CAREER & PROFESSIONAL TOOLS
Eight questions to clarify your search strategy before you're deep
into a process that isn't working.
Most job searches are reactive. The candidate applies to posted roles, waits, follows up, and repeats. This approach produces results proportional to luck and timing rather than strategy. The questions on this worksheet are designed to surface the elements of a proactive search: what's driving it, where you are right now, what's blocked, and how you're positioning and generating opportunities.
Question 4 - the 6 and 12 month vision - is the one most people skip or answer vaguely. It's also the most important. A clear vision of where you want to be changes how you evaluate opportunities in front of you. Without it, the default is to accept whatever role appears, assess it in isolation, and make a decision with no frame of reference.
The marketing and lead generation questions (7 and 8) are where most professionals discover they have a gap. Most people are competent at their work but have given very little thought to how they communicate their value or how they generate new conversations. The job search accelerates when both questions have concrete answers.
Work through these questions in order. The pattern you'll see across your answers is usually more useful than any individual response.
1. What motivated you to begin this search?
2. What has been your biggest professional win in the last 12-24 months?
3. What obstacles are currently standing in your way?
4. Where do you want to be in 6 months? In 12 months?
6 months:
12 months:
5. What tools, platforms, or skills are most relevant to the roles you're pursuing?
6. What approach are you currently taking in your search?
7. How are you positioning and communicating your professional value?
8. How are you generating new conversations and opportunities beyond job postings?
Which of your eight answers surprised you - or felt hardest to write? That's where the coaching conversation should start.
Compare questions 3 and 8. If one of your obstacles is that you're not getting enough conversations, your answer to question 8 is the lever.
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