Bulk ordering rewards planning. Decide your total headcount early, split it between client hampers and staff share bags, and place the order with room to spare before your deadline. Volume orders and any personalisation both need lead time, and the final quarter of the year is the busiest window by some distance, so the earlier you confirm numbers the better.
A few practical points. Decide on personalisation early, since a date or names printed on the box adds a step to the order and needs lead time. Read any message back for spelling before you commit, because a printed error on an anniversary gift is a poor look. Allow extra time near Christmas, when a December anniversary competes with the busiest ordering window of the year.
Presentation helps the impression. A neutral, well-put-together box needs no wrapping and photographs well if the new owners are the sort to post about the day. It also avoids the guesswork of matching a gift to a colour scheme you have not seen yet, which is the risk with anything decorative for a home.
Provenance gives the gift a bit of weight.
Lily O'Brien's has handcrafted its chocolates in Newbridge, Co. Kildare since 1992, so a large box arrives as something made with care rather than grabbed off a shelf. It is a detail worth mentioning as you hand it over, since a gift that comes from somewhere specific always feels more considered.
A hamper also solves the group-gift problem neatly. When a whole office contributes, the gift needs to feel worth the collection taken up for it, and a full hamper looks the part without anyone having to organise something elaborate. One order, one generous box, and the maths of who gave what disappears into a single considered present.
For the mid-range milestones, a tenth or a twentieth, the occasion earns a fuller collection. These are the anniversaries people tend to mark with a dinner or a small gathering, and a larger box suits both the moment and the room. Personalisation with the year or a couple's names lifts it from a nice box to a keepsake of a specific date.