Abhishek Sengupta

Entrepreneur | Author | Podcaster

Life’s Real Problems: 7 Hidden Barriers

Life’s Real Problems

Pic Courtesy - UnSplash

In my work as a startup specialist, I analyze problems, spot bottlenecks, and plan for expansion. It’s interesting to note that the basic problems that prevent new companies from succeeding frequently reflect the same problems that prevent people from reaching their greatest potential. Similar to how internal inefficiencies can cause a promising firm to fail, unresolved psychological obstacles can cause a life full of potential to stagnate.


Let’s examine seven fundamental “life problems” that can undermine our advancement and lessen the splendor of our path if they are not addressed. Gaining clarity, developing self-awareness, and eventually enabling ourselves to create a more effective and fulfilling life are the goals of comprehending these things rather than focusing on negativity.

1. The Elusive Knowledge We Fail to Get: Navigating the Unknown

Imagine starting a tech company without knowing anything about the underlying technology or your target market. Catastrophe is all but certain. In a similar vein, a major obstacle we frequently encounter in life is the knowledge we are unable to obtain. This goes beyond formal education and includes a wider range of knowledge about the world, ourselves, other people, and the particular fields we hope to master.


This ignorance shows up in a number of ways. We may not understand the subtleties of our chosen industry, hold onto antiquated ideas, or be uninformed of important life skills (financial literacy, effective communication, and conflict resolution). We may not be aware of our own advantages and disadvantages, which could result in poor decisions and unnecessary work.

The solution isn’t about knowing everything, which is impossible. It’s about cultivating a growth mindset, a relentless curiosity, and a proactive approach to learning. It means actively seeking out information, embracing diverse perspectives, and acknowledging the vastness of what we don’t know. Just as a smart startup invests in market research and continuous learning, we must invest in our own intellectual and emotional development. This could involve reading widely, seeking mentorship, taking courses, engaging in thoughtful conversations, and most importantly, being open to being wrong and learning from our mistakes.

The Problem:

Many founders jump into building a startup with passion, but without the right knowledge of market research, product development, legal frameworks, or fundraising. This “knowledge gap” leads to poor decisions, blind spots, and costly mistakes.

Case Study: Theranos – Elizabeth Holmes

Elizabeth Holmes famously dropped out of Stanford to create Theranos, a startup that promised revolutionary blood tests from just a drop of blood. But she lacked the deep medical and scientific knowledge needed for such innovation.

Despite building a $9 billion valuation, the technology never worked. She didn’t seek the right scientific advisors, ignored expert critiques, and failed to gather necessary medical knowledge — leading to lawsuits, federal charges, and the company’s collapse.

Lesson: No matter how visionary you are, without acquiring the critical knowledge or surrounding yourself with those who have it, your startup is on a doomed path.

2. The Erosion of Willpower: The Crippling Lack of Discipline

A great startup idea is only a dream if it is not consistently implemented. In a similar vein, a life full of goals without the foundation of discipline is unlikely to succeed. The steadfast dedication to carrying out our responsibilities, despite discomfort, inconvenience, or waning motivation, is discipline.
Our reluctance to follow through on commitments, inconsistent efforts, and propensity to put short-term satisfaction ahead of long-term objectives are all signs of a lack of discipline. When faced with obstacles or the boredom of constant work, we may begin with excitement but soon lose it.

Cultivating discipline is akin to building a strong organizational culture in a startup. It requires setting clear goals, establishing routines and systems, holding ourselves accountable, and practicing self-control. Small, consistent actions compound over time. Just as a daily stand-up meeting keeps a startup team aligned, establishing daily rituals that support our goals can build momentum and strengthen our self-discipline. This isn’t about rigid control; it’s about creating a framework that supports our aspirations and prevents us from being swayed by fleeting impulses.

The Problem:

Discipline is the bridge between goals and achievement. Many founders are full of energy at the beginning but lack the daily consistency required to execute, especially when things get boring or repetitive.

Case Study: MySpace – Chris DeWolfe & Tom Anderson

Before Facebook dominated social media, MySpace was king. But the co-founders failed to instill operational discipline within the company. Product innovation slowed, bugs piled up, and leadership was reactive rather than strategic.

When Facebook entered the market, their disciplined, structured approach allowed them to scale faster, deliver a better user experience, and eventually overtake MySpace.

Lesson: Discipline isn’t sexy, but it’s what keeps a startup alive when the initial hype dies down.

3. The Thief of Time: The Paralysis of Procrastination

Delays may be deadly in the fast-paced world of startups. In a similar vein, procrastination—the habitual delaying of tasks—can rob us of valuable time and opportunities, leaving us anxious and feeling behind all the time.
Fear—fear of failure, dread of the unknown, or even fear of success—is frequently the root cause of procrastination. Perfectionism, which causes us to put off starting until circumstances are “just right,” which is rarely the case, can also be a contributing factor. The temptation of instant comfort and diversion frequently surpasses the long-term advantages of taking on significant responsibilities.

