Applied online and heard back about an interview a few weeks later. For me, the process consisted of an initial phone screening/interview with one of the Directors, who then gave me a case to work on and eventually present in-person. The case requires that you create a PowerPoint about a given company's issues (All hypothetical and it will vary - mine dealt with a direct marketing firm, trying to find ways in which it could expand into digital channels) as if you were an employee at the company, presenting your initial draft to other Winterberry staff. Candidates have 48 hours to complete the assignment and can begin at a time of their choosing. They just forgot to send it to me on the day I requested, but eventually got it to me.
After I submitted the case, I came into the office for an interview about a week later. I conducted my presentation first thing for a group of 5 or 6 people, ranging from Analyst to MD level. They are supposed to interject throughout and ask questions to test you; I got the sense that two of the MDs were putting on a Good Cop/Bad Cop act with their comments because they seemed completely different during one on one talks later. After the presentation I met with each of these people individually for about a half hour each, talking about my past experiences, what I can bring to the role, etc. None of their questions were particularly bracing or memorable, just a lot of behavioral-type questions and discussions about your professional goals.
When the interview was over after about 3-4 hours I was sent home with the assurance that the team would have next steps news by the end of the next week. I follow up the next week and they say they'll have news in another week; the next week, the news was the same. This continued for three weeks until they respond back that unfortunately they aren't looking to hire a Senior Analyst right now. This was a bizarre angle for them to take because I was actually applying for the Analyst position (not Sr. Analyst, a role that was never discussed at any point in our meetings). I call my contact there and she clarifies this rejection by saying that if they were to hire me as an Analyst, I would probably be promoted to Sr. Analyst within a year and then they'd be in the same situation of having to hire a new Analyst. Turns out that they were actually looking to hire someone fresh out of school with no experience, when during the entire interview process I thought I was going for a position that required 2-5 years experience in total, even worrying that my own resume might not be full enough to compete. To me, this was a tremendous reversal of expectations and I felt like I'd been kept in the dark about their true intentions. I get that maybe they can't afford a more experienced hire but it still sounded like a really hollow, grasping excuse - "We don't want to hire you because you'll be too good and we'll have to promote you."
If this is how they operate then I'm probably not interested in working for them either; the whole course of events did not inspire confidence that they knew what was going on on their end (ie: the possible idea that I was interviewing for a fictionally open position).
I have to say that in the end, my interactions with Winterberry were a negative experience. The process dragged on so long - 8 weeks in total - that it amounted to a huge waste of my time if in the end they thought I was applying for a position that I actually was not (or, that if they didn't communicate the entry-level position of the role at all). I took a whole weekend to do the case and spent a vacation day to come in for a marathon interview; I at least expected some prompt and professional feedback. Nobody *deserves* a job, but every professional deserves some respect for their time and effort.