Matthew Holloway
Fractional Design Leader & Executive Coach; formerly Apple, SAP

The post-executive site: selling leadership itself, not seeking a role.
What they show
Not a portfolio in the usual sense. The homepage is an argument (a headline challenging AI hype, then three pillars: leaders that inspire, teams that deliver, products people love), followed by two named coaching programs with workbook covers, a stream of recent essays dated within the last few weeks, and offers for fractional leadership, coaching and speaking. Work and About are in the nav but well down the priority list. The footer claims 34 years of experience across Apple, SAP and six co-founded startups.
Why it works at this level
This belongs in the collection as the end state, not a template. Once you're no longer applying for VP roles but selling what you learned in them, the portfolio becomes a point of view plus a cadence: named frameworks, published programs and a writing rhythm that proves you're still thinking. The three pillars are effectively his leadership philosophy, stated as what he'll do for a client rather than what he believes. For a Director wondering what the far end of this path looks like, that's useful to see.
What to steal
Even if you're years from this, notice what carries the site: named frameworks, regular writing, and a thesis you're willing to be disagreed with. Start the writing now. If you have a repeatable way of running teams, give it a name; a name is easier to remember than a paragraph.
What I'd change
One thing I'd push on. Every site here is good; this is the note I'd send the author.
The Work page is buried, and the About page carries the credentials the homepage assumes you already know. A reader who arrives cold has to hunt for why they should listen.