Overcoming procrastination requires understanding its root causes for us individually. It involves breaking down large tasks into smaller, more manageable steps, setting realistic deadlines, and implementing strategies to manage distractions. Just as a startup uses project management tools to track progress, we can utilize techniques like the Pomodoro Technique or time blocking to create structure and build momentum. Recognizing that “done is better than perfect” and embracing imperfection can be a powerful antidote to procrastination.

The Problem:

Procrastination is not laziness; it’s fear in disguise — fear of failure, fear of the unknown, or even fear of success. Many founders delay launching, pitching, hiring, or confronting problems. This leads to missed opportunities and spirals into stress.

Case Study: Blackberry – Research In Motion (RIM)

BlackBerry once dominated the smartphone world. But when Apple introduced the iPhone, RIM’s leadership delayed action. They procrastinated on pivoting their product, updating their OS, or embracing touchscreen tech. Internal memos even show that leadership knew the threat — but didn’t act fast enough.

Lesson: Procrastination breeds irrelevance. In startups, speed and timing are everything.

4. The Siren Song of Distraction: Losing Sight of the Goal

Startups that become distracted and pursue every shiny item frequently overextend themselves and ultimately fall short of their primary goal. Similar to this, giving in to distractions can hinder our progress and keep us from achieving our objectives in life.


Distractions abound in today’s hyperconnected society, including social media notifications, never-ending information streams, and the allure of instant gratification. These outside distractions can split our attention and keep us from working deeply and intently, especially when combined with internal distractions like daydreaming and anxiety.

Reclaiming our focus requires conscious effort. It involves identifying our primary goals and ruthlessly prioritizing them. Just as a successful startup defines its core value proposition, we need to define what truly matters to us. This means minimizing external distractions by setting boundaries with technology, creating dedicated focus time, and learning to say no to non-essential commitments. Cultivating mindfulness and practicing techniques to bring our attention back to the present moment can also be invaluable in navigating the sea of distractions.

The Problem:

Many founders fall prey to “shiny object syndrome” — chasing new ideas, new markets, or new tools without staying focused on the core mission. This dilutes the brand, drains resources, and confuses the team.

Case Study: Quibi – Jeffrey Katzenberg & Meg Whitman

Quibi was a mobile video platform that raised nearly $2 billion. Instead of focusing on user needs and content testing, leadership was distracted by Hollywood glamor, tech features, and marketing buzz.

They burned money on premium shows without validating audience behavior. The result? Quibi shut down in less than a year.

Lesson: Focus is the ultimate competitive advantage. Lose it, and you risk losing everything.

5. The Chains of Habit: The Grip of Bad and Addictive Behaviors

Bad habits steadily deplete resources and impede growth of a startup, much like sneaky leaks. Similar to this, unhealthy and compulsive behaviors can undermine our general well-being, relationships, productivity, and health. From poor eating habits and inactivity to more severe addictions like substance misuse or excessive screen time, they can vary widely.


These behaviors frequently offer temporary comfort or enjoyment but have negative long-term effects. It can be challenging to overcome them once they have become deeply embedded.

Overcoming bad habits requires awareness, a genuine desire for change, and a strategic approach. Just as a struggling startup might undergo a major restructuring, we may need to implement significant changes in our routines and environments. This involves identifying the triggers for these habits, developing coping mechanisms, seeking support when needed, and replacing negative habits with positive ones. Small, consistent steps towards healthier behaviors can create a powerful ripple effect, leading to significant improvements over time.

The Problem:

Addictive behaviors — whether it’s excessive social media use, alcohol, toxic relationships, or impulsive decision-making — can erode a founder’s clarity, health, and productivity. Left unchecked, they spill into the culture and destroy trust.

Case Study: WeWork – Adam Neumann

Adam Neumann was a charismatic visionary, but his excessive partying, drug use, and erratic decision-making created a toxic work culture. From tequila-fueled meetings to misusing company funds, his habits became liabilities.

Despite a $47 billion valuation at its peak, the IPO was pulled, and Neumann was ousted. The company later restructured and lost billions in value.

Lesson: Bad personal habits don’t stay personal for long — especially when you’re the founder. They eventually become company habits.

6. The Internal Saboteur: The Shadow of Self-Doubt

Even the most promising startups experience periods of doubt and uncertainty. But chronic and widespread self-doubt may be a debilitating force that keeps us from taking chances, seizing opportunities, and having faith in our own skills.


