Vantaggi
Handshake is the best company culture I've ever worked in. They try really hard to really support every individual person and tailor their management and feedback to supporting people. They deeply care about diversity, equity, and inclusion, and the motto "students first," and it truly permeates throughout the culture of the organization, Also, everyone is friends and it's a very transparent and open culture! The product of Handshake is also great to sell because it's actually a really amazing product and people love it. Work life balance is amazing and managers really look out for your mental health.
Svantaggi
It's still a 'startup' culture, where some processes aren't fully defined yet. There are opportunities to help build that process, which is great, but there are growing pains in areas where it doesn't exactly match yet. There can also be growing pains as the org structure changes rapidly. Not completely clear what the timeline and expectations for promotion are (but told that it can be somewhat fast compared to other programs). Benefits aren't top tier due to this also but they are relatively strong based on the size of the company!