Thoughtful Software Podcast artwork

Thoughtful Software Podcast

75 episodes - English - Latest episode: about 2 years ago - ★★★★★ - 14 ratings

Software is eating the world. Software is also eating our wallets. Billions of dollars a year are lost on unusable software projects. The world wants Thoughtful Software. We discuss how thoughtful people and thoughtful software will change the world for the better.

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Episodes

Should Tech Leaders Care About Web3?

January 26, 2022 13:00 - 13 minutes - 9.05 MB

Web3. What is it exactly, and what sets it apart from how the internet currently exists? What are the pros and cons ushered in by this type of evolution? How should tech leaders be preparing for this in the future? On this episode of the Thoughtful Software Podcast, we will answer those questions and see what industry leaders like Satya Nadella, Elon Musk, and Jack Dorsey are all saying about Web3. 

tsp.moments - Thoughtful Software

December 07, 2021 16:00 - 10 minutes - 7.3 MB

Today we take a look at Thoughtful Software: What is it? Why do you need it? What can it do for you? Join us as we dive back into the very first episode of the Thoughtful Software Podcast.

tsp.moments - Righting Software

November 10, 2021 18:00 - 11 minutes - 7.76 MB

Developing Software can be complex and present unique challenges for executives and engineers. From the Thoughtful Software Podcast, this episode of TSP Moments takes a look back to episode 32, where Andrew and Fahad sat down with IDesign CEO and legendary software architect Juval Lowy to discuss how the software industry has gotten off course and what can be done to Right the ship.

tsp.moments - Systems

October 19, 2021 18:00 - 13 minutes - 9.59 MB

Systems of record, systems of engagement, and systems of intelligence. What exactly are these various systems and why are they so vital to success? Today, we take a look back and a deeper dive into episode 66 to examine the way these particular systems build upon one another and why it's so crucial for tech leaders to understand them.

tsp.moments - Status Meetings

October 06, 2021 16:00 - 12 minutes - 8.64 MB

TSP Moments from the Thoughtful Software Podcast takes a look back at episode 64 and Status Meetings. Research shows that status meetings aren't just making us feel bad; they may destroy our productivity and possibly even our mental and physical health. Fortunately, there are ways to stop this and relieve the stress and difficulties of excessive meetings. Join Andrew and Fahad as they discuss Status Meetings with Jim Thomas of Freedom Financial. 

Systems of Intelligence - Live from SaaStr 2021

September 30, 2021 17:00 - 30 minutes - 20.8 MB

Andrew and Fahad are Live from SaaStr 2021 to discuss various Systems such as Systems of Intelligence, Systems of Record, and Systems of Engagement, how they work together to build the foundation for organizations, and why these types of systems are so crucial for tech leaders to understand. 

tsp.moments - Collaboration Architecture

September 23, 2021 16:00 - 12 minutes - 8.56 MB

Taking a look back as well as a deeper dive into episode 41 where Andrew and Fahad discuss Collaboration Architecture, why it's important, what it means for the future, and how to embrace Collaboration Architecture today to prepare for the challenges that lie ahead.

tsp.moments - Deepfakes

September 14, 2021 20:00 - 12 minutes - 8.4 MB

TSP Moments, from the Thoughtful Software Podcast, is both a look back as well as a deeper dive into some of the subjects discussed during the Thoughtful Software Podcast. We're taking a look back at episode 65, where Andrew and Fahad sat down with Chris Dix of the BBC to discuss emerging tech in media and entertainment as well as how deepfakes can play an ethical role.

Emerging Tech is Changing Media and Entertainment with Chris Dix of the BBC

September 07, 2021 16:00 - 41 minutes - 28.4 MB

Our guest today is Chris Dix, Head of Technology Transformation for Audience Products at the BBC. With a career spanning over 20 years in the communications, broadcast, and media sectors, Chris is a proven leader in the Media and Entertainment industry, transforming ideas and technology into groundbreaking next-generation solutions through a broader perspective supported by world-class talent. The hyper-personalization of technologies like machine learning and AI have forever changed the sof...

