logo
episode-header-image
Jan 2024
52m 54s

#93 - The Technical CTO + Readying for I...

Tobias Schlottke - alphalist CTO Podcast
About this episode
Leveraging Your Tech Knowledge as CTO: Staying Hands-On and Readying for IPO

Embrace the technical side 🔧 of the CTO role with Allan Leinwand, CTO of Webflow 🖱️ who has combined technical know-how with great products on every layer of the OSI Model: from setting up HP’s first ethernet, CISCO’s early networks, building the world’s first CDN at Digital Island, and continuing up the stack to enterprise cloud ☁️ (ServiceNow), social gaming​​ 🎮 (zynga), communications 💬 (Slack), eCommerce 🛒 (Shopify) and now webdesign 🎨(Webflow).

Listen to find out;

  • Why deep technical knowledge 🧠 allows better products
  • How a monolith can combine individual code ownership and great deploy times 🤔
  • How to attract 🧲 talent with a ‘boring’ stack (+ Innovation Lab 101)
  • How to embrace the role of a pre-IPO CTO 🧑‍🚀🚀
  • How to stay technical as a CTO 🧑‍💻
  • Why he ships small fixes from their #UX-Papercut chann Listen here

BROUGHT TO YOU BY: WorkGenius and codecentric

About Allan Leinwand:

Allan Leinwand is the Chief Technology Officer (CTO) at Webflow, where he leads the engineering team. He joined Webflow from Shopify, where he also served as CTO. Prior to that, Leinwand was SVP of Engineering at Slack and the CTO at ServiceNow, where he grew engineering from 100 to thousands and led the team through an IPO. Before ServiceNow, he was the Infrastructure CTO of Zynga, a Venture Partner at Panorama Capital, an Operating Partner at JP Morgan Partners, and spent 7 years at Cisco Systems (among many other roles). Allan is the author of two books ("Cisco Router Configuration" and "Network Management: A Practical Perspective"), an investor, a board member at Compass and a trustee at Harvey Mudd College. He is based in San Francisco.

TIMESTAMPS (approx)

(00:00) Intro (02:10) Creating A Frontend For Front-End Webdesigners At Webflow (04:31) Allan’s Nerd Journey (08:38) Allan's Experience In Venture Capital (09:16) Allan's Transition To Social Gaming (09:28) ServiceNow And Slack (09:43) Shopify And Webflow (11:04) How Technical Knowledge Creates Technical Excellence (12:41) 2 Types Of CTOs: Thought Leaders And Builders (13:34) Diverse Domains Need Diverse Stacks - Choosing New Challenges (16:22) Webflow's Tech Stack (19:25) Webflow's Secret Sauce (24:05) Staying Technical As A Builder CTO (25:58) The Importance Of Understanding Developer Workflow (26:25) The Role Of A CTO In Understanding And Improving The Tech Infrastructure (26:38) Solving Ux Paper Cuts: Why He Ships Small Changes (28:04) How To Stay Technical As CTO With Community And Coding (30:26) Why Webflow is Monolith (30:52) The Importance Of Code Ownership In A Monolith Structure (31:33) The Debate: Monolith Vs Microservices (31:59) Fast Deployment In A Monolith (Kubernetes And Docker) (33:10) The Role Of A CTO In Code Quality And Team Management (34:03) The CTO In A Pre-IPO Company (34:45) How To Make A Company IPO Ready As CTO (35:09) The Importance Of Aligning Engineering Needs With Business Needs (37:13) The Challenge Of Tech Debt And Its Impact On Innovation (40:36) Attracting Talent With Conservative Stack (43:19) The Role Of Innovation Labs In A Tech Company (46:40) The Importance Of Specialization In Engineering (48:09) Choosing The Right Company: The Role Of Passion And Leadership (51:46) The Importance Of Patience And Persistence In A Tech Career

Quotes:###

VC is not for everyone. It is hard to be that hands off when you're a technologist at heart

’” - Allan Leinwand, CTO of Webflow,alphalist CTO podcast #93

Look for companies where you passionately believe in the product, you passionately believe you can bring something to it, and they're led by folks that really understand the market they're tracking and they really are passionate about it because those things combined are just an amazing place to” - Allan Leinwand, CTO of Webflow,alphalist CTO podcast

About our sponsors

WorkGenius

Tired of sifting through countless resumes and struggling to find the right tech talent? Look no further! WorkGenius has just acquired Expertlead, known for its innovation in matching tech freelancers with top-tier companies and offering peer-to-peer live coding assessments. Now, they bring even more efficiency to your hiring process. Whether you're a startup or an established enterprise, WorkGenius is now here to turbocharge your hiring process. Say goodbye to the guesswork and endless interviews. WorkGenius matches your candidates experienced senior developers and puts them through tailored, enjoyable, and fair technical interviews. Your company will get the cream of the crop - the most sought-after talents in the industry- while saving your hardworking Tech and HR teams valuable time. Start your journey with WorkGenius - head over to https://link.alphalist.com/work connect with an expert, and find the perfect match for your engineering needs.

