I'm someone who has recruited mostly for startups for almost 20 years, and two years ago I launched a resume review and writing service (resumeraiders.com). My

I'm someone who has recruited mostly for startups for almost 20 years, and two years ago I launched a resume review and writing service (resumeraiders.com). My focus is on tech resumes, and I've done work for at least a few HN readers. You don't need to show a ton of progression. You just need to know how to market the skills and experience that you have. If you've been profitable and are getting paid well, and have four substantial projects over four years, you're marketable. Feel free to inquire if you'd like professional help.