Why Status Meetings Need to Die - Featuring Jim Thomas of Freedom Financial

August 20, 2021 19:00 - 41 minutes - 28.8 MB

Jim Thomas is a Senior Manager of Product and brings over 15 years of experience in operations, project, and product management to the discussion. Jim’s leadership drives strategy, transparency, and a great customer experience delivering products that are simple, scalable, and sustainable. Together Jim, Andrew, and Fahad discuss overcoming the project management pitfalls that can hinder productivity and kill innovation, as well as what steps can be taken to ensure that every project delivers...

Untangling Project Complexity

August 06, 2021 14:00 - 36 minutes - 24.9 MB

Despite the availability of many project management tools, there is still a 70% failure rate within the software industry. Join us as Andrew and Fahad discuss the issues that stem from using project management tools, whether they are genuinely effective, and how to use these tools without undermining the ability to innovate and succeed. Show Notes: Why is there so much failure in software? There are more than fifty different project management tools on the market such as Asana, Monday, Atl...

Building Teams for Success

May 25, 2021 16:00 - 42 minutes - 28.9 MB

In this episode of the Thoughtful Software Podcast, Andrew and Fahad discuss team building in software, hiring methods for creating the best team possible, ways to screen for the best cross-functional candidates, and proven methods for instilling quality leadership to help train and mentor junior developers to be the next wave of industry leaders. Show Notes How to build teams for application and development. How should development teams be built from a non-technical founder or executive ...

Turning Your Ideas Into Reality

May 11, 2021 22:00 - 35 minutes - 24.2 MB

This is episode is about designing software that enables your vision as an organization to become reality. Although this topic may seem simple, it is a common problem that trips up many projects. Join Andrew and Fahad as they discuss how technology leaders should capture and communicate ideas, approach innovation, and bridge the communication gap that so often exists between engineers and executives.  Show Notes How do we turn our ideas into something tangible, into reality into a valuable...

Quantum Computing: Closer Than You Might Think

April 27, 2021 16:00 - 29 minutes - 20.6 MB

In this episode, Andrew and Fahad discuss quantum computers, what they are, how they are different, why they will be game-changing for software, and how technology leaders can begin developing strategies now for quantum computing. Show Notes Background: Classic computers have bits that are defined by either a zero or a one (binary), however, there are limitations to this as our computing needs become more complex and require more processing power while using less energy. Quantum computing...

How to Make Digital Transformation People-Focused

April 13, 2021 17:00 - 33 minutes - 23.2 MB

In this episode, Andrew and Fahad examine digital transformation with a focus on people and strong leadership, how digital transformation should be established at the executive level, ways to keep up with competitors, and how an organization can begin transforming in a way that is healthy for the business and employees. Show Notes Over the next several years 6 trillion dollars will be spent on digital transformation and yet 70% of these initiatives will fail, those that succeed will only ...

Demystifying Software Architecture

March 25, 2021 05:00 - 30 minutes - 20.9 MB

In this episode, Andrew and Fahad demystify software architecture, discussing what defines architecture, how to make it less complicated, what the real goals of architecture should be, why patterns and technical debt are important, and how company execs can use this knowledge to empower their business. Show Notes Software systems are becoming increasingly sophisticated and complex and business expectations are driving that complexity.  Go back to first principles Earn Your Complexity  A...

Data Mesh: A Deeper Dive

March 09, 2021 03:00 - 30 minutes - 21.1 MB

In this episode, Andrew and Fahad take a deeper dive into Data Mesh Architecture, discussing why it's important as well as examining the value of centralized vs decentralized structures. They also discuss data mesh nodes, examine some common issues a business might face with data mesh, and explore ways an enterprise can transition from a centralized structure to a data mesh. SHOW NOTES: What is data mesh and why is it important? As opposed to a data lake, which is the attempt to centraliz...

Let Your Vision be the Guide, Not a Contract

February 08, 2021 20:00 - 32 minutes - 22.5 MB

This episode is a discussion about the vision being your guide to navigate your digital initiatives. Don’t let yourself be tied to a contract. Be adaptable and flexible. There is no playbook but you can take steps to deliver thoughtful software. At the end of the day, it's all about value and delivering a product that your customers not only love but are served through. Show Notes Fixed Scope In 2020, two-trillion dollars was lost on harmful software. Fixed scope does not allow for dyna...

