Hello from Awesome CTO newsletter!
It’s been more than 2 months since the last update, I’ve got quite a few interesting materials for you :)
And now the diff
Recent times have been turbulent for many people, with layoffs and searching for a new job. I hope this articles will be relevant for those affected:
How to spend your first 30 days in a new senior-level role
(in addition to an excellent Your first 90 days as CTO or VP Engineering by Will Larson from StaffEng)
In case you’re joining a company with equity / options as part of the compensation scheme, read those:
Option grants at seed (Index Ventures)
Joining the new startup, with a handsome stock option allocation
Equity 101 for Software Engineers at Big Tech and Startups by Gergely Orosz from Pragmatic Engineer
Several useful articles in People Management:
Performance reviews are coming up by Gergely Orosz
Meetings for an effective eng organization by Will Larson
The One Key to Dealing with Senior Executives: Answer the Question!
Cycle times by Andrew Bosworth (CTO at Meta)
Measuring an engineering organization by Will Larson
Architecture and Technology sections had few good additions as well:
Biggest architectural mistake was going full microservice by GitHub CTO
Accentuate the negative: making the non-perfect decision. Technical decision making
In addition, make sure to check the amazing Developer Roadmaps. I probably need to make one for CTO role too :)
As for leadership, here’re the 3 new links:
Please send me any new articles you come across that seem especially relevant for this collection.
That’s all for now. Until next time!

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