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This chapter focuses on the idea that waiting until one feels ready is often a trap that prevents progress. Forleo illustrates this through her own experience of being invited to audition as a dance instructor despite having no formal training. Initially hesitant and doubtful, she realized that if she passed on the opportunity, she would regret it in the future. This realization led her to develop what she calls the “Ten-Year Test” (131), a mental exercise that helps evaluate decisions by considering whether one would regret not taking action years down the line. This strategy became a turning point in her life, pushing her to take the audition despite her fears.
Forleo delves into how cultural expectations often pressure individuals to specialize in one career path, but for those with diverse interests, this can feel suffocating. She introduces the term “multipassionate entrepreneur” to describe herself, which helped her embrace her varied pursuits instead of feeling like a misfit. By rejecting the notion that one must commit to a single path, she unlocked new opportunities that aligned with her unconventional career journey.
A pivotal moment in the chapter occurs when Forleo was offered a job at MTV as a choreographer and producer despite her limited experience. She describes her intense self-doubt but ultimately decides to take the opportunity. This experience reinforced an essential lesson: people rarely feel fully prepared for major opportunities, and waiting for the perfect moment can lead to stagnation. She argues that taking action, even before feeling ready, accelerates learning and growth.
The chapter also highlights the common excuse of not being ready, labeling it as a false belief that keeps people stuck. Forleo explains that action generates confidence, not the other way around. She uses the example of exercising—even when one lacks motivation, simply starting often sparks the energy to continue. This concept applies broadly to career changes, creative pursuits, and personal growth.
To help readers implement this mindset, Forleo warns against over-researching and planning as a form of procrastination. She advises taking immediate, tangible action, even in small steps, rather than endlessly preparing. Additionally, she introduces the idea of getting “skin in the game” (140)—whether through financial commitment, accountability, or public declarations—to increase the likelihood of follow-through.
Lastly, Forleo stresses the importance of stepping outside one’s comfort zone. She shares how she overcame her fear of hiring employees for her business, initially making mistakes but ultimately learning through experience. Growth, she emphasizes, only happens through discomfort and willingness to embrace uncertainty. By shifting focus from security to learning, individuals can push past self-imposed limits and achieve goals they once thought were out of reach.
Forleo explores the dangers of perfectionism and how the pursuit of progress, rather than flawlessness, leads to success. She begins by acknowledging her high standards, from the meticulous way she folds napkins to her obsession with design details. However, she draws a critical distinction: having high standards is not the same as perfectionism. While striving for excellence is healthy, perfectionism is rooted in fear—fear of failure, judgment, and the belief that one is not good enough.
Forleo highlights the severe consequences of perfectionism, citing research that links it to anxiety, depression, and even an increased risk of suicide. She argues that perfectionism is not only harmful to mental health but also stifles creativity and achievement. Rather than inspiring high performance, it traps people in a cycle of self-doubt and avoidance. The key to breaking free from this destructive mindset is to embrace imperfection and recognize that all progress, no matter how small, is valuable.
To illustrate this, Forleo shares a personal story about her first public workshop. She envisioned herself speaking to large audiences, but in reality, her first event took place in a friend’s basement with only five attendees—two of whom were strangers her friend dragged in from the street. Looking back, she initially cringes at the memory but ultimately realizes that this small, imperfect beginning was an essential step toward achieving her bigger goals. Instead of letting perfectionism hold her back, she adopted the mindset that “starting small and sucky beats staying stucky” (152). This perspective allowed her to keep moving forward despite setbacks.
She warns against the trap of comparing early efforts to those of experts, noting that all professionals, from artists to entrepreneurs, start as beginners. Comparing oneself to someone years ahead in their journey is a perfectionist’s death trap. Instead, she encourages adopting the mantra “progress not perfection” (153). This simple shift in mindset helps people focus on improvement rather than unrealistic expectations of flawlessness.
Forleo explains that real progress is rarely linear—it zigs, zags, and often feels like moving backward before making significant strides. She shares the story of a former student, Molly, who struggled for two years without success in her business and nearly quit. However, after seeking feedback and refocusing her approach, she turned things around, eventually exceeding her financial goals.
Forleo then shares her experience in the dance world. She describes a humiliating audition for a Missy Elliott music video, where she was completely unprepared and left in tears. At the time, she saw it as a failure, but in retrospect, it guided her toward a career path better suited to her strengths. She eventually became one of the world’s first Nike Elite Dance Athletes, a role that had not even existed at the time of her audition.
To help readers dismantle perfectionism, Forleo provides a breakdown of how perfectionist thinking differs from a progress-oriented mindset. Perfectionists see failure as unacceptable, whereas those focused on progress see it as inevitable and necessary for learning. She also introduces the concept of the creative gap, drawing from Ira Glass’s insights on how beginners often have strong taste but lack the skills to execute their vision at first. The only way to bridge this gap is to continue creating, failing, and improving.
To solidify the mindset of progress over perfection, Forleo presents six strategies. First, she advises taking small, consistent steps rather than getting overwhelmed by big, dramatic goals. Second, she recommends planning for problems in advance, anticipating obstacles, and preparing solutions. Third, she encourages expecting and embracing self-doubt, reminding readers that uncertainty is a sign of growth rather than a reason to quit. Fourth, she suggests asking, “What’s the next right move?” whenever feeling stuck (166), shifting the focus to immediate, actionable steps. Fifth, she introduces the concept of positive quitting, explaining that walking away from something that no longer serves a purpose is different from giving up out of fear. Lastly, she emphasizes patience, sharing stories of successful individuals who took years—sometimes decades—before achieving their goals.