Bring Data to Life with Storytelling, Featuring Katie Taylor, CEO of Untold Content

January 26, 2021 16:00 - 40 minutes - 28.1 MB

This episode is all about storytelling and data. By itself, data is just numbers. However, if presented as a story the impact is far-reaching on how it shapes the content we consume. To become a visionary Technology leader, storytelling is key to bring clarity in a noisy world. Show Notes:  Humans are wired for story Data + story equals a more compelling narrative which could lead to more adoption The right data in the right graph can be transformative The key to effective data visualiz...

Thoughtful Software in 2020 and Looking Ahead

January 12, 2021 16:00 - 48 minutes - 33.5 MB

In this episode, Andrew and Fahad reflect on the state of software and technology in 2020. They discuss what advancements were made that enabled various platforms to become more thoughtful, as well as what companies can improve upon in the coming year. From the medical industry to privacy and data, join Andrew and Fahad as they bring us insight on how software across several spectrums can become more Thoughtful. Show Notes: Advancements for Software in 2020 to be more Thoughtful Data Pha...

Navigating Compliance the Easy Way with Darren Gallop, CEO of Securicy

December 16, 2020 20:00 - 42 minutes - 29.1 MB

In this episode, we are speaking with Darren Gallop CEO and co-founder of Securicy, a venture-backed company that helps startups simplify information security and privacy compliance. Listen to Andrew, Fahad, and Darren cover the most common mistakes SaaS founders make when it comes to security. They also explore the best practices to follow and share actionable insights into what you can do to prepare for the coming year. Show Notes:  It is important to address compliance sooner than late...

How to Start an Emerging Tech Project

December 08, 2020 18:00 - 38 minutes - 26.3 MB

Our topic for discussion on this episode is centered around Emerging Tech such as computer vision, AI, NLP,  and specific steps to take if you want to start an Emerging Technology Project. At the end of the day, it all comes down to playing the long game, thinking long term, and spending time where it’s needed the most - discovery. Listen in as Andrew and Fahad share insight and best practices. This might be the jumpstart you need to start your new Emerging Tech project! Show Notes:  Defin...

Microservices: Trading Code Complexity with Organizational Complexity

November 18, 2020 13:00 - 42 minutes - 29.4 MB

In this episode, we are exploring the topic of microservices. Together, Andrew and Fahad discuss the details of microservices, who should utilize them, how they work, advantages and disadvantages, best practices, and examples where the utilization of microservices benefitted major companies.  Show Notes:  What are microservices and why are they important? The trade-off between microservices and monoliths Why decouple everything? How could companies migrate towards microservices? How Ca...

Focus on Delivering Value Not Features

November 04, 2020 10:00 - 35 minutes - 24.3 MB

We are excited to bring you a brand new episode focusing on the topic of delivering value and the software development life cycle. Listen in as Andrew and Fahad discuss why thinking about value is more important than shipping features, agility vs agile, Point Theater, the roles of Project Managers and Product Managers, how to measure value, and so much more. Episode Highlights: Why it's important to have a software development lifecycle Understanding the vision of the project before wri...

Deploying a Multi-Cloud Strategy

October 21, 2020 12:00 - 30 minutes - 21.1 MB

In this episode we are jumping into the cloud, specifically discussing how businesses can deploy a multi-cloud strategy to diversify services, mitigate risk, and enable innovation. Andrew and Fahad discuss the ins and outs of a multi-cloud distributed architecture and why it's essential for every technology business. Episode Highlights Defining multi-cloud architecture Prominent multi-cloud providers:  IBM Google Cloud Platform (GCP) Amazon Web Services (AWS) Azure Oracle Examples o...

Using Technology to Improve Mental Health with Kat Houghton, Co-Founder of ilumivu

October 07, 2020 12:00 - 33 minutes - 22.9 MB

In this episode, we are speaking with psychologist and tech founder, Kat Houghton. Kat founded ilumivu to help mental health clinicians and researchers support real-time behavioral interventions. She is a pioneer in using digital tech to disrupt the way mental health is accessed and delivered. Listen in as Andrew, Fahad, and Kat discuss health and tech, data collection, and the good we can do when science and data meet. Episode Highlights:  The need for a service like ilumivu  Digital ph...

