For 90% of my type faces, I start directly in type design software. This is just the way I see and my comfort with bezier curves from 30 years of using them to draw. To be clear, I have a 60 year history of drawing with pen brush, pencil, charcoal as well so I have learned to see in all media. That is not to say that this is "The Way", it just is the way that works for me. Whatever teaches you to learn to "see" is the way for you. Put the hours in with different tools. Practice seeing much more than you practice technique. If you can see form, you can learn to draw form. I would say that hours of drawing with old school means that are messy will keep you from falling in love with the clean lines of digital drawing before the form is clear to you.