Best deep work tracker for side hustlers

The deep work tracking space is surprisingly fragmented, with roughly 40-60 niche tools competing (Toggl, RescueTime, Clockify, Forest, et al.), but almost none are built specifically for the side hustle context. The common failure is that general productivity tools force side hustlers to manually categorize sessions or rely on vague project labels—creating friction that kills adoption. The actual gap is context-aware tracking: a tool that understands that a side hustler's "deep work" looks different from a full-time employee's (often compressed into 2-3 hour blocks, frequently at night or weekends, often context-switching between client work and personal projects). The real opportunity sits in combining three underserved features: (1) automatic detection of deep work blocks based on app/site usage patterns specific to side hustlers (writing, design tools, coding IDEs), (2) revenue-per-hour insights that tie tracked time directly to income, and (3) burnout alerts that flag when someone's cramming too much into too few hours. A vibecoder entering here should obsess over removing friction—one-click session starts, passive background tracking—and focus on makers who are already losing money to unmeasured work rather than trying to convert casual trackers.