Redefine simplicity as the absence of intertwined dependencies, not the pursuit of an easy life. An "easy" life often adds complexity through new tools, services, and obligations. True simplification is the hard work of untangling these dependencies by quitting, unsubscribing, and breaking commitments to achieve a state of self-reliance.
The most difficult aspect of simplification isn't logistical, but psychological. It requires letting go of identities built on doing more—the "Superman self-image." Admitting you can't do it all and disappointing people are necessary sacrifices for a life with fewer entanglements and dependencies, leading to true simplicity.
Complexity thrives in gray areas where constant analysis is required. Seth Godin advocates for establishing non-negotiable professional rules, such as never missing a deadline or refusing a specific type of work (like spreadsheets in business school). This forced simplicity eliminates negotiation and mental drain, focusing your energy and building a clear reputation.
To achieve radical simplification, start with nothing and question every addition. By building a house off-grid, Derek Sivers was forced to justify the need for basic amenities like curtains or an indoor kitchen. This "no by default" approach reveals what is truly essential versus what is merely assumed, applying first-principles thinking to life design.
Martha Beck advises using the physical and emotional sensation of joy as the only decision-making criterion. The key is the radical commitment to follow it "no matter what," even if it requires dismantling existing relationships, careers, and belief systems. This simple, unwavering rule forces alignment and creates a bedrock of peace, despite short-term chaos.
Leverage a principle from Peter Drucker: identify categorical decisions that eliminate entire classes of future choices. Instead of managing countless small decisions, make one sweeping rule (e.g., no new books, no public speaking for a year). This single choice removes thousands of subsequent decisions, creating massive mental space and clarity.