What are some of the biggest challenges/obstacles you faced when starting out with SEO, and why?
SEO has been and continues to be a technically grounded profession akin to programming. Its definition is very broad compared to other specializations, frequently including specialist knowledge of Content SEO, Technical SEO, Authority Building (essentially PR), Local SEO, Analytics / Tag Management, and others. Beyond other specializations it also requires engaging with execution teams such as copywriters, designers, developers, PR and CSR specialists to fully build, understand and execute tactics.
My biggest challenge was getting my head around this massive scope of a profession, and my second biggest challenge was that finding a trust-worthy mentor or method of learning all of this that aligned with what I saw was the future of SEO, namely usertargeted, executional and priority-based marketing rather than trying to trick / keep up with the whims of search engines.