Who is Most Likely to Be Self-Employed and Why

Self-employment is a tale of risk and reward. On one hand, you can be your own boss and set your own schedule. On the other hand, you take on all the responsibility if your business fails.

So who is most likely to take the leap into running their own show? 

Read on to find out what types of professionals tend to ditch the corporate grind for the stresses and joys of entrepreneurship. And on the flip side, what types prefer to leave work at the office instead of bringing it home with them every day. 

We’ll explore the personalities and motivations that drive people towards and away from becoming their own chiefs…or should we say “chiefs of their own tribes” since we’re trying to avoid cliches!

Contents show

Who is Most Likely to Be Self-Employed?

Individuals most likely to be self-employed are those who possess high levels of risk tolerance, independence, and ambition. They typically have relevant skills or experience, financial stability, and access to resources or networks that support entrepreneurial ventures.

Here’s a deeper look at some categories of professionals who are most likely to pursue self-employment:

Entrepreneurs with Innovative Business Ideas

Entrepreneurs tend to have creative business ideas that they are passionate about pursuing on their own terms. Building a business from scratch allows it to fully shape its direction and offerings. However, it also requires assuming all the risk and effort needed to get it off the ground in the first place.

Though difficult, bringing an innovative product or service to market can be greatly rewarding for entrepreneurial-minded individuals seeking self-employment.

  • Visionary mindset for creating new products or services.

  • Ability to identify and fill market gaps.

  • Strong risk-taking and decision-making abilities.

  • Desire to disrupt traditional industries.

Freelancers Seeking Flexible Work Schedules

Freelancers often value self-employment for the flexible schedules it affords. As freelancers, they can manage their own time and pick and choose projects that interest them rather than being bound to rigid workweeks and duties.

This flexibility comes at the cost of job security and steady paychecks, which freelancers trade for control over their workload and hours. Many find that this tradeoff is worthwhile to be able to self-direct their work-life balance.

  • Preference for setting their own work hours.

  • Need to balance multiple projects simultaneously.

  • Capability to work remotely from any location.

  • Independence in choosing clients and assignments.

Creative Professionals like Designers and Writers

Creative professionals like designers, artists, and writers commonly pursue self-employment avenues. This allows them the freedom to practice and market their craft on their own terms rather than having to adhere to strict organizational policies and cultures.

However, this also requires building up a strong personal brand and client base from scratch in order to establish a steady income stream. While difficult at first, for many creative talents, the ability to fully control how and where they apply their skills makes the effort worthwhile.

  • Talent in visual or written expression.

  • Need for creative freedom in their work.

  • Flexibility to work on diverse projects.

  • Ability to build a personal brand.

Consultants with Specialized Industry Expertise

Seasoned professionals often establish consulting businesses later in their careers in order to leverage their accumulated industry knowledge and expertise. They trade organizational stability for the ability to operate independently and potentially earn higher compensation by marketing their specialist skills and advice.

Communicating value and cultivating strong client relationships are imperative for achieving sustainable success. When done effectively, consultants can thrive being their own bosses and setting their own rules.

  • Deep knowledge in specific fields.

  • Strong analytical and problem-solving skills.

  • Demand for customized solutions by businesses.

  • Capability to offer strategic advice and insights.

Individuals with a Strong Network of Clients

For self-employed individuals like consultants, designers, and freelancers, having an established professional network is vital for driving business and achieving financial stability without a traditional employer. Tapping into well-nourished professional relationships, whether through previous corporate roles or other projects, can help the recently self-employed hit the ground running with a set of initial customers. 

Combining a reliable client base with the hustle needed to expand it enables many self-employed professionals to make self-direction financially viable.

  • Established relationships in their industry.

  • Consistent flow of work from referrals.

  • Ability to leverage connections for new opportunities.

  • Trust and credibility within their network.

Those Desiring Full Control Over Their Projects

Many professionals pursue self-employment because they want full creative control and decision-making authority over their projects, free from organizational constraints. This allows them the freedom to practice their craft and run their ventures as they see fit.

