2025 26:06
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Bill Rokos, CTO of Parsec Automation, about his unique career journey and the evolution of the manufacturing software industry. They discuss the challenges and opportunities presented by AI in manufacturing, the importance of adapting technology to fit existing processes, and the need for effective delegation in leadersh...
Olly Downs on Curinos, AI in Banking & Turning Data into Decision Intelligence 15.10.2025 23:52
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Olly Downs, CTO of Curinos, about his extensive career in technology and AI. They discuss the evolution of AI in the banking sector, the challenges of managing software engineering teams, and the importance of aligning technology with business needs. Ali shares insights on the current state of AI implementation, the less...
Alex Pape on Assetmark, WealthTech Innovation & Leading as a CPTO 14.10.2025 32:15
In this episode of Software Leaders Uncensored, host Steve Taplin speaks with Alex Pape, Chief Product and Technology Officer at Assetmark. Alex shares his unconventional career journey from finance to technology, emphasizing the importance of combining product management and engineering roles. He discusses the challenges and innovations in the wealth management sector, particularly in integrating...
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