CFOs, CF-NOs, and Innovation with Mahesh Patel, CFO of Druva-

September 18, 2020 19:00 - 34 minutes - 23.7 MB

The relationship between a CFO and technical executives is vital for the health of a successful company, but sometimes CFOs get the reputation for saying No and shutting down tech projects. In this episode, we are speaking with Mahesh Patel, CFO of Druva. Mahesh gives us great insight into how CFOs view innovation and taking risks as well as giving helpful advice for how CFOs can best work with CTOs and CIOs and how to avoid being a CF-No.  Episode Highlights:  Innovation is about the busi...

Simple Evolutionary Architecture

September 02, 2020 20:00 - 41 minutes - 28.8 MB

This episode is all about simplicity. Too often, especially in the software industry, we make things too big and too complicated and miss the point when it comes to designing great software. The focus should always be on the user and solving problems. Listen in as Andrew and Fahad discuss what it really means to value simplicity in software architecture, what’s missed, and how you can drill down to the simplest methods of building software that works. Episode Highlights:  Why simple is dif...

The Evolution of Data Architecture: Moving to a Data Mesh

August 25, 2020 12:00 - 30 minutes - 21.3 MB

Recently, Andrew and Fahad led a webinar in the Kakou CxO Community, a private platform for CXOs and technology leaders to collaborate on topics from data privacy to emerging technologies, This discussion was on the topic of the Evolution of Data Architecture: Moving to a Data Mesh. Andrew and Fahad examine the benefits of a Data Mesh, how to get started, how to make the transition, and how to mitigate the risks with a data mesh. Episode Highlights:  Defining a data mesh and why it should ...

Internal Tooling, Privacy, and What Happened with that Twitter Hack

August 12, 2020 12:00 - 39 minutes - 27 MB

A glossed over part of the recent Twitter Hack was the underinvestment in internal tooling. In this episode, we’re discussing the hack, how companies can strategize, where and how privacy fits in, and what both startups and enterprises can do to address internal tooling. We hope you enjoy this conversation! Episode Highlights:  Defining social engineering The need for regulation in social media A strategic approach to shoring up internal tooling: Get your own process codified inside a t...

Software is a Team Effort

July 28, 2020 13:00 - 43 minutes - 30.1 MB

Software is a team effort, and it centers around people. There isn't really any automation or AI that can solve the entire problem. AI might be a piece of the puzzle, but it really needs to be centered around how to get people to come together, share the values do the right thing. This episode of the Thoughtful Software Podcast is all about the importance of a team. Creating really great software is not about a superstar developer, but in fact, it's a team sport. Listen in as Andrew and Faha...

Exploring Open Source with Amanda McPherson

July 13, 2020 15:00 - 53 minutes - 37 MB

In this episode, we’re diving into the world of Open Source with expert in the field, Amanda McPherson. Amanda is an advisor, board member, writer, and college lecturer on technology, marketing, and open source issues. Previously, she was the Chief Marketing Officer and Vice President of Developer Programs for The Linux Foundation, a worldwide non-profit that advances and protects the Linux operating system and other open source software projects. As a founding executive of the Linux Foundat...

Key Features of Collaboration First Architecture

June 29, 2020 14:00 - 34 minutes - 23.8 MB

In this episode, Andrew and Fahad are looking ahead and discussing the trend toward collaboration first software. We believe the next generation of engineers, product designers, and salespeople want a real-time collaborative experience when it comes to software in the workplace and will in turn increase productivity and efficiency. Join in the conversation with us as we examine the benefits and key features of collaboration first architecture. In this episode we discuss:  Software is chan...

Leadership Principles: A Conversation with Joe Moglia, Chairman of TD Ameritrade

June 17, 2020 19:00 - 34 minutes - 23.9 MB

When you listen to someone share his or her life story and overcoming obstacles, you can't help but feel inspired as you think about your own goals and aspirations. In this episode, you'll hear an interview with leader, author, and coach, Joe Moglia. Joe is the Chairman of the Board at T.D. Ameritrade, Chairman of the Fundamental Global Investors and Capital Wealth Advisors, and Chair of Athletics and Executive Advisor to the President at Coastal Carolina University. Listen in as he and Faha...

