Pros
Twilio has an incredibly driven environment. There's a mentality running through the office of genuinely wanting to change the world with these products. It's cool, motivating, and in turn, one can find themselves surrounded by very intelligent people working very hard and fast. There's also a real sense of purpose and ability to grow. The values feel pretty legit, in that humility is a characteristic you'll regularly see in team members and "drawing the owl" is genuinely encouraged. As mentioned in other reviews, this place feels like coming home to family.
Cons
Rapid growth has created some growing pains. In an effort to fill senior leadership roles quickly, the culture has taken a bit of a hit. There seems to be a large focus on land-grabbing, which is new and not subtle. The HR team is disorganized, communication is often lacking between departments, and titles have become a political power.