I'm not sure his lack of job search success is technical. I see several jobs at VP/CTO level on his resume. As a hiring manager, I would pass on him as a senior

I'm not sure his lack of job search success is technical. I see several jobs at VP/CTO level on his resume. As a hiring manager, I would pass on him as a senior engineer, unless I was planning on promoting him fast. For guru-level hands-on engineers, I want people who chose to make that their career.