Following the instruction here:
https://tails.boum.org/download/index.en.html#verify
When I import the Tails signing key, rather than say "imported" it returns "27 new signatures". Is this okay?
Here it is in full:
cat tails-signing.key | gpg --import
gpg: key BE2CD9C1: "Tails developers (signing key) tails@boum.org" 27 new signatures gpg: Total number processed: 1
gpg: new signatures: 27
gpg: no ultimately trusted keys found

The signing key was not modified.
More people signed it, and we refreshed the exported public key on the website so that users have more possible ways to check its authenticity through the web-of-trust.
you say tails signing.key was not modified - but usually the file is about 6.9 kb and the new one is about 20 kb.
When doing a 256 sha sum together with older keys you can clearly see the difference of this new key.
Did the volume of the keyfile grow because of the new signatures and that created a new checksum ? So that would mean this method of trust would restart at every new signing process.
No. I said the signing key was not modified. What you refer to as
signing.keyis a textual representation of the public part of the signing key, along with cryptographic certifications (also known as "signatures") of that key. The latter was modified, hence the whole file has been too.