codecentric

The codecentric Culture and Career Podcast is unique for a company podcast. It is just employees talking freely about their daily life - from IT consulting projects they are working to imposter syndrome. We support this because we think it's pretty cool that codecentric simply lets the colleagues talk about everything, no matter what it's about - project business, Imposter sydrome, further education or parental leave in the consulting business. For us it is definitely worth a recommendation. Listen in - the codecentric Culture and Career Podcast. Note - its in German. Just go to: www.link.alphalist.com/cc

Up next
Jul 10
#125 - Two CTO Dinosaurs vs. Today's Tech Hype with Raz Shuty // CTO @ auxmoney
What happens when two experienced CTOs sit down to debunk the latest tech trends? Raz Schweiger-Shuty, CTO at auxmoney, joins Tobi for an unfiltered discussion about the hypes, myths, and wastes of resources that plague modern tech companies. After taking over a 17-year-old finte ... Show More
1h 3m
Jun 27
#124 - The Path to AGI: Inside poolside’s AI Model Factory for Code with Eiso Kant
How do you build a foundation model that can write code at a human level? Eiso Kant (CTO & co-founder, Poolside) reveals the technical architecture, distributed team strategies, and reinforcement learning breakthroughs powering one of Europe’s most ambitious AI startups. Learn ho ... Show More
1h 3m
Jun 12
#123 - From Nokia to AI-IoT: Engineering the Physical World with Bernd Groß // CEO @ Cumulocity
The physical world is becoming digital—and it requires fundamentally different technical architecture than traditional IT systems. Bernd Groß leads technical leaders through the evolution from enterprise software to industrial IoT, where real-time data from 30,000 wind turbines a ... Show More
1h 3m
Recommended Episodes
Feb 2024
How to Build a Technical Strategy That Solves Business Problems | CircleCI CTO, Rob Zuber
It doesn’t matter if you have an innovative technical strategy if you’re not solving problems the business cares about…  This week, host Conor Bronsdon sits down with Rob Zuber, CTO at CircleCI. They delve into the evolving role of engineering leaders, and the importance of build ... Show More
58m 45s
Jun 2024
Accor CTO's Hotel Tech Masterclass: Cyber Security, Sustainability and More
In this episode of Hotel Tech Insider, we dive deep into the future of hotels and the technology driving them forward. Our guest, Floor Bleeker, the CTO of Accor, one of the largest hotel companies globally, shares insights into how technology is revolutionizing every aspect of A ... Show More
32m 52s
Jan 2025
Inside Gong: How teams work with design partners, their pod structure, autonomy, trust, and more | Eilon Reshef (co-founder and CPO)
Eilon Reshef is the co-founder and chief product officer at Gong, one of the most ubiquitous B2B products in the world. In our conversation, we discuss:• Gong’s unique approach to working with design partners• Their unique pod model• Why Eilon makes big decisions quickly• Lessons ... Show More
56m 42s
Apr 27
Inside monday.com’s transformation: radical transparency, impact over output, and their path to $1B ARR | Daniel Lereya (Chief Product and Technology Officer)
Daniel Lereya, the Chief Product and Technology Officer at monday.com, shares how he and his team realized they were being outpaced by competitors and how that realization completely transformed how they operate and allowed them to build a global powerhouse, doing over $1 billion ... Show More
1h 32m
Sep 2024
1,036: The Power of AI in Shaping Strategic Finance Leadership | Zane Rowe, CFO, Workday
In 2012, after nearly two decades in the airline industry, Zane Rowe made a bold career pivot. Leaving behind his role as CFO at United Airlines, Rowe stepped into the tech world, joining Apple in a sales role—a move many saw as risky but one that would ultimately shape his persp ... Show More
36m 17s
Dec 2024
Best of 2024: The Art of Prompt Engineering with Alex Banks, Founder and Educator, Sunday Signal
As we look back at 2024, we're highlighting some of our favourite episodes of the year, and with 100 of them to choose from, it wasn't easy!The four guests we'll be recapping with are:Lea Pica - A celebrity in the data storytelling and visualisation space. Richie and Lea cover th ... Show More
44m 58s
Oct 2024
Navigating NIST CSF 2.0: Guide to Frameworks and Governance
In this episode, we sat down with Lukasz Gogolkiewicz, an Australia-based Cybersecurity Leader and former pentester, to explore his journey from offensive security into cybersecurity leadership. Lukasz, also a speaker coach at BlackHat USA, brings valuable insights into what it t ... Show More
36m 29s
Feb 2025
#281 Developing AI Products That Impact Your Business with Venky Veeraraghavan, Chief Product Officer at DataRobot
As AI continues to dominate industry conversations, the notion of AI readiness becomes a focal point for organizations. It's a multifaceted challenge that goes beyond technology, encompassing business processes and cultural shifts. For professionals, this means grappling with que ... Show More
38m 45s
Mar 2025
How to win in the AI era: Ship a feature every week, embrace technical debt, ruthlessly cut scope, and create magic your competitors can't copy | Gaurav Misra (CEO and co-founder of Captions)
Gaurav Misra is the co-founder and CEO of Captions, an AI-powered video creation company and one of the most successful consumer AI products in the world today. Previously he was a product leader at Snap, where he created the design engineering function and spent years helping de ... Show More
1h 25m