Forleo ends the chapter by encouraging readers to embrace imperfection, take action despite fear, and trust that every small step forward matters. By shifting focus from flawlessness to continuous improvement, she argues that people can achieve goals they once thought were out of reach.
In this section, Forleo challenges the fear-driven mindset that holds people back, emphasizing the importance of starting before you’re ready and prioritizing progress over perfection. Through personal anecdotes, expert research, and actionable strategies, she encourages readers to overcome self-doubt, embrace setbacks, and cultivate patience as they work toward their goals.
Forleo employs anecdotes to establish relatability and demonstrate How to Overcome Self- Doubt and Fear. She begins Chapter 7 with a vivid scene outside the Viacom building where she feels physically sick with nerves. This dramatization illustrates her central theme: fear and self-doubt do not indicate unreadiness but rather are a natural response to new opportunities. She reinforces this idea with a flashback structure, recalling her first dance class, her growth through teaching, and ultimately, the moment she embraced her identity as a “multipassionate entrepreneur.” Similarly, in Chapter 8, she shares the anecdote of her first-ever coaching workshop, as she recalls the humiliating experience of presenting to just five attendees in a friend’s basement. By admitting her failures, she speaks directly to the reader’s fear of imperfection and validates their struggles, creating an emotional connection that is central to her motivational style.
Throughout the narrative, Forleo highlights the psychological barriers that hold people back, which also helps reiterate The Importance of Resilience and Adaptability. For instance, in Chapter 7, she uses the motif of self-doubt to illustrate how internal resistance manifests as logical-sounding excuses: “I’m not ready” (137), “The timing isn’t right” (139), or “I don’t have my plan all mapped out yet” (139). She deconstructs these fallacies with direct rebuttals, insisting that readiness is an illusion and that action generates the very confidence people believe they need beforehand. Her assertion, "All progress begins with a brave decision” (137), is positioned as a universal truth, reinforcing her argument with a rhythmic, declarative sentence.
Forleo’s strategic use of contrast between fear and action, comfort and growth, and self-doubt and progress exemplify The Power of Mindset in Achieving Goals. In Chapter 7, her reference to an MTV opportunity, initially framed as intimidating and premature, ultimately leads to career acceleration, reinforcing her thesis that starting before feeling ready is a proven formula for success. Similarly, in Chapter 8, she pits perfectionism against progress in structured side-by-side comparisons, such as her “Characteristics of Progress vs. Perfection” table (159), where each perfectionist belief is countered with a more constructive, progress-oriented mindset. This binary framing makes it easier for readers to recognize their perfectionist tendencies and actively shift toward a more productive approach.
Forleo also dismantles conventional career norms through cultural references, such as the Island of Misfit Toys from Rudolph the Red-Nosed Reindeer, to illustrate how non-traditional paths can lead to success. The phrase “multipassionate entrepreneur” functions as a reframing device, shifting the reader’s perspective on unconventional career trajectories. Forleo’s rhetorical strategies also include the use of motivational imperatives and direct address to the reader, making her advice feel urgent and actionable. Phrases like “Don’t buy into the romantic idea that if you were really good at what you do, it would all flow effortlessly” challenge self-sabotaging beliefs head-on (153). She frequently interrupts negative thought patterns with countering statements, such as adding the word “yet” to self-doubt phrases like “I’m not good with money… yet” (172), a simple linguistic trick that shifts a fixed mindset into a growth-oriented one. This linguistic reframing is a powerful cognitive tool that makes overcoming perfectionism feel manageable and systematic.
Forleo employs logical reasoning and expert validation to bolster her argument. The “Ten-Year Test” framework in Chapter 7 serves as a strategic decision-making tool (131), urging readers to project their future regrets rather than staying paralyzed in fear. She further legitimizes her claims by citing Jim Rohn’s quote on discipline versus regret, Sonia Sotomayor’s statement about effort overcoming confidence deficits, and cognitive psychology principles like loss aversion such as accountability apps that penalize users for inaction. Her use of expert references and psychological research strengthens her argument and provides credibility. For example, in Chapter 8, she cites studies linking perfectionism to mental health disorders, early mortality, and suicide, drawing on research by Dr. Paul Hewitt and Dr. Gordon Flett. This appeal to scientific authorities underscores the severity of perfectionism beyond just personal struggle, positioning it as a life-threatening issue. Additionally, she references Carol Dweck’s growth versus fixed mindset framework, reinforcing the idea that success depends not on innate talent but on effort and perseverance.
Forleo’s use of pop culture and media references adds another layer of relatability to her narrative. In Chapter 8, she invokes Willy Wonka & the Chocolate Factory to describe her over-excitement about personal development, referring to herself as Violet Beauregarde on the verge of exploding. She also references Missy Elliott, weaving in the rapper’s famous lyrics, “Is it worth it? Let me work it. Put your thing down, flip it, and reverse it” (159). These references are strategically chosen to enhance memorability. Pop culture is sticky, and by embedding her message within recognizable moments, she strives to ensure that readers retain her insights long after they’ve finished the chapter.
The structural organization of the narrative is also noteworthy. Forleo begins with a lighthearted introduction, then builds into a more research-backed argument, followed by a personal transformation story, before concluding with practical steps and an “Insight to Action” challenge. This arc mirrors a motivational speech, where emotional engagement transitions into logic and then into a direct call to action. For instance, Chapter 7 culminates in the “Figureoutable Field Notes” (147), where Amanda’s real-world application of Forleo’s philosophy (saving a failing family business while battling cancer) serves as social proof, solidifying the argument that taking action despite uncertainty can lead to transformative results. Similarly, the final “Figureoutable Field Notes” in Chapter 8 features Ula’s testimony (174), reinforcing that her principles are not just theoretical but have transformed real lives.



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