However, it also comes with the responsibility of guiding outcomes completely on one’s own merits. For those confident in their skills and vision, increased control can make the challenges of self-employment worthwhile.

  • Autonomy in decision-making and project management.

  • Freedom to implement their own ideas.

  • Ability to set their own goals and objectives.

  • Desire to take responsibility for successes and failures.

Professionals Tired of Corporate Restrictions

Professionals tired of corporate bureaucracy and restrictions also frequently move into self-employment. By going independent, they can create their own rules and culture based on their professional values rather than conform to traditional hierarchies and systems.

They trade the structure and resources of large organizations for the ability to practice how they see fit. This freedom requires much effort initially but ultimately offers liberation from the aspects of corporate life they found limiting.

  • Frustration with corporate bureaucracy and politics.

  • Desire for a more dynamic and less structured environment.

  • Need for a more personalized and fulfilling career path.

  • Willingness to take on the risks of self-employment.

People Passionate About a Unique Niche Market

Another driver towards self-employment is the ability to fully pursue and share one’s passion. Individuals highly dedicated to a unique niche, craft, or interest are often drawn to entrepreneurship to fully immerse within their specialty.

Bringing single-minded passion to your work allows for joy and fulfillment. And for small businesses, finding and deeply serving a dedicated niche helps sustainably stand out from broader competition when initially building a client base.

  • Deep interest in a specialized area.

  • Desire to serve a specific audience or community.

  • Ability to offer tailored products or services.

  • Enthusiasm for building expertise and authority in their niche.

Skilled Tradespeople Running Their Own Services

Skilled tradespeople like electricians, landscapers, and plumbers commonly establish independent businesses to market their abilities directly. This allows them to fully control their services, prices, schedules, and workflow according to their own preferences rather than conform to organizational policies.

However, it requires significant effort to attract and retain customers without external support staff and resources. For skilled self-starters driven to apply and market their trades entirely on their own terms, self-employment offers the means to do so.

  • Expertise in practical, hands-on work.

  • Ability to provide specialized services directly to clients.

  • Preference for managing their own schedules and workload.

  • Opportunities to build a loyal customer base.

Individuals Prioritizing Work-Life Balance

Many people start their own businesses in pursuit of an improved work-life balance and to gain back time from long corporate workweeks to focus on family, hobbies, and health. By calling their own shots, self-employed individuals can work intensely during focused hours and still uphold boundaries that honor non-work commitments.

However, running every aspect of an independent business with no wider organizational support readily allows work to spill outside intended timeframes if not carefully self-managed. Refining one’s services and efficiency allows self-employed individuals to stick to workflows that align work and life as they envision.

  • Need for more control over personal and professional time.

  • Desire to reduce commute and work remotely.

  • Ability to integrate personal interests and family commitments with work.

  • Preference for a less stressful and more flexible work environment.

Who is the Least Likely to Be Self-Employed?

Those least likely to be self-employed are individuals with a low-risk tolerance, limited financial resources, and a preference for stable, structured work environments. They may lack the necessary skills, experience, or access to capital required to start and sustain a business.

Certain groups of individuals are less inclined to pursue this path due to their preference for stability, security, and structure in their careers. Here are some of the least likely candidates to start a business or venture of their own:

Government Employees with Stable Careers

Professionals working in government often have secure roles with good benefits and compensation that they wish to retain long-term. Pursuing self-employment would mean giving up steady pay, pension plans, and job stability.

Additionally, the structured hierarchies of government bureaucracies leave little room for fully independent work compared to private organizations.

As such, government employees in established roles are far less likely to leave them behind for the risks and efforts of entrepreneurship.

  • Enjoy consistent job security and long-term employment.

  • Access to comprehensive benefits packages.

  • Defined career progression and clear promotion pathways.

  • Less incentive to take entrepreneurial risks.

