Leadership

10 Best Newsletters for CTOs & Engineering Leaders in 2026

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Boundev Team

Jan 15, 2026
12 min read
10 Best Newsletters for CTOs & Engineering Leaders in 2026

Top 10 newsletters every CTO and engineering leader should follow: From The Pragmatic Engineer to ByteByteGo, Level Up to TLDR. Stay current with engineering management insights.

10 Essential Newsletters for Tech Leaders

The Pragmatic Engineer: #1 tech newsletter on Substack (500K+ readers)
TLDR: 750K readers - daily tech news for busy leaders
ByteByteGo: System design deep-dives every Saturday
Level Up: Management habits and engineering culture insights

Key Takeaways

10 curated newsletters from industry leaders at Uber, Stripe, Shopify, and more
Topics include engineering management, system design, hiring, team building, and tech news
Learn from CTOs and VPs who scaled teams from 20 to 100+ engineers
Mix of essay-style deep dives and curated article collections
Both free and paid options with high-quality, practical content

As a CTO or engineering leader, staying current with industry trends while managing teams is challenging. The right newsletters deliver curated insights directly to your inbox, saving hours of research. We've compiled 10 essential newsletters from experienced leaders at companies like Uber, Stripe, and Shopify—perfect for busy technical leaders building engineering teams.

1

Level Up by Patrick Kua

Engineering leaders get advice on management habits, building trust culture, DevOps, software architecture, and infrastructure best practices from a 20+ year technology veteran.

Topics Covered: Management habits, engineering culture, DevOps, software architecture
Author Background: Patrick Kua - 20+ years experience, focuses on accelerating growth of technical leaders
Content Type: Curated articles + personal experiences and reflections
Best For: Engineering leaders wanting practical management insights
URL: levelup.patkua.com
2

Irrational Exuberance by Will Larson

Short essay-style newsletter on tech leadership, building teams, engineering velocity, and measuring effectiveness from the CTO of Calm (ex-Uber, Stripe, Digg).

Topics Covered: Tech leadership, engineering teams, velocity, team effectiveness, work-life balance
Author Background: Will Larson - CTO at Calm, ex-Uber/Stripe, author of "Staff Engineer" and "An Elegant Puzzle"
Content Type: Short thoughtful essays (not just work-focused)
Must-Read: Stripe's product-led developer-centric growth & flying wedge hiring pattern
URL: lethain.com
3

ByteByteGo by Alex Xu

Essential for CTOs who want to stay technical. Deep dives into system design, algorithms, REST API design, CAP theorem, and database architecture every Saturday.

Topics Covered: System design, algorithms, REST APIs, CAP theorem, databases, scalability
Author Background: Alex Xu - Senior engineering leader (ex-Oracle, Zynga, Apple, Twitter), bestselling "System Design Interview" author
Content Type: Short-form posts with many visuals, easy to digest
Must-Read: "What happens when you swipe a credit card?" & "How to scale to millions of users?"
URL: blog.bytebytego.com
4

Refactoring by Luca Rossi

For engineers jumping to the next level. Covers engineering 1:1s, developer time allocation, code reviews, developer experience, and choosing dev tooling.

Topics Covered: Career growth, 1:1 meetings, hiring, code reviews, developer experience, tooling
Author Background: Luca Rossi - Engineering leader focused on career progression
Content Type: Essay-style with nice illustrations and explanatory screenshots
Must-Read: "How to Improve Engineering Productivity" & "The True Meaning of Technical Debt"
URL: refactoring.fm
5

Enjoyneering by Julien Plée

Tech people management lessons from a VP who scaled GitGuardian from 20 to 100+ engineers. Covers building trust, performance measurement, and onboarding.

Topics Covered: People management, building trust, daily planning, performance measurement, onboarding
Author Background: Julien Plée - VP Engineering at GitGuardian, engineering manager since 2010
Content Type: Short-form practical essays with real GitGuardian insights
Best For: Making tech leadership enjoyable and effective
URL: enjoyneering.substack.com
6

Software Lead Weekly by Oren Ellenbogen

Weekly top stories on hiring, CTO challenges, negotiations, planning, and building dev communities. Features expert interviews and inspiring tweets.

Topics Covered: Hiring, CTO challenges, negotiations, planning, dev communities, soft skills
Author Background: Oren Ellenbogen - VP Engineering at Forter, ex-Commerce Sciences, ex-Delver, ex-Mercury
Content Type: Curated links + expert interviews + community wisdom tweets
Best For: Growing soft skills and staying current with industry trends
URL: softwareleadweekly.com
7

The Pragmatic Engineer by Gergely Orosz

#1 technology newsletter on Substack! Long reads on engineering culture, hiring, compensation, Big Tech insights, and industry news. 550,000+ words of content.

Topics Covered: Engineering approaches, culture, hiring, compensation, Big Tech, startups, industry news
Author Background: Gergely Orosz - Engineering manager (ex-Uber, Skype, Skyscanner)
Content Type: Long-form deep dives + industry leader interviews + "The Scoop" news series
Special Features: LinkedIn efficiency measurement, Linear CTO story, layoff tracking
URL: newsletter.pragmaticengineer.com
8

Tech Manager Weekly by CTO Craft

Weekly wrap of articles for developers and tech executives. Covers remote culture, non-toxic environments, salary overviews, feedback, events, and conferences.