Negative self-talk, comparisons with others, and prior experiences are common causes of self-doubt. It can show up as a persistent inner critic that erodes our self-esteem and feeds thoughts of inadequacy. Missed chances, a reluctance to venture outside of our comfort zone, and a willingness to settle for less than what we are genuinely capable of might result from this.

Combating self-doubt requires cultivating self-compassion and challenging negative thought patterns. Just as a supportive investor believes in a startup’s vision, we need to become our own biggest advocates. This involves acknowledging our strengths, celebrating our achievements (no matter how small), reframing failures as learning opportunities, and surrounding ourselves with positive and encouraging influences. Building a strong sense of self-worth and practicing self-affirmations can gradually chip away at the power of self-doubt.

The Problem:

Every founder wrestles with self-doubt. But if not managed, it causes hesitation in decision-making, underpricing, poor hiring, and a fear of fundraising or expansion. Many brilliant ideas never see the light of day because the founder didn’t believe they deserved success.

Case Study: Sara Blakely – Founder of Spanx

Let’s flip the coin. Sara Blakely had no background in fashion, retail, or business. She started Spanx with $5,000 while selling fax machines door-to-door. Self-doubt was a constant companion, but she chose to act anyway.

She faced hundreds of rejections before Oprah featured Spanx — and the rest is history. She became the youngest self-made female billionaire.

Lesson: You don’t need to eliminate self-doubt — you need to move forward in spite of it. Courage is acting while afraid.

7. The Silent Killer: The Trap of Ego

An unbridled ego in the startup sector can result in bad choices, team member alienation, and eventually the company’s demise. In a similar vein, having a dominant ego can seriously impede one’s ability to develop personally and form satisfying relationships.


Our sense of self-importance, or ego, is frequently driven by a fear of being incorrect and a need for approval. Arrogance, defensiveness, intolerance to criticism, and a propensity to place the responsibility elsewhere are some of its manifestations. An overinflated ego can harm our relationships with others, make it difficult for us to learn from our mistakes, and make us blind to our own shortcomings.

Cultivating humility and self-awareness is crucial in managing the ego. Just as a wise startup leader seeks diverse perspectives and admits when they are wrong, we need to be open to feedback, willing to learn from others, and acknowledge our limitations. Practicing empathy, focusing on collaboration rather than competition, and recognizing that we are all works in progress can help to keep the ego in check and foster more meaningful connections and personal growth.

The Problem:

Ego tells founders that they’re always right, don’t need help, and deserve special treatment. It shuts down feedback, inflates valuation, and isolates the leader from the team and customers.

Case Study: Uber – Travis Kalanick

Travis Kalanick built Uber into a global powerhouse — but his ego-driven leadership eventually cost him the CEO position. From internal harassment issues to public arguments and toxic culture, his unwillingness to listen or evolve hurt the company.

Board members intervened, and investors forced him to resign. Uber had to spend years repairing its image.

Lesson: Confidence builds companies. Ego destroys them. Learn to take feedback, admit mistakes, and stay humble.

How to Overcome These Life Problems in Business

These seven inner struggles are more than just “life problems” — they are business threats. Here’s how founders can overcome them:

1. Continuous Learning

Be intentional about learning. Read industry blogs, take founder courses, and consult with experts. Don’t wait to “figure it out later.”

2. Build Systems for Discipline

Use accountability tools, morning routines, and strict work blocks. Small consistent actions beat occasional big efforts.

3. Beat Procrastination with Deadlines

Break large tasks into smaller chunks and set tight deadlines. Launch fast. Learn on the go.

4. Revisit Your “Why” Weekly

Write down your vision and revisit it weekly. Use it to filter distractions.

5. Replace Bad Habits with Growth Habits

Instead of late-night Netflix, read. Instead of doomscrolling, write. Build habits that sharpen you.

6. Talk to Mentors and Coaches

Don’t face doubt alone. A mentor or founder group can give objective feedback and fuel your confidence.

7. Keep Ego in Check with Data and Team Feedback

Surround yourself with people who challenge you. Reward truth, not praise.

Navigating the Labyrinth: A Call to Action

These seven “real problems” are not insurmountable obstacles; they are inherent parts of the human experience. Recognizing them, understanding their impact, and actively working to mitigate their influence is a continuous journey of self-awareness and growth. Just as a successful startup constantly iterates and adapts, we too must be willing to examine ourselves, identify our weaknesses, and implement strategies for improvement.

We can realize our full potential and create prosperous, profoundly meaningful, and rewarding lives by developing knowledge, adopting discipline, overcoming procrastination, concentrating, kicking bad habits, stifling self-doubt, and managing our ego. Like creating a successful startup, the path to self-improvement calls for bravery, resiliency, and an unshakable dedication to expansion. But the benefits are incalculable.