Management Startups Weak Development Team 
The Product Guy
MAY 23, 2025
The conversation tackled two questions that are defining modern product leadership: How do you make coaching actually work inside product teams How do you embed discovery into everyday work without burning people out or wasting time If you are building product with a team right now, these challenges probably feel familiar.
Lenny Rachitsky
MAY 20, 2025
He most recently ran Product Management, Marketing, and Partnerships across Square while reporting to the CEO. Over a nine-year tenure, he also held various General Manager roles with full P&L responsibility, including the flagship Point of Sale business. ” This person is also referred to as the “skip lead.”
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Productside
APRIL 2, 2025
Yet most product managers still rely on long documents, jargon-filled briefs, and clunky slide decks that dont land with the people who matter. Its a technique borrowed from the world of film and designbut it might just be the most underrated tool in a product managers toolbox. How: Whats your unique approach? Whats frustrating them?
The Product Guy
AUGUST 1, 2019
What do you do when your team is working their socks off and yet they are getting little credit for the work being done, mainly because the team isn’t able to set concrete expectations with the stakeholder? This obviously reflected as a failure to deliver on part of the engineering team. THE CHALLENGE. THE CAUSE.
The Product Guy
OCTOBER 9, 2018
I became a product manager because I wanted to take a more strategic role at my company. First, I did not know how to frame, develop and present product strategy in a systematic way, and second, as a startup, my company has not historically had a good track record of strategy being developed outside of senior management (read: founder).
Product Talk
JANUARY 17, 2024
This means that even when startup founders are motivated to test their ideas, they are more likely to notice the evidence that suggests their idea is fantastic and miss the evidence that suggests their idea is flawed. He began reading books like The Lean Startup by Eric Ries and The Four Steps to the Epiphany by Steve Blank.
The Product Guy
JUNE 11, 2018
The most important take-aways were the importance of consistent one-on-ones and realisation that team diversity can sometimes oppose the team culture and this is not a bad thing. Of course we had internal discussion about this situation in my team. Company culture vs team diversity. Mentorship experience.
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