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    Home » Always ‘Almost There’: Why Gen Z Feels Stuck in a Loop of Trying — Social Media, Debt and the Grind
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    Always ‘Almost There’: Why Gen Z Feels Stuck in a Loop of Trying — Social Media, Debt and the Grind

    By Jeremy StapletonNovember 12, 2025No Comments6 Mins Read
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    Gen Z is driven to pursue performative markers, such as viral posts, side-hustle thumbnails, and staged CV wins, which appear like currency but frequently don’t translate into the durable capital of stable careers or secure housing. Social media functions like a swarm of bees that never sleeps, buzzing endlessly with highlight reels that selectively showcase success. This is because algorithms magnify what provokes engagement rather than what maps most directly onto ordinary progress.

    Topic snapshotDetails
    SubjectAlways ‘Almost There’: Why Gen Z Feels Stuck in a Loop of Trying
    Key driversSoaring living costs, AI-displaced entry roles, student debt, algorithmic comparison, collapse of linear life scripts
    Most affectedRecent graduates, early-career professionals, gig workers, urban renters, caregiving young adults
    Common feelingsPerpetual hustle with delayed payoff; anxiety; perfectionism; paralysis by analysis; people-pleasing loops
    Cultural forcesAttention economies, hustle culture, curated milestones, performative activism
    Practical leversDebt relief, targeted hiring incentives, media literacy, mentorship pathways, community skill-building
    Notable voicesJonathan Haidt, Olivia Rodrigo (cultural echo), economists and public-health researchers
    ReferenceThe Guardian — “Generation Anxiety” / Jonathan Haidt — https://www.theguardian.com


    Before going back to freelancing, I met a 25-year-old who had finished three internships, taught herself data skills at night, and pitched a startup to two uninterested angels. They talked about the feeling of accumulating without arriving, of skills building into a mosaic that hiring managers referred to as “diffuse,” and of optimism being taxed by repeated near-misses. This story is both personal and representative, as many people compensate by diversifying their efforts in ways that fragment attention and slow deep mastery.

    This dynamic turns perseverance into a treadmill rather than a trajectory, and makes “almost there” a chronic state rather than an occasional setback. In recent years, the ladder that previous generations climbed has become a jumble of rickety rungs and side platforms; housing affordability has surged away from typical incomes, entry roles are being hollowed out by automation, and student debt adds a persistent drag. As a result, young people squeeze experimentation into every spare hour while still feeling materially behind.


    In terms of psychology, this constant near-miss triggers well-known reinforcement dynamics: sporadic rewards motivate sustained effort because accomplishments are uncertain but sometimes satisfying, and when coupled with ongoing social feedback loops, the pattern exacerbates anxiety and undermines self-confidence, creating a unique forward-looking strain that doctors refer to as prospective anxiety. This orientation makes planning seem risky even as young people perform competently today.


    Expectations are culturally shaped unevenly by celebrity narratives and viral success stories; when an artist’s sudden breakthrough is widely shared, it becomes a model that many attempt to follow but few actually do. On the other hand, public figures’ candid portrayals of long-term struggles can be especially helpful, normalizing delayed success and granting permission to pursue steady work without constant external validation. This shift is remarkably effective at reframing failure as rehearsal rather than verdict.


    Employers and educational institutions share accountability. In the past, universities provided credentialed pathways that more accurately indicated preparedness to employers. However, many graduates now face a market that prioritizes verified impact over credentials due to rising tuition and an uncertain return on investment. Reforms that combine curricula with apprenticeships, micro-credentials linked to employer-validated skills, and paid internships would transform patchwork effort into recognizable career capital and significantly reduce the “almost there” malaise by making effort readable by evaluators.


    In jurisdictions that have implemented such measures, the impact on young adults’ sense of momentum has been significantly improved because financial friction is one of the biggest multipliers of felt stagnation. Policy levers are also important: targeted debt relief, rental assistance, and incentives for firms to hire early-career workers can materially lower the baseline precarity that turns small victories into temporary consolation.


    A manager who frames a lateral project as part of a two-year growth plan transforms scattered hustle into coherent progress, which not only reduces anxiety but also produces better retention and more dependable skill accumulation—a business case, not just a moral one. At the firm level, clear promotion pathways and mentorship that prioritizes depth over breadth help translate experiments into advancement.


    Community responses are especially creative: city-level skill exchanges, craft cohorts, and cooperative learning circles function as micro-ecosystems where feedback is frequent, incremental work compounds, and recognition is peer-based rather than algorithmic. These networks regain momentum by prioritizing sustained collaboration and repeated practice over performative peaks, enabling participants to gain competence without requiring viral validation.


    The paralysis of comparison is lessened and agency is restored by using practical psychological tools such as reframing near-misses as data points rather than verdicts, setting process-focused goals instead of outcome-only targets, and practicing social savoring, which is actively celebrating peers’ small victories. Clinicians advise micro-projects with clear deliverables so that reinforcement is in line with competence rather than the fleeting metrics of online attention.


    When technology is purposefully created, it can contribute to the solution. By utilizing transparent credentials, verifiable micro-certifications, and talent platforms that prioritize work output over follower counts, digital systems can be transformed from attention farms into scaffolds that convert short-term projects into signals that employers can trust. This change would be especially helpful for workers who are balancing gig income with long-term goals.


    Nuance is needed in the generational narrative: This optimism is tactical rather than naive; it is based on the tangible notion that incentives matter and can be redesigned. Gen Z is resourceful and adaptable, exceptionally proficient with digital tools and networked learning, and inclined toward hybrid livelihoods that diversify risk. As a result, they are prepared to innovate their own pathways when given the structural supports to convert effort into recognized value.


    Public storytelling serves a useful purpose: when powerful individuals document small steps rather than sudden success, they provide a model that lessens the stigma associated with gradual development, and when employers honor consistent work rather than outward hustle, cultural cues shift away from spectacle and toward cumulative success, promoting actions that reinforce rather than negate.


    Employers can fund mentorship cohorts and publish transparent career maps; educators can co-design credentials with industry so that learning directly translates into opportunity; communities can create low-friction forums for iterative practice and mutual recognition; and governments can pilot targeted measures to reduce housing and education burdens while incentivizing apprenticeship models. These interventions collectively turn near-misses into quantifiable momentum.


    With careful planning and public will, the cycle of being “almost there” can be broken and redirected toward a steadier arc of accumulation that acknowledges the messy reality of modern careers while reestablishing a sense of forward motion. In other words, the time is ripe for coordination, as the same digital fluency that amplifies performative aspiration also makes it possible for more equitable and efficient systems for signaling work, sharing mentorship, and scaling alternative credentials.


    Redesigning incentives across the economic, institutional, and cultural spheres is necessary to escape perpetual almost-ness. This will not eliminate struggle, but it will make trying a path with observable milestones rather than an endless rehearsal, transforming the lived experience from suspended striving to tangible progress and providing an opportunity for a generation to turn near-misses into momentum.

    Always ‘Almost There’: Why Gen Z Feels Stuck in a Loop of Trying
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    Jeremy Stapleton

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