There is a line that you must not cross. That's the one that gets you killed. If you think it is too sketchy, with a couple of years experience, it probably is. It sounds like the tree you're talking about is too dead for anyone to climb and rig off of, regardless of experience. Time to...
You'd work with me, not for me. . I've only been here for 5 years, but we have tripled in size. Every 6 months, I look around the shop and say, damn, when did that change? Always for the better. More organization, utilization of space. It's a fun place to work.
SZ
Unless you are an RCA, with the proper insurance, I would shy away from tree valuations and consulting that could result in court cases. Limit your liability.
SZ