What counter-measures does your target employ?
so, you want to spy on person and are targeting a room they visit. You are relying on them speaking some secrets about something they do not want you to know, while believing that they have privacy .
And yet, as person who has secrets, in a world where charming exists, they are likely taking counter-measures. How are they checking the room for bugs before they begin speaking freely ?
Wand of Enemy Detection
Suppose your aim and their associates are non-casters ; champion who are important personal guards, military commanders, outstanding merchants or diplomats. If their conversation is particularly medium, and they have the means, a quick way to check privacy is by sweeping the room with a baton of enemy detection. This is a rare detail, recharges at dawn, and while it requires attunement, it does not require attunement by a spell-caster. Anyone with secrets deserving hiding would have one of these if they had the means. When they sweep the room, they are going to find your familiar : “ you know the management of the nearest creature hostile to you within 60 feet ”. Of course, they wo n’t just be checking for familiars – there could be eavesdropping rogues and bards who have taken the Hide action, there could be wild shaped or polymorphed spies besides pretending to be spiders. Remember that “ hostile “ means the creature ‘opposes them and their goals ‘, so any belittled animal detected by the scepter is immediately fishy and a reason to not speak freely. Your familiar will be quickly detected and countered, but your clairvoyance detector will not.
Detect Evil or Good
immediately suppose your targets have access to first horizontal surface spells. Knowing that person might be spying on them, they are likely to employ detect evil or dear. The spell, of course, does not detect evil or good at all – rather, it detects the presence of, among other things, celestials, fey, and fiends. Since your familiar is one of these, its presence will cursorily be noted, with results exchangeable to if it had been found via a scepter, while a clairvoyance detector can not be detected this way.
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Detect Magic
If your target has access to detect evil and good, however, they most probably besides have access to Detect Magic, with the edge case exception of warlocks with a Genie patron. Interestingly, detect magic wo n’t pick up on your familiar ( again, that ‘s what detect good and evil is for ), but it will find a pre-placed clairvoyance detector, or one that appears while the spell is still running. So there ‘s a point for your familiar .
Of class, if the target has access to both these spells, they will surely employ them both if they want to ensure their privacy. But if they have access to both and only enough resources to use one of these two spells, it will be a judgment call – do they feel more probable to be spied on by a familiar or by clairvoyance ? Since clairvoyance is the higher level, they might play the odds and say a familiar is more probable and opt to check for that .
once your crusade has advanced to the detail that your targets are capable of Leomund ‘s Tiny Hut or Mordenkainen ‘s Private Sanctum, however, they will first sweep the area for hostile creatures like your familiar, and then put up one of these divination-blocking spells before having their sensible conversation, in which case neither a familiar nor clairvoyance will be of much practice to you .