Remark: Much of the strongest vertical-specific content can be found in blogs rather then books, so please check out the blog section.

Software

Cusumano: The Business of Software

MIT professor Michael Cusumano worked closely with Bill Gates and other software industry luminaries to understand their success recipes. A comprehensive view of management principles behind software companies.

Ad Industry

Auletta: Frenemies

A short history of how the big tech platforms like Google and Facebook disrupted the advertising industry.

Hofman: Bad Men

A critical look at the impact of big tech not just on media, but on everyday life.

Professional Services

Maister: Managing the Professional Service Firm

A comprehensive classic of how to manage a PSF, which includes consulting, investment firms, architecture firms, etc.

Maister: The Trusted Advisor

Another great book by David Maister, focusing more on the role of the individual professional as a trusted advisor to her clients.