Leading During a Crisis - An Interview with a 4 Star General

June 02, 2020 19:00 - 34 minutes - 23.4 MB

No matter who you are or what setting you find yourself in, leadership is leadership. You do not have to be a highly decorated 4 Star General who leads tens of thousand soldiers to implement strong leadership practices, but who better to learn from when it comes to leading people well? In this episode, you are getting to hear an exclusive interview on leading through a crisis. We met General Brown through Kākou CXO. Kākou CxO is a new shared-trust, peer-invite only community for CIOs, CISO...

Building a Strong Remote Company

May 20, 2020 10:00 - 37 minutes - 25.5 MB

Recently Skiplist Founder and CEO, Andrew Wolfe, was interviewed on The Future Lab Podcast with Chris Berry. We wanted to share the interview here on our show because it's packed full of incredible insight when it comes to leadership and building trust in remote work. It's very fitting for our time as so many companies became a distributed or remote company overnight. Listen in as Andrew shares his experience on remote transformation and building trust within your organization. In this epi...

Understanding Software Platforms

May 06, 2020 13:00 - 34 minutes - 23.7 MB

Today's episode is all about Software Platforms. Andrew and Fahad are discussing how Software Platforms have evolved over time and what they actually are now, how a platform is different from a product, the architecture needed underneath, and what we see companies getting wrong about platforms. In this episode we discuss:  the basics of a Software Platform Network Effects creating solutions instead of platforms  GitHub's rise as a successful platform creating the right architecture to...

Remote Transformation: Going Beyond Slack and Zoom

April 22, 2020 11:00 - 39 minutes - 27.4 MB

The hot topic for several years has been digital transformation. Today, remote transformation has become essential for every company. There is little doubt now that employees only have to be in the office to work. However, going remote goes beyond installing Slack and Zoom. Going remote requires companies to transition from approval-based workflows to audit-based workflows. In this episode, Andrew and Fahad discuss from their experience new workflows and what it really means to be a remote c...

Remote Transformation: Going Beyond Slack and Zoom

April 22, 2020 11:00 - 39 minutes - 73.1 MB

The hot topic for several years has been digital transformation. Today, remote transformation has become essential for every company. There is little doubt now that employees only have to be in the office to work. However, going remote goes beyond installing Slack and Zoom. Going remote requires companies to transition from approval-based workflows to audit-based workflows. In this episode, Andrew and Fahad discuss from their experience new workflows and what it really means to be a remote co...

The State of Venture Capital with Samir Kaji

April 15, 2020 05:00 - 36 minutes - 25.2 MB

Our guest for this episode is Silicon Valley veteran, Samir Kaji. Samir is the Senior Managing Director at First Republic Bank, a Kaufman fellow and the source of truth for venture capital and emerging VC funds. Together, Fahad and Samir discuss how the current COVID crisis is affecting venture capital and start-ups and what we can expect moving forward.  Host: Fahad Shoukat Guest: Samir Kaji, Senior Managing Director at First Republic Bank & Innovation Sector Strategy Lead Samir is curren...

Grokking Machine Learning

April 08, 2020 06:30 - 42 minutes - 29.2 MB

Today’s guest is Machine Learning expert, Luis Serrano. Luis has a passion for teaching and is the author of Grokking Machine Learning. He is currently a researcher at Zapata Computing working on quantum computing. This episode covers a wide variety of information centered around machine learning, AI, applications for ML, and why everyone should learn Machine Learning. Host: Fahad Shoukat Guest: Luis Serrano, Author of Grokking Machine Learning, Quantum AI Research Scientist at Zapata Comp...

