So after your Grand sires death, house Celtigar was greatly diminished in strength from both defection and defeat and was pushed back to only the most defensible holdings, mainly the Forests and deeper hills of the point and Claw isle itself which is still held by your house. Your grandsires reign was the peak of your houses power in this era and he lead three campaigns prior to his death, the first ended in the capture of Rook's rest and a battle won against house Malroy, Slynt and Cox and a host of the Faith, your Father took the eye of lord Malroy while breaking his Cavalrys charge and slew two of house Cox's sons.
The second was an attempt to secure the city of saltpans which technically failed but would have likely fallen had he lived as it remained invested until news of his death, due to the first campaign besides the siege there was little actual fighting on this campaign besides a few holdfasts being stormed.
The third is the most notable because of the defeat at dragonstone and also his most erratic, It started as a raid on Tarth which proved succesful but not profitable, he sailed back north and raided before blitzing Massey's hook in a campaign that last only a scant few months and then took Castle Stokeworth by storm.
he intended to face off against the mainland crownlanders again for a decisive victory but house Sandworth decided to involve themselves in the conflict, this lead to the sack of the port and your Grandsire's demise, it was only the Intervention of house Velaryon that secured a peace since they had untarnished strength to put the other lords at ease though most gains were lost to the peace.>I imagine the north center of the crackclaw peninsula would be the first conquest we could attempt to, with bandits bands and small villages being easier to destroy and submit. While Dyre Den, the Whispers and Brownhollow being key points to conquer.
Your house largely controls the less agrarian parts of crackclaw point with house Dyre as unruly vassals that are often plagued by bandits and raids and are fairly belligerent as a result, the wispers are technically under your control but even less secure.