1 radian has different units than 1 steradian and if they didn't there wouldn't be a need for two different words to denote them.
The quantity is a ratio of two lengths, and the length measure does "drop out". But it's not just any ratio, it's a very particular ratio, and the unit defines the particularness of that ratio.
The appropriate canonical representation of a rotation is a unit-magnitude complex number z = exp iθ = cos θ + i sin θ, which has a planar orientation (whatever plane i is taken to represent; if you want to represent a 3D rotation you can replace i with an arbitrary unit bivector) but is unitless.
Such a rotation z can be thought of as the ratio of two vectors of the same magnitude: z = u / v satisfies zv = u, i.e. is the object by which you can multiply v on the left to obtain u. Whatever original units your vectors u and v had gets divided away.
This is similar to the way the "ten" in "scale by ten" is unitless, but if you take the logarithm you get "scale by 10 decibels" or "go up by 3 octaves and 3.9 semitones", which have the base of the logarithm as a kind of unit.
But you seem to be drawing a distinction between meters and angles in your analogy where I assert none exists. The base of a number system only affects representations.
This is not true for divisions of lengths. 1 meter divided by 2 meters is 0.5 as a number. But it is only 0.5 radians under (1ish) specific arrangements of those lengths in a particular metric space
This is analogous to the way a scalar logarithm can have a base of "octaves" (doublings), "decibels", or "powers of the golden ratio" (as found in the Zometool construction toy). Or pick your favorite other logarithmic system.
Both are "units" in a certain sense, but neither one is quite the same kind of "unit" as light years or foot–pounds or amperes.
> 1 meter divided by 2 meters is 0.5 as a number. But it is only 0.5 radians under (1ish) specific arrangements of those lengths in a particular metric space
Just as 1 meter straight ahead divided by 2 meters straight ahead is the unitless scalar number 0.5, we can likewise treat angles (i.e. rotations) as ratios: 1 meter straight ahead divided by 1 meter to the right has the unitless bivector-valued ratio i, oriented like the ground you are standing on. You can multiply this bivector by some other coplanar vector to rotate it a quarter turn. For example, you can multiply it by the vector «3 inches due North» to get the new vector «3 inches due West»; notice how the units do not change because our bivector i is unitless.
Essentially, I think that whatever angles are, they are not like other dimensionful physical quantities. I have two arguments.
The first: Someone mentioned symmetries in a reply. I wanted to mention them too but didn't have time to structure my thoughts into a coherent argument. But the gist of it is that dimensionality is just a kind of scale invariance, and the scale invariance of angles is fundamentally different from that of linear quantities due to their periodicity — to apply a unit transformation, you have to scale the quantity _and the period_.
The second: Consider units from a "type theory" perspective instead. If you are considering exclusively linear trigonometry (no arcs), it's trivial to assign a dimensional type structure to expressions (e.g. cos takes angle type and maps it to dimensionless type). But as soon as you allow arc lengths, it becomes cumbersome to type common expressions.
I think these distinctions form the crux of the disagreement. Ultimately, it depends on your intuitive notion of what "dimensionality" actually means, and how it ought generalise to other kinds of quantities.
Here is an example to highlight my point. Let there be a circle C of centre O and radius r. Let A be a point on the circle. Let there be a point M outside the circle such that (AM) is tangent to C. Let B be the intersection of C and [OM]. Let s be the arc length along C from A to B. Then we want to write AM = r tan(s/r).
How does one get s/r to resolve to an angular dimension? Ought we instead ascribe s dimensions of length-angle? Imagine, then, that the circle is in fact a pulley, and we wish to measure a change x in length of rope as the pulley rotates through the angle of the arc from A to B. We would want to write x = s. But this is now dimensionally inconsistent.
It's certainly possible to make all these expressions correctly typed by introducting appropriate conversion constants. But this seems to me to be cumbersome. Since in physics, arc and linear lengths can convert freely into one another, it seems more economical to just let angles be dimensionless.
Edit: in other words, you've encoded tons of information in the problem statement about the relationship between r and s and you aren't properly encoding that in your type system allowing s/r to output an angle