Topics Covered: Remote culture, toxic environments, salaries, feedback, events, communities
Author Background: CTO Craft - Community-driven resource for tech leaders
Content Type: Article roundup + occasional essays + conference calls for papers
Best For: Comprehensive overview of software development trends and speaking opportunities
URL: techmanagerweekly.com
9

The Engineering Manager by James Stanier

Personal essay collection from Shopify's Director of Engineering on managing energy, tutorials for new managers, book reviews, and self-reflection.

Topics Covered: Energy management, tutorials for managers, book reviews, career progression
Author Background: James Stanier - Director of Engineering at Shopify
Content Type: Personal essays and thoughtful stories
Must-Read: "Removing uncertainty," "Path to managing managers," "Delegation creates progression"
URL: theengineeringmanager.com
10

TLDR by Dan Ni

750,000 readers! Daily tech news in concise format covering science discoveries, AI, programming, design, and startup/Big Tech news. Perfect for busy leaders.

Topics Covered: Science, AI, 3D printing, programming (GitHub repos, guides), design, Big Tech news
Author Background: Dan Ni - Tech news curator focused on efficiency
Content Type: Daily summaries + links to relevant articles and resources
Best For: Busy leaders who need to stay current without reading 300 articles/year
URL: tldr.tech

Should You Subscribe to These Engineering Newsletters?

Absolutely yes. All of them are highly practical. Their authors share well-curated content and learnings from VPs, CTOs, engineering managers, book authors, and tech community leaders—exactly the people you want to learn from.

Who Should Subscribe?

Tech leaders: Creating motivated, high-performing teams
Founders: Scaling startups and building engineering culture
Engineers: Leveling up skills and preparing for leadership roles
CTOs: Staying technical while managing teams
VPs of Engineering: Learning from peers at similar-scale companies

Should You Pay for Newsletters?

By paying, you reimburse high-quality content and support the authors who invest significant time creating valuable insights. Engineering newsletters provide curated top stories, practical industry insights, and actionable advice that helps VPs of Engineering, CTOs, and tech leads build their engineering teams smoothly and effectively.

Value of Paid Newsletters

✓ Like buying a good book to boost skills
✓ Similar to paying for an online course
✓ Supports authors who create valuable content
✓ Fair monthly subscription for hours of curation
✓ Direct access to industry insights and best practices

What You Get

• Curated insights from experienced leaders
• Time savings (no need to research 300 articles)
• Practical, actionable advice you can implement
• Learning from companies that scaled successfully
• Industry trends and news in digestible format

How to Choose the Right Newsletters

With 10 excellent options, prioritize based on your current needs:

Newsletter Selection Guide:

For Daily News: TLDR (750K readers) - concise daily tech updates
For Deep Technical Content: ByteByteGo - system design every Saturday
For Management Skills: Level Up, Enjoyneering, or The Engineering Manager
For Comprehensive Coverage: The Pragmatic Engineer - #1 on Substack
For Career Growth: Refactoring - next-level engineering leadership
For Hiring Insights: Software Lead Weekly - hiring and CTO challenges
For Quick Reads: Irrational Exuberance - short thoughtful essays

Why Boundev Values Continuous Learning

At Boundev, we understand that great developers and tech leaders are continuous learners. That's why our pre-vetted developers aren't just technically skilled—they stay current with industry trends and best practices.

What Makes Boundev Developers Special:

Continuous Learning

• Stay current with frameworks and tools
• Follow industry newsletters and blogs
• Participate in tech communities
• Attend conferences and workshops

Technical Excellence

• Strong fundamentals and best practices
• System design understanding
• Code quality and maintainability focus
• Problem-solving and critical thinking

Your Action Plan: Subscribe and Grow

Pick 2-3 newsletters that match your current challenges and subscribe today. Whether you're building your first engineering team, scaling to hundreds of developers, or transitioning from IC to management, these newsletters will accelerate your growth.

Recommended Starting Point:

Week 1: Subscribe to TLDR for daily news + one essay-style (Irrational Exuberance or Refactoring)
Week 2: Add The Pragmatic Engineer for comprehensive coverage
Week 3: Choose based on focus: ByteByteGo (technical) or Level Up (management)
Week 4: Evaluate which newsletters provide the most value and adjust

Stay Informed, Lead Better

These 10 newsletters represent the collective wisdom of industry leaders who've built and scaled successful engineering teams. By subscribing, you're investing in your growth as a technical leader—learning from those who've faced the same challenges you're navigating now.

Pick your newsletters today and join hundreds of thousands of tech leaders who start their week better informed and more prepared to lead their teams to success.

Focus on Leadership, Not Hiring

While you're learning from these newsletters, let Boundev handle your hiring challenges. Get matched with pre-vetted developers who share your commitment to continuous learning.

Find Your Next Developer

Tags

#CTO#Tech Leadership#Engineering Management#Newsletters#Industry News#Professional Development
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Boundev Team

At Boundev, we're passionate about technology and innovation. Our team of experts shares insights on the latest trends in AI, software development, and digital transformation.

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