Kerr Neilson at Platinum (PTM) when he was more hands on used to write some really good stuff every 6 months in their shareholder reviews.
See here: https://www.livewiremarkets.com/wires/15-cracking-quotes-from-kerr-neilson
And: https://www.platinum.com.au/Insights-Tools/Investment-Fundamentals/Investing-What-Matters/Article-Item/Interview-with-Kerr-Neilson
David Bryant, the MD of RFM and Rural Funds Group (ASX: RFF) always has some very insightful stuff to share - see here: https://ruralfunds.com.au/rural-funds-group/investor-information/key-documents/ [look for their newsletters which come out around every 6 months, most recent one was the December 2020 newsletter - link below]
A great example: https://ruralfunds.com.au/rural-funds-group/wp-content/uploads/sites/3/2020/12/Newsletter-final.pdf [particularly "A world going nuts" starting on page 4]
Steve Johnson, the founder of and CIO (chief investment officer) at Forager Funds (ASX: FOR) is always very frank and honest about their wins and their mistakes. And what they have learned from both. See Forager Blog - A Value Investing Blog - Forager Funds
He also provides some very interesting insights into a lot of stuff, including the Gamestop Saga and a few years ago (Oct 2015), a brilliant piece called, "Dick Smith is the Greatest Private Equity Heist of All Time" by Matt Ryan, who worked for Forager at the time, which gave a very entertaining insight into how Private Equity groups often/usually operate and exactly how they scammed everybody with the Dick Smith float and subsequent collapse.
For a great insight into the minds of some of the best CEOs around in 2010-2012 (some of them are still running the same companies today actually), I found "Master CEOs: Insights from Australia's Leading CEOs by Matthew Kidman and Alex Feher to be a very good read. Kidman was working for Geoff Wilson at WAM Funds when he wrote that, and he's now running his own fund called Centennial Asset Management. My favourite CEO from that book was Graham "Scroo" Turner from Flight Centre who I have always regarded as a straight shooter and interesting guy to listen to.