Then work on a plan to grow in those areas and fill the gaps. Document that discussion and repeat every few months with the notes from the final one as a reference to debate the progress you have made,” says Josh Haimson, Director of Product Management at Flatiron Health. John Cline, co-founder and CTO of ShelfLifeJohn Cline, co-founder and CTO of ShelfLife, has additionally leveraged shorter-term targets within the 2-5 year timeframes. “Next, I line up how my current position fits into that roadmap and what areas I must work on. I then present that plan to my supervisor to get their perspective on how I’m envisioning my role, and ask for his or her help on how we can take the subsequent steps.