In addition to the previously mentioned ideas, DValdron has now suggested raccoons and parrots. Raccoons are an excellent idea (I haven't developed anything with them, though). I would imagine them developing a mixed arboreal/terrestrial society.
I tried to develop a parrot civilization, and tried even harder to develop a crow civilization. They're both reasonable candidates, but it's difficult trying to figure out how sapient birds might behave: they're very different from humans, so it isn't obvious how our knowledge of human society would translate into bird society. Critical considerations are the development or tools, and the implications of flight for societal structure.
I decided that I wasn't prepared for an avian society, but that developing an arboreal society using an animal that's more similar to a human might provide a good segue toward avian society.
Here is my pre-made post introducing the animals I selected to develop further:
Arboreal sapients
In developing this project, I considered several different species to have evolve into my arboreal sapients. Ultimately, I selected primates, because their relatively close evolutionary relatedness to humans would allow me to use humans as a baseline comparison for anatomical, technological and psychological considerations. However, primates are surprisingly diverse, and I was unable to make a final decision among several candidates. So, I ultimately decided to keep three species, and have them all develop sapience at essentially the same time (the odds against which, I know, are astronomically large; but this is only a thought exercise, after all). The three species were selected based on a number of criteria. I wanted to select from the most plausible candidate species because I'm heavily devoted to realism; but I also wanted to sample from different evolutionary lineages of primates, and from different continents on the planet to explore a range of possibilities and develop the project in different directions.
So, the three species I selected ended up displaying quite divergent anatomical and behavioral characteristics, and lived in three geographically distinct locations. One anatomical characteristic that I consider particularly interesting is called the intermembral index. This index expresses the length of the forelimb as a percentage of the length of the hind limb. So, for example, an intermembral index of 112 indicates that the forelimb is 112% the length of the hind limb. The intermembral index is correlated with the behavior of the animals. Primates with high intermembral indices (greater than 100) tend to be active, acrobatic, semi-bipedal creatures that swing, brachiate and hang beneath branches (however, slow-moving primates that behave and climb like sloths also have high intermembral indices). Primates with low intermembral indices (less than 100) tend to be quadrupeds that do not swing or brachiate, but generally just climb vertically and crawl on all fours across the tops of branches; they also tend to be somewhat more adaptable to life and locomotion on the ground.
So, with that, I present the three species that I will have evolve to sapience for my Arboreal project:
Ring-tailed lemur
Lemurs are certainly not the most plausible candidates for sapience, at least as far as primates go. They are not nearly the intellectual overachievers that apes and monkeys are. Nevertheless, the distinctiveness of the lemurs from the apes and monkeys makes them interesting for my thought experiment, so I'm going to special-plead them into this discussion.
The ring-tailed lemur, while on the large side for a lemur, is the smallest of the three arboreal sapients I'm proposing. Their body mass is on the same scale as a house cat (about 4-5 kg, or 8-11 lbs). However, as with all three species, I'm going to increase the mass in the sapient species by about 25-50%, and slightly increase the encephalization quotient
[FONT="][1][/FONT] (brain mass-to-body mass ratio) just to make a little extra room for processing power.
Lemurs are prosimians, or "primitive" members of the primate clade. Their hands are not as dexterous as the hands of monkeys or apes, and the long, bushy tail is not prehensile. They also have a more developed olfactory system and an elongated, fox-like snout (which is also used as a supplementary touch/manipulatory organ). The intermembral index of the ring-tailed lemur (including my sapient version) is around 70, which is very low. This means that its forelimb is 70% of the length of its hind limb. Its long hind limbs make it an exceptionally powerful jumper, but it is not capable of the arboreal acrobatics of brachiating apes and monkeys.
The ring-tailed lemur is also semi-terrestrial, spending a quarter to a third of its time on land. It lives in relatively arid regions, where forests can often only grow along rivers (so-called "gallery forests"). They may also live in scrublands, where only bushes and shrubs grow. The lemur is also the most carnivorous of the three species, though it is still overwhelmingly frugivorous. Most of the meat in its diet comes from insects, though small vertebrates and bird eggs are also eaten with some regularity.
Finally, like all lemurs, the ring-tailed lemur lives only on the island of Madagascar, off the eastern coast of Africa. Specifically, it lives in the southern portions of the island, but I will have it quickly expand its range, and even reach mainland Africa relatively early in its history.
Spider monkey
I have not narrowed down this primate to a specific species yet: I continually vacillate between Geoffroy's spider monkey, the black-headed spider monkey and the red-faced spider monkey. However, I think the discussion will work equally well with any of these species, so I will simply proceed with it. If anybody wishes to voice (and defend) a preference among these species, please do so.
