Separate the task from the access method
You may need a gutter cleaned without needing to do it yourself.
Budget for safe access
Professional service can be part of normal maintenance planning.
Use ground observation
Binoculars, photos from safe locations and contractor reports can provide useful information.
Do not normalize falls as DIY risk
A recurring task should not require accepting an unsafe access method.
Safety boundary. This site is for planning, observation and records. Do not improvise electrical, fuel-burning, structural, roof-height or other hazardous work. Follow manufacturer instructions, applicable codes and qualified professional guidance.