I found the recruiter on LinkedIn and addressed me cover letter to him. He contacted me via email, and scheduled a phone 'meet and greet'. It was very comfortable. He went over the company concept, asked a little about my current position, and we discussed the salary (there was a large gap between my current salary and their offer) and he wanted to make sure that was acceptable (it was). He let me know if successful, I'd be getting an email to set up a one on one interview. I set that up the following week, and was interviewed by the Office Manager from their main office, and one of the CIOs I'd be supporting. The OM was very friendly, explained the job, showed me around. The CIO was more serious but very nice, he seemed really busy, and the interview was short. The position was very much about organizing events for the employees and keeping moral high, and very little office administration work. The CIO ultimately was concerned about my job shift from a very hands on in Operations position (current position) to one of a cheerleader type of roll. I understand his concern, however I was more than happy to have less responsibility, and more fun for less pay. I think this was the concern that did not get me the job, coupled with my lack of experience throwing parties. I do have 10 years of startup office parties under my belt, however, SendGrid has a whole different budget for their events and I think that was a concern as well. The rest of the discussions went well, and I really, really liked the CIO. He seemed like a very smart guy, and to the point, my favorite kind of boss. Very positive experience overall. I completely understand their apprehension.