Despite the availability and advancement of privacy solutions, including Privacy Enhancing Technologies (PETs), a gap remains between individuals motivated to protect their online privacy and their actual adoption of PETs. While research has identified a range of discrete factors influencing PET adoption, these insights lack cohesion, limiting their practical applicability. Instead, we interviewed 16 domain experts from Western democratic countries, synthesising fragmented findings to establish strategies for effectively supporting individuals throughout the entire PET adoption process. Grounded in the Security and Privacy Acceptance Framework (SPAF), our study focused on three key areas: motivating action, raising awareness, and aligning adoption pathways with users’ needs and abilities. Based on our qualitative analysis, we identified a set of 21 recommendations in five categories to be utilised when assisting individuals in their decision-making and adoption of PETs. Our findings emphasise practical recommendations, such as understanding privacy concerns, leveraging risk awareness, offering personalised recommendations, supporting Uptake and maintaining engagement. By combining expert insights with literature findings, our study informs the design of strategies and software assistants that support individuals in the pre-adoption phase and promote the adoption of PET.