This chapter shares an empirical account of what became a longitudinal phenomenological study of working through ageing. However, it would be disingenuous to suggest that it began as either longitudinal or wedded to a critical phenomenological way of viewing the world. Rather, the research started in 2010 in a North London pub talking to a group of friends about ageing. At the time, we were all in our mid to late 20s, living in London but working in very different sectors, and I was using their personal anecdotes about office politics to test drive some thoughts. At that point, my idea was to sequentially look at different occupations in order to compare how people talk about their experience of ageing at work, spending a few months in three different organizations. There was never any intention to start a decade-long endeavour: rather, I was keen to focus on the way in which ageing ‘gathered ground’ through reference to different relations, objects and bodies at a particular point in time. One of our group casually mentioned that ‘I work at a hedge fund. Why don't you come and talk to us, our boss would like this kind of thing’. I quickly Googled ‘hedge fund’ and his company, which I will refer to here using the pseudonym HFUK, wrote up a one-page research overview which was emailed to the firm via my friend and waited. What followed was speaking to group of 25 people, plus a wider constellation of people associated with the firm over the course of the next ten years.