This was my third season working in Boston. My college roommate Matty left the Harvard Arboretum a few years back and started a landscaping business. He asked if I wanted to make some money. I did. Thought I’d work a few days here and a few days there. Little did I know, it quickly became a grueling, yet fulfilling full-time seasonal job. I was a bit apprehensive returning this fall because as much as I enjoyed the work it didn’t feel right splitting career paths, going back and forth between adventuring and landscaping. This year was different in many ways. First, we didn’t just prune trees or lay sod. We installed a rooftop garden on a 7th floor penthouse deep in Beacon Hill, Boston. The building was still under construction, so there was typically 50 – 75 guys on the site. Real salt of the earth characters with thick Boston accents. Our days started at 5am and we’d be back at Matt’s house in Weymouth around 2pm with plenty of time to relax. I took that time to run at Whitney and Thayer Woods. As I explored the area I realized there we’re quite a few boulders that had potential lines on them. Being that I worked for a landscaping company I had plenty of tools at my disposal. For the next 6 weeks I spent most of my free time cleaning and surveying the area for new problems. Here’s what I found.