Pros
Matt has done a great job building a small but fast growing team to tackle a big market. Excellent engineering talent from the start and the company is driven by a long-term product vision and engaged customers. For a tiny company, Oort has a good set of benefits including Medical, Dental, Vision, and 401k.
Cons
Time was spent on defining and building company culture early on, but this seems to have wondered recently. Keeping the team engaged and feeling collaborative and happy is critical to long-term success. A full remote-work company can be tough at times, online collaboration both work-focused and non-work-focused helps, but this isn't for everyone. As a small startup, Oort may not be the best fit for junior talent, at least now. That'll change once the company gets bigger and more time can be spent on mentorship, development, and skills.