Spider monkeys are exceptional candidates for sapience. They are widely regarded as highly intelligent, and are thought to rival gorillas for the title of "fourth most intelligent primate" (behind humans, chimpanzees and bonobos). For this reason, I don't believe I have to defend my decision to include spider monkeys.
Anatomically, the spider monkey is the largest of the three species I've chosen. Its body mass is approximately double that of the OTL ring-tailed lemur (and the body mass of my sapient spider monkey is approximately double that of my sapient ring-tailed lemur). Spider monkeys also have a number of unique anatomical characteristics: they have a long, very prehensile tail that can hold the weight of the monkey and aid in swinging and climbing; they also lack a thumb on their forelimbs (it is either fused to the hand or absent entirely, depending on species), so I think I'll have to make their hind limbs into their primary fine-motor manipulatory appendages. Spider monkeys have extremely long limbs, with an intermembral index of around 105. This means that the forelimb is slightly longer than the hind limb, and the spider monkey is much more suited for all kinds of acrobatics and antics in the trees than the lemur: brachiation, swinging, hanging, climbing, reaching, etc. They are also respectable jumpers, though not so much as the lemurs. Brachiation, in particular, is aided by the lack of a thumb on the forelimbs, which allows the hand to act like a simple hook.
Spider monkeys belong to "New World monkeys," which are true monkeys. They live in the dense rainforests of Central and South America, from Nicaragua through the Amazon. They are obligate tree-dwellers, being almost entirely unsuited for life on the land. I suspect that they will be able to expand throughout the Mesoamerican and Amazonian rainforests with little trouble, and possibly also spread across the Caribbean and into southern Florida. Expansion beyond that, though, might take some major societal developments. As the only New World species of the three, it will obviously be isolated from the others for some time.
The diet of the spider monkey is mostly (often exclusively) frugivorous. As with the lemur, I am planning to increase the carnivory of this species to some extent, but I think it will remain the most frugivorous of the three sapients. Also, I think the spider monkey is the biggest challenge of the three, for a number of reasons that I'll get into later.
Lar gibbon
The third and final arboreal sapient will be the lar gibbon, or white-handed gibbon. This animal is an ape (not a monkey), and is more closely related to the Old World monkeys than to the New World monkeys. It lives in the tropical rainforests of the Malay Peninsula and the westernmost islands of Indonesia. These rainforests differ from the New World rainforests in being less dense, with fewer lianas (woody vines). These conditions are thought to favor gliding animals (which are quite numerous here), while the denser conditions in South America are thought to favor animals with prehensile tails (which are quite numerous there). Southeast Asia also has many more species of large herbivores than South and Central America (though the end-Pleistocene extinction may play out differently here, and minimize this difference).
Since it will essentially grow up in Southeast Asia, I suspect that the gibbon will be readily adaptable to an island lifestyle, and will be readily able to disperse across Austronesia fairly early in its history. I'm not sure at what point it will encounter the lemur, nor what will happen when it does, but I will proceed with this thought exercise as if the two remain completely isolated long enough to develop completely independent cultures and tech trees. The interspecies interaction may be an interesting topic for later.
While considered somewhat less intelligent than the spider monkey
[FONT="][2][/FONT], gibbons are nevertheless highly intelligent creatures, and are still reasonable candidates for sapience. They are also incredibly fun to consider, because of their exciting and charismatic behavior.
The gibbon is intermediate in size between the lemur and spider monkey. Like all apes, it completely lacks a tail, and has quite long forelimbs. The intermembral index is 129, making it a superb brachiator with its long forelimbs (in truth, its forelimbs are proportionally no longer than the spider monkey's: it simply has short hind limbs). It also has several key adaptations to the arm joints that allow it to effectively absorb or reduce stress while swinging and jumping about in the trees, so it can avoid injuries due to dislocated shoulders and such. With these characteristics, the gibbon is easily the most acrobatic and most skilled arboreal climber and brachiator of the three species, using just its two forelimbs to swing, hand-over-hand, through the canopy. However, these arboreal adaptations will somewhat compromise the fine-motor skills of the hands, which may have some minor implications for tool use and technological development.
The gibbon is also an obligate tree-dweller, though it is slightly less so than the spider monkey. Its diet is almost entirely frugivorous, but the sapient form will be quite omnivorous. It's very active lifestyle will also put large energetic demands on its diet.
[FONT="][1][/FONT] I'm a bit skeptical of the importance of the encephalization quotient, so this is really just lip service.
[FONT="][2][/FONT] Note that I do not intend to carry over this sort of intellectual hierarchy onto my sapient forms: all three intelligent species will be essentially identical in capacity for intelligence.