Here's some I came up with myself
"M'aiq is glad to see new lands. He has spent many summers wandering the same few places."
(Obvious)
"M'aiq has heard that the Khajiit have stopped telling fables. This is a great loss."
(Lamenting the closure of Lionhead. A bit of a callback to his old line about never finding a good fable.)
"M'aiq once saw a Nord try to climb a mountain with a horse in tow. It did not end well for either of them."
(Horse climb glitch, duh.)
"M'aiq has heard the giants of Skyrim aspire to walk on the stars some day. He has visited, they are not very interesting."
(Referencing the giant space program and a jab at Starfield.)
"M'aiq misses the time when he first saw the north. Many of the children there are now seasoned kings."
(Referencing how now a lot of the devs are people who grew up playing Skyrim, and of course relating to nostalgia.)
"M'aiq once tried to sing to his sword. It did not do very much. I do not know why Redguards get so invested in the art."
(Referencing sword-singing, duh.)
"M'aiq's feet are tired. He will rest soon at his father's home."
(On the offchance Todd decides to retire a year or two after the release.)
"M'aiq is glad to see new practitioners of the old ways. Those arts of combat and magic were nearly lost."
(Alternatively)
"M'aiq does not know why everyone is so obsessed with the old ways. They are gone for a reason."
(Referencing the return/continued absence of systems like unarmed combat, spellcrafting, weapons like spears, or the school of mysticism)
"M'aiq saw dragons in Skyrim. Now everyone says they are gone, but M'aiq knows they are all around, just very sneaky."
(Continuing a running gag.)
"M'aiq hopes you live to see his next adventure. He has lost many friends in his time."
(It's been a while. People have lived and died without seeing this next entry.)
"M'aiq is glad that business in Skyrim is finally dealt with. It was getting repetitive."
(ANOTHER RERELEASE OF SKYRIM!!!)
"M'aiq once spent many years in the snow. He has many good memories there."
(Another obvious one.)
"M'aiq has traveled alongside many in his age. Though the people these days are so much more interesting."
(Say what you will about the direction of Bethesda, but one thing they're pretty much always improving on is the companion system.)
"M'aiq had a horse stolen twice in Skyrim!"
(Two GTAs released between Skyrim and TESVI.)
"The world feels so much bigger these days. Or maybe it is smaller. M'aiq is not sure."
(TESVI is 100% going to have a bigger map than Skyrim. But it's also 100% going to have a smaller map than Daggerfall.)
"M'aiq's father once told him that everything in this world works as it should. M'aiq has his doubts about that."
(Obvious.)
"Adventurers are so lazy now. They never walk anywhere themselves."
(Referencing the pervasiveness of fast travel in modern games.)