/diy/ - Do It Yourself

First time homeowner, buying equipment as I go along.
House is a century home, slate roof, gambrel style (very steep initial incline with a reduced grade at the peak of the house).

The gutters are very low compared to where the highest eaves sit, and I was told that only a professional slate roofer should really be up on the top (since it's steep, since it's slate).

Should I buy a ladder that is as tall as the highest eave, or as tall as the gutter (and rent a really tall ladder as projects demand)?