Sleep, Improving Immunity, and Making Better Decisions

March 25, 2020 05:00 - 42 minutes - 29.3 MB

This episode is all about the importance of sleep for optimal performance. Our guest is Dr. Michelle Jonelis a Sleep Medicine Physician. Dr. Jonelis specializes in behavior sleep therapy and has so many great things to say about sleep, why it’s important for your health and reaching optimal performance, and how we can get better quality rest. Host: Fahad Shoukat Guest: Dr. Michelle Jonelis, Sleep Medicine Physician Dr. Michelle Jonelis is a Board Certified Sleep Medicine physician who prac...

"Righting Software" with Juval Lowy

February 12, 2020 07:00 - 57 minutes - 39.6 MB

Our guest for this episode is author, teacher, and keynote speaker, Juval Lowy. Recognized by Microsoft as a software legend, Juval has been in the software industry for over 20 years and is definitely one of the world’s top experts and industry leaders. Andrew, Fahad, and Juval discuss insights, techniques, and breakthroughs, in architecture, project design, development process, and technology. They also talk about Juval’s latest book, “Righting Software.” Take some notes along the way as y...

The Human Cloud and Transforming Work with Matt Mottola

February 05, 2020 17:00 - 41 minutes - 28.3 MB

Are things changing for better or worse in the gig and freelance economy? In this episode we're diving into that conversation with Matt Mottola, discussing the human cloud, major pain points for corporations and freelancers, and what we expect in the years ahead. Episode 31: The Human Cloud and Transforming Work Hosts: Fahad Shoukat and Andrew Wolfe Guests:  Matt Mottola, Product Leader | Building the Human Cloud ‍Matthew R Mottola builds the human cloud, a model of work that is digital,...

The Human Cloud and Transforming Work

February 05, 2020 17:00 - 41 minutes - 56.7 MB

Are things changing for better or worse in the gig and freelance economy? In this episode we're diving into that conversation with Matt Mottola, discussing the human cloud, major pain points for corporations and freelancers, and what we expect in the years ahead.

Bringing Policymakers and Blockchain Together

January 08, 2020 05:00 - 44 minutes - 30.4 MB

In this unique episode, Andrew and Fahad speak with Kristin Smith, Executive Director from the Blockchain Association in Washington D.C. They dive into blockchain, cryptocurrencies, and how policymakers are addressing emerging technologies. Blockchain Association’s mission is to change public policy in Washington so that crypto and blockchain technology has the clarity needed to thrive. Kristin is passionate about advancing blockchain with the support of Washington D.C. She brings expert kno...

Learning about NLP

December 18, 2019 05:00 - 39 minutes - 27.4 MB

Today we're taking a deep dive into Natural Language Processing (NLP). It's an exciting topic and an important piece of the software puzzle. For people, speaking and understanding are simple, but its actually quite difficult for computers. Our conversation with Skiplist Principal Developer, Josh Smith, revolves around what NLP is, what it's not, and why it's so hard to do.

How to be a great CTO

November 06, 2019 04:00 - 45 minutes - 31.1 MB

What does it take to be a good CTO? It's important for every organization to understand what it means to be a good technology leader. Whether you are the CIO, CTO, CSO, or CDO, you own the technology at your company. In this episode, Andrew and Fahad are diving into what it means to be a great CTO, misconceptions in the industry, and sharing more helpful information on how to best work with CTOs in your organization.

10 Reasons Why Software Projects Fail

October 01, 2019 07:00 - 1 hour - 45.1 MB

Today we’re breaking away from our typical Thoughtful Software Podcast format and going a little more technical. Experts in the tech industry, Andrew and Fahad, have compiled their top reasons as to why Software Projects Fail. This is a huge issue because software projects are costly and have a high failure rate. Here at Skiplist, we want to bring a thoughtful perspective to the way we build software for our clients and focus on the positive impact thoughtfully built software can have on soc...

Building a high-performance team culture with David Kravitz from Karma

September 24, 2019 06:00 - 43 minutes - 30.1 MB

Today on the Thoughtful Software Podcast, we’re sharing a conversation with our friend David Kravitz of Karma. Karma is a Slack application that’s designed to build High-performance team culture, build happier teams, set goals, track performance, and reward excellence.David, Andrew, and Fahad are sharing their thoughts on the psychology of rewards systems, handling positive and negative feedback, and what makes a great remote working culture. Remote offices are becoming more popular today and...

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