Individuals Preferring Job Security and Benefits

Beyond government workers, many professionals across fields prioritize job security and benefits over operational flexibility. Steady corporate work enables reliability in life planning over the unpredictable swings of customer demand faced by the self-employed.

Furthermore, organizational budgets can fund nice-to-have support resources and professional development opportunities not typically affordable for independent businesses.

For these individuals, forfeiting security for autonomy does not align with their professional priorities.

  • Prioritize steady income and job stability.

  • Value health insurance, retirement plans, and other employee benefits.

  • Avoid the uncertainty associated with variable income.

  • Seek peace of mind in stable employment.

Workers in Large Corporations with Advancement Paths

Professionals invested in advancing within large corporate ladders are less inclined to divert their careers toward risky entrepreneurial side projects. They focus energy on organizational promotion cycles with clear milestones because they value career growth within established systems that reward loyalty and consistent achievement.

Leaving the corporate track for self-employment generally requires starting advancement from scratch while competing amid a noisy independent market.

  • Opportunities for growth and promotion within the company.

  • Access to professional development and training programs.

  • Preference for established corporate culture and systems.

  • Enjoy networking and mentorship opportunities.

People Averse to Financial Risks and Uncertainties

Further, personalities naturally risk-averse around finances will not gravitate towards self-employment’s income variability. Big corporate budgets provide reliable paychecks unaffected by fluctuating customer demand.

Meanwhile, independents experience unpredictable revenue swings tied to building and retaining business. Uncertainty-averse individuals prefer the job security and stability of traditional employment without profit-loss volatility.

  • Prefer predictable income over fluctuating earnings.

  • Avoid the financial instability of running a business.

  • Uncomfortable with the potential for business failure.

  • Seek stability over entrepreneurial ventures.

Employees Needing Structured Work Environments

Certain personalities thrive under structured systems and processes that lend order to tasks and responsibilities. Standard corporate policies, shared services, administrative support, and managerial direction provide guardrails absent within independent ventures.

Employees requiring these scaffolds to feel secure and productive will not readily leave them behind for the heightened responsibilities and self-direction involved with entrepreneurship.

  • Thrive in organized, well-defined roles and responsibilities.

  • Prefer working within established systems and processes.

  • Need clear guidelines and supervision.

  • Struggle with the ambiguity and self-direction required in self-employment.

Professionals in Highly Regulated Industries

Professionals in highly regulated sectors like finance, legal services, and healthcare are far less likely to pursue self-employment. Complying with complex governmental policies and restrictions is extremely difficult without the scale and resources of large corporate backers.

Established organizations with years catering to regulation nuances often leverage this specialization to make outside competition more arduous. Losing infrastructure geared towards compliance introduces major barriers for regulated industry experts contemplating independence.

  • Operate within industries with strict regulatory frameworks.

  • Depend on company resources to navigate complex regulations.

  • Risk losing licenses or certifications if independent.

  • Prefer the support of a larger organization in managing compliance.

Those Lacking Entrepreneurial Drive or Skills

Those lacking the inherent motivation or strategic skills to entirely self-direct their work-life integration rarely build successful self-employment ventures. Beyond one’s professional expertise, independent careers require long hours, resourcefulness across business areas, consistent self-motivation despite setbacks, and strategic hustle to secure customers.

Individuals needing more handholding face immense difficulty replacing the strategic and specialized support corporate employment offers.

  • Lack interest in starting or running a business.

  • Unwilling to invest time and effort into entrepreneurial activities.

  • Prefer roles that don’t require innovation or self-motivation.

  • Comfortable with routine tasks and defined duties.

Individuals Content with Fixed Salaries

Self-employment also does not typically appeal to individuals content simply earning a satisfactory living by reliably showing up for their predictable corporate workweeks and salaries.

For risk-averse personalities, forfeiting reliable compensation seems unnecessary when they have reasonable comfort without needing to grow incomes more aggressively through business ownership’s volatility and responsibilities.

Steady adequate pay simply suits their lifestyle better than ambitious entrepreneurial undertakings.

  • Satisfied with predictable and consistent earnings.

