In this episode of How Many CTOs Does It Take?, hosts Brad Hefta-Gaub and Scott Porad discuss best practices for running effective staff meetings. They explore different meeting structures, including ad hoc agendas, the 'ball of mud' pattern, and structured rhythms for sprint reviews and operations reviews. The duo emphasizes the importance of having a clear agenda to avoid unproductive meetings and suggest using categorized agenda items to align discussions with organizational goals. They also address the challenge of keeping attendees engaged and focused on key objectives. Practical tips for promoting fiscal responsibility, system uptime, and team engagement are shared to help leaders run more efficient and meaningful staff meetings.

00:00 The Importance of Meeting Agendas 00:21 Introduction to the Podcast 00:32 Different Approaches to Staff Meetings 01:14 Effective Meeting Structures 02:43 Tailoring Meetings to Company Needs 04:20 Balancing Structure and Flexibility 06:37 Addressing Common Meeting Issues 09:46 Implementing Structured Agendas 12:06 Engaging Attendees in Meetings 14:02 Conclusion and Podcast Outro

In this episode of How Many CTOs Does It Take?, hosts Brad Hefta-Gaub and Scott Porad discuss the importance of building trust within a team, especially when working remotely. They delve into personal anecdotes, effective management strategies like office hours, 5-minute summary videos, and regular one-on-ones. Brad and Scott emphasize the role of authenticity, vulnerability, and positivity in fostering trust and share their experiences tackling legacy culture in new roles. They conclude by reiterating that every interaction either builds or destroys trust, advocating for a genuine and transparent approach to leadership.

00:00 Introduction and Connection  00:32 Meet the Hosts  00:39 Patreon Perks and Swag  01:09 Boat Talk and Personal Stories  03:44 Building Trust in Teams  10:35 Empowerment and Ownership  11:57 Navigating Legacy Culture 16:04 Engaging with Team Members 17:22 Navigating Group and One-on-One Settings 18:03 Building Trust in Group Settings 19:55 Effective One-on-One Strategies 22:00 Open Office Hours and Authenticity 24:05 Remote Trust Building Techniques 28:26 The Power of Micro Interactions 29:54 Authenticity in Remote Leadership 36:38 Conclusion and Podcast Outro

In this episode of How Many CTOs Does It Take?, hosts Brad Hefta-Gaub and Scott Porad sit down with Marcelo Calbucci, a seasoned CTO, startup founder, and author of The PRFAQ Framework: Adapting Amazon’s Innovation Process to Work for You.

Marcello shares insights on the PR FAQ framework—an innovation decision-making tool used extensively at Amazon—and its applicability to startups, product managers, and even internal projects within larger organizations. The conversation covers the steps to creating a PR FAQ, common pitfalls, and tips on how to integrate this framework into established corporate cultures.

Marcello also discusses his transition from startups to Amazon, the importance of internal alignment, and the value of answering tough, strategic questions early in the project lifecycle.

00:00 Introduction and Guest Welcome 00:58 Marcello's Background and New Book 02:08 Experience at Amazon 03:46 Understanding PR FAQ 05:25 Importance of Customer Value 07:07 Team Alignment and Decision Making 08:54 PR FAQ in Practice 15:14 Using PR FAQ for Internal Projects 19:18 Adopting PR FAQ in Established Organizations 20:56 Overcoming OKR Failures 21:45 Implementing PR FAQ Format 22:55 Common Pitfalls of PR FAQ 26:03 Confidentiality and Sharing PR FAQ 28:53 Using PR FAQ for Personal and Team Clarity 31:21 Controversial Aspects of PR FAQ 34:45 Adopting PR FAQ in Startups 37:42 Writing a PR FAQ Book 39:33 Conclusion and Where to Find the Book

How Many CTOs Does It Take? Exploring Startups, Process, and Engineering Efficiency

In this episode, two CTOs tackle a wide range of topics, starting with the humorous notion of the number of CTOs needed to accomplish common tasks like naming a podcast or establishing coding standards.

They share insights into their professional lives, discussing the intricate dynamics of hiring family, the nuances of early startup life, and the importance of implementing processes from the get-go. 

The conversation delves deep into engineering management strategies, from effective retrospectives and debt registers to the pivotal role of estimation accuracy as a proxy for team performance. 

They also explore cutting-edge tools like GitHub Codespaces and methods to measure leverage within teams. 

The discussion is rich with actionable insights for tech leaders and startup enthusiasts, emphasizing the balance between productive processes and agile development.

• 00:00 Introduction and Podcast Title Discussion

• 01:14 Hiring Family for Work

• 03:37 Stealth Startup Insights

• 04:31 Process and Team Dynamics

• 10:02 Breaking the Iron Triangle

• 15:54 Exploring GitHub Codespaces

• 21:05 The Challenge of Tech Debt

• 22:17 Creating a Debt Register

• 23:16 Project Retros and Estimating Costs

• 27:08 The Importance of Leverage

• 31:42 Measuring Engineering Efficiency

• 36:23 Closing Thoughts and Announcements

Tech Journeys: From Early Internet Days to AI and Beyond

In this episode, hosts Scott Porad and Brad Hefta-Gaub share their extensive career journeys in the tech industry, revealing their paths from early consumer-facing internet roles to leading engineering teams at high-growth startups. 

Scott discusses his rise from building websites at the University of Washington to heading engineering at TaskRabbit, highlighting his ventures in online media, e-commerce, social media, and gig economy businesses. He also touches on his evolving perspectives on AI and the distinctive culture at TaskRabbit's parent company, IKEA. 

Brad recounts his tenure at RealNetworks, his experience with VR ventures, his adventures in the mountains, and his current role focusing on remote work technology. 

Both hosts share insights on the challenges of transitioning from engineering roles to CTO positions and the importance of balancing business acumen with technical expertise.

• 00:00 Introduction and Podcast Announcement

• 00:41 Meet Scott: Career Journey

• 01:32 Early Career and Internet Boom

• 02:52 Successes and Failures in Startups

• 04:24 Working with Brad and Healthcare Challenges

• 08:12 Current Role at TaskRabbit

• 10:03 Insights on IKEA and Company Culture

• 14:17 Brad's Career Path and Early Successes

• 20:56 Lessons from Startups and Fractional CTO Work

• 31:06 The Role of a CTO in Startups

• 37:38 Conclusion and Future Episodes

How Many CTOs Does It Take?: Bridging the Gap Between Engineering and Business

In the inaugural episode of 'How Many CTOs Does It Take?', hosts Scott and Brad explore complex challenges in engineering management and software development.

They delve into topics such as managing technical debt, measuring engineering team performance, and improving communication between engineers and product stakeholders. Through discussions with fellow CTOs, product teams, and business leaders, Scott and Brad aim to uncover insights and create better understanding to tackle these persistent issues.

This episode sets the stage for a podcast series focused on solving the difficult problems that engineering leaders face daily.

• 00:00 Introduction to the Podcast
• 00:44 The Inspiration Behind the Podcast
• 01:18 Recurring Engineering Challenges
• 02:11 The Role of Communication
• 03:39 Bridging the Gap Between Stakeholders and Engineers
• 07:14 The Importance of Problem Understanding