Freelancing in Tech: Setting Yourself Up for Success after a Layoff

Selecting a specific freelance skill to focus on and becoming an expert in it can provide you with greater flexibility in your career.

Freelancing in Tech: Setting Yourself Up for Success after a Layoff

Embracing Change After a Layoff

It is widely known that there have been numerous and impactful layoffs in the tech industry over the past year, and this trend seems to continue into the new year. While this can be a difficult period, it also presents new opportunities, such as freelancing. Freelancing in the tech field is not merely a temporary solution; it can be a fulfilling and sustainable career path that provides both financial stability and flexibility. In the United States alone, it is projected that more than 50% of workers will be freelancing within the next 5 years (with the current number already approaching 40%). That's a staggering 90 million freelancers!

Is Freelancing Right for You? Understanding the Freelance Landscape

The decision to become a freelancer, especially in the tech industry, should be approached with both optimism and pragmatism. Central to this decision are the financial aspects and the flexibility that freelancing offers, which are often the most appealing factors.

Money and Flexibility

A key part of freelancing is the ability to set your schedule. You can work more or less — on one project or several simultaneously. This is the primary difference between full-time and freelance, and often the most enticing.

The potential earnings in freelance work can be significantly higher than traditional employment, especially for those with specialized skills in high demand. Freelancers have the liberty to set their rates, which means that with the right skills and client base, the earning potential can surpass that of a salaried position. However, this financial benefit comes with the caveat of irregular income streams and the need for robust financial planning.

Flexibility is another key draw of freelancing. The freedom to choose your projects, work hours, and even your work location can lead to a better work-life balance. This flexibility is particularly appealing to those who prefer working outside the conventional 9-to-5 structure or those who thrive when they can control their work environment. But, this freedom also demands high levels of self-motivation and discipline. Without the structure of a traditional job, managing time effectively becomes crucial to ensure productivity and meet client deadlines.

Evaluating Personal Suitability

Before diving into freelancing, conducting a self-assessment is vital. In addition to assessing your approach to fluctuating workloads and income, freelancing involves introspecting your work style, discipline, and considering your current career level. Freelancing is best suited to self-starters, independent thinkers, and those who are comfortable networking and marketing themselves.

For those early in their careers, freelancing can offer a diverse range of experiences that can accelerate learning and skill development. That said, you’ll need to quickly build and prove your experience in competitive areas. Seasoned professionals might find freelancing a platform to fully utilize their expertise and enjoy greater autonomy over the work they do.

Using resources such as surveys on freelancer earnings and flexibility studies can provide a realistic picture of what to expect. Self-assessment tools can also be invaluable in helping you understand your readiness and suitability for a freelance career, taking into account your traits, professional skills, and life circumstances.

In conclusion, transitioning to freelancing in the tech industry is a decision that should be based on a careful evaluation of its financial benefits, the flexibility it offers, and a deep understanding of your personal and professional readiness. With the right preparation and mindset, freelancing can be a highly rewarding and fulfilling career path.

Freelancing in Tech: Who Thrives Best?

The landscape of freelancing in the tech industry is as diverse as the field itself, encompassing various roles from engineering and design to project management. Each of these roles comes with its unique set of opportunities and challenges, and the degree to which individuals thrive in a freelance environment can depend significantly on their experience level and the nature of their work.

Highly specific skills are the most likely way to build success as a freelancer. Below, the Zero to Mastery tech blog outlines the top-paid tech skills in the freelance market.

Additionally, think about it this way — people looking for freelance work are likely exploring this option because they need to accomplish something they (or their team) don’t know how to do themselves. The broader or more common your marketed skill, the more likely someone else can do it with less investment or logistical hassle. Make yourself invaluable by honing in on an area of expertise — like Web Design and Development, AI, or App Development — and then collecting positive testimonials saying you’re the best at what you do.

Senior vs. Junior Roles

When it comes to experience levels, mid to senior-level workers often have a distinct advