An annual report portrait has to survive being printed at size, sitting next to eleven others, and being looked at by people deciding whether to trust the company. An ordinary headshot has to survive being three centimetres wide on a website. They are different objects and the difference shows.
Print is unforgiving in a way screens are not
A portrait reproduced at a quarter page in a printed report reveals everything. Retouching that looked invisible on a monitor becomes a smoothed, waxy patch. Compression artefacts appear. Shadow that read as rich on screen blocks up into a shape with no information in it.
This is why board portraits should be made with the print in mind from the first frame: exposed for tonal range in the shadow, retouched frame by frame rather than by an automatic pass, and delivered as uncompressed files in the colour space the printer actually wants. Ask the design agency for their specification before the shoot rather than after it. They will be surprised and pleased to be asked.
Maye Musk Rory Lewis Photographer Annual Report Portraits