Engineering Leadership
by Gregor Ojstersek
Navigate the path to CTO. Engineering Leadership by Gregor Ojstersek provides weekly, practical advice on scaling engineering teams, individual growth, and technical strategy.
About Engineering Leadership
Engineering Leadership is the 'playbook' for the modern CTO. Its weekly newsletter is famous for its 'Real World' case studies—sharing the specific hiring filters, promotion rubrics, and technical debt strategies that Gregor has used in his career. It's unique for its raw honesty about the 'lonely' seat of a CTO and its focus on the transition from 'coder' to 'strategist'. It is an essential read for anyone navigating the high-stakes world of startup leadership.
What Makes This Newsletter Unique
Mentorship at Scale. It feels less like a magazine and more like having a weekly 1-on-1 with a seasoned CTO.
Who Should Subscribe?
Engineers looking to move into management, and current leaders looking for a peer-perspective on scaling and operations.
Content Format
A sophisticated weekly email featuring one 'Deep Dive' guide and a list of 'Actionable Takeaways'.
Recent Newsletter Issues
Pricing & Subscription Options
Premium Newsletter
- Weekly emails
- Unsubscribe anytime
Free weekly newsletter + Paid membership for full access and direct mentorship
View PricingLeave a Review
Our Take: Pros & Cons
Pros
- Transparent and honest advice from a current practitioner
- Excellent for practical operational templates (rubrics, hiring)
- Clear focus on the startup ecosystem
Cons
- Higher density of 'career/management' vs 'technical' content
- Requires a subscription for the full archive of templates
Frequently Asked Questions
Is it for junior devs?
While it can be inspiring, its content is primarily aimed at those in or aspiring to lead teams (Senior, Lead, Manager, CTO).
How often is Engineering Leadership published?
Engineering Leadership is published weekly.
Who writes Engineering Leadership?
Engineering Leadership is written by Gregor Ojstersek. Gregor Ojstersek is a seasoned CTO and VP of Engineering who has led several high-growth startups to successful outcomes.
About the Author: Gregor Ojstersek
Gregor Ojstersek
Gregor Ojstersek is a seasoned CTO and VP of Engineering who has led several high-growth startups to successful outcomes. He is an active mentor and writer on the complexities of technical leadership.
Similar Newsletters You Might Like
AI Breakfast
A curated diet of AI news. AI Breakfast provides in-depth analysis of the latest breakthroughs and their impact across finance, healthcare, and education.
AI Valley
Daily AI trends and tutorials. AI Valley makes complex AI topics accessible with a concise 2-5 minute read, covering the latest news and actionable guides.
Alpha Signal
Technical AI news for the engineer. Alpha Signal delivers the latest breakthroughs, trending code repositories, and research insights from the world of artificial intelligence.
Data Machina
Weekly curated AI & Machine Learning research. Data Machina provides a minimalistic, high-signal digest of the latest projects, papers, and tools for data professionals.
Deep Learning Weekly
The technical heartbeat of AI. Deep Learning Weekly aggregates the most significant industry news, research papers, and technical tutorials for deep learning practitioners.
Every
A daily newsletter on what comes next in tech. Every combines AI-focused essays with practical productivity tools, reaching 100K+ readers with insights from Dan Shipper's Chain of Thought column.
Ready to Subscribe to Engineering Leadership?
Get weekly insights delivered to your inbox
Visit Engineering LeadershipUnsubscribe anytime.