The people behind October’s conversation
Our October 2026 Product Conversations webinar brought together Lenny Rachitsky and Itamar Gilad. This feature introduces the backgrounds behind their invitations and the complementary perspectives we wanted to bring to Pinnacle’s audience.
We selected this line-up to connect practical product and growth advice with disciplined learning. Lenny’s perspective on product work and careers complemented Itamar’s focus on the evidence needed to evaluate ideas and improve decisions.
Lenny Rachitsky
Former Airbnb product manager · Creator of Lenny’s Newsletter
The experience behind the invitation
Lenny Rachitsky is a former Airbnb product manager and the creator of Lenny’s Newsletter. His researched writing explores building products, driving growth and developing a product career. His perspective connects practical advice with the everyday decisions practitioners make about customer value, priorities and their own professional development.
Why we invited Lenny
We invited Lenny to connect product thinking with the questions our audience encounters in practice. His perspective was relevant to practitioners seeking to improve judgment, understand the relationship between customer value and growth, and develop their product careers with greater intention.
Which product skill or decision would most improve your ability to create customer value?
Itamar Gilad
Product expert · Author of Evidence-Guided
The experience behind the invitation
Itamar Gilad is a product coach, author and speaker with experience at Google and Microsoft. His book Evidence-Guided explores how teams can combine judgment with research and experimentation to make better product decisions. His work connects clear goals with testing ideas before committing substantial delivery effort.
Why we invited Itamar
We invited Itamar to strengthen the evidence behind product and growth choices. His expertise was relevant to our audience’s questions about testing assumptions, deciding which opportunities merit investment and adapting a plan when new information challenges an attractive idea.
What evidence would increase your confidence in an idea, and what would make you stop pursuing it?
The line-up connected practical product judgment with evidence-guided decisions. We invited both speakers to help our audience consider how ideas, growth ambitions and professional development can be grounded in learning.