Ask HN: Seeking ways to improve my planning skills and follow-through

I’m good at routines and habits, so my baseline productivity is solid, but I often struggle to break down larger, abstract goals into clear, actionable steps. For example, goals like "get a higher-paying job with more interesting coworkers" can feel overwhelming unless I outline specific tasks like researching the job market, learning relevant skills, or setting clear milestones.

I’d like to get better at this planning skill, turning broad goals into manageable steps, and am looking for recommendations:

Practical books or articles on planning and goal-setting.

Useful frameworks or techniques you've personally tried.

Courses, coaching, or communities that focus on this skill.