Overall process took about 2 months. Was contacted by an internal recruiter for Venmo in NYC to discuss position. Waited about a week and then received invitation to take part in a phone interview with hiring manager and IT support specialist in NYC. After phone call waited 2 weeks and then was invited to go onsite to their NYC. Took part in a 2 hour interview with 3 employees to see if I was a good cultural fit. Waited another week and then was invited for an onsite interview in their Chicago office. Flew to Chicago on a Thursday afternoon and had a 4 hour interview on Friday that included a discussion session with 2 engineers, a lunch session with 3 employees, and finally a hands-on technical session with the hiring manager and another engineer. Received an email the following Monday from the recruiter stating that he would have a final decision by end of day. Didn't hear from the recruiter for another week with final decision.

(1) Informal "Get to know you" recruiting interview (1) Technical onsite in SF office broken up into two sub-interviews (1) Technical onsite in Chicago office broken up into three sub-interviews My interviews over the phone and in person at the SF office went very well. I enjoyed my time speaking with the various teams that I would be supporting and I was also given a glimpse into various technical projects that I could be a part of. I found my HR contact to be extremely kind and communicative. The team even had a strong work/life balance culture that included rounds of Super Smash Bros during lunch time. Unfortunately, My experience in the Chicago office was very different. My initial meetings with IT in Chicago seemed to go rather well. The interviewers were not the most people oriented engineers I had ever come across, but one can always expect some degree of this in an IT orginization. However, things started to get a little bit worse from a culture perspective; In addition to several snide comments about their parent company Paypal, the support engineers at Braintree also seemed to house a certain disdain for the people they supported. They often indicated this through sarcastic commentary around best technical practices. This was a large red flag. By the time my last interview came around I found myself completely sure that I would not be accepting an offer from this team. During a simple networking question, I accidentally miss spoke about the contents of a DHCP lease- this apparently was absolutely hilarious to one of the support engineers and he found it appropriate to laugh loudly in my face. The other engineer with him did not seem to find this odd, and was also grinning ear to ear... I'm the kind of person that very much enjoys the comradery of a team that wants to learn and grow together. You will not find that at this company. Cheers

The first call I received was very nice and I spoke to a former IT specialist who now worked with their recruiting team. The next call was with their IT Support Team. Everyone on the phone seemed really nice except for one individual who ruined my desire to work there. He was teetering on the arrogant side. After I answered the second interview question I wrote below, I asked him what he thought about helping someone with a personal technical issue to which he replied pathetically with, "ehhh, I just say no." And to the first question, he asked me if the DHCP server does anything else than what I said, to which I was shocked because the question involved breaking down what the two servers do into simple concepts for someone who had no technical understanding. I told my reply to my Technical friends and they thought it was an excellent answer. So my head was scratching to what he wanted as far as an answer. That interview killed my desire to work for Braintree because of that individual. Everyone else seemed really kind and friendly and I feel bad they have to work with that guy.