  • Do not seek the potentially higher, yet uncertain, income of self-employment.

  • Prefer the financial security of a regular paycheck.

  • Avoid the stress of managing business finances.

People Uncomfortable with Self-Promotion

Those highly uncomfortable putting themselves out there both in person and on social media struggle with self-employment. Independents missing marketing and client networking instincts face greater difficulty establishing visibility amid market noise.

Conversely, those comfortable engaging potential customers about their personal brand and offerings find business development less foreign when on their own. Avoiding self-promotion hurts independents lacking partners to balance out their marketing gaps.

  • Dislike marketing and selling their skills or services.

  • Prefer roles that don’t require personal branding or networking.

  • Uncomfortable with public visibility and outreach.

  • Rely on company reputation rather than building their own.

Workers Relying on Company-Provided Resources

Certain workers very reliant on their employers’ tools, technologies, data access, and physical workspaces are challenged transitioning them privately at a self-employment scale. Large organizations can fund nice-to-have solutions impossible for most independents early on.

Procuring certain assets like specialized software or real estate carries major financial risk without corporate backing, hindering progress and capabilities for those who need them to perform.

  • Depend on employer-provided tools, technology, and infrastructure.

  • Prefer not to invest in or manage their own business resources.

  • Benefit from company support services like IT, HR, and administration.

  • Avoid the hassle and costs of procuring their own business necessities.

Conclusion

While being your own boss offers freedom and flexibility, it also comes saddled with risk and responsibility. As we’ve learned, certain professionals are drawn to self-employment to fulfill creative control and business aspirations within their field of passion.

Meanwhile, others prioritize security and support over autonomy in their work environs and responsibilities.

At the end of the day, self-knowledge around your risk tolerance, motivations, and skills dictates whether tip-toeing or diving headfirst into self-employment aligns best.

But wherever you land between corporate life or entrepreneurship, a good work-life balance that honors your health and purpose is most important.

FAQs

What factors influence the likelihood of someone becoming self-employed?

Factors influencing self-employment include personality traits like risk tolerance and independence, as well as market opportunities and resource availability. Individuals who value control over their work and have access to supportive networks and financial resources are more likely to pursue self-employment.

How does education level impact the likelihood of self-employment?

Higher education can provide specialized skills and networks beneficial for self-employment. However, practical experience and industry needs often play a significant role, meaning education is just one of several factors influencing the decision to become self-employed.

Does age play a role in who is most likely to be self-employed?

Age affects self-employment likelihood, with younger individuals often attracted to the flexibility and risk of entrepreneurship, while older individuals leverage their experience and networks. Both age groups can find opportunities in self-employment based on their unique circumstances.

How do economic conditions affect self-employment rates?

Economic conditions impact self-employment, with downturns often leading to increased entrepreneurial activity as people seek alternatives to traditional employment. Conversely, a strong economy might reduce the need for self-employment, affecting both opportunity and resource availability.

What role does financial stability play in the likelihood of becoming self-employed?

Financial stability is crucial for self-employment, providing the means to cover startup costs and manage periods of inconsistent income. A stable financial background reduces risk and makes entrepreneurship more feasible.

How does prior work experience influence the decision to become self-employed?

Prior work experience equips individuals with industry knowledge, skills, and networks that can ease the transition to self-employment. Experienced professionals are often better prepared to handle the challenges of running a business.

How does access to capital influence the likelihood of self-employment?

Access to capital is essential for starting and sustaining a business. Individuals with sufficient funding can cover startup expenses and navigate early financial challenges, making them more likely to pursue self-employment.

Rey
Rey

Rey is an aspiring entrepreneur, avid reader, writer, LeBlanc God, Peanut butter lover, and ketchup with veggies enjoyer (???), that takes pride in tormenting himself every day with early morning runs. When he’s not reading, writing, or running, he’s either procrastinating like there’s no tomorrow, getting rekt in League of Legends, or weebing out by rewatching Maid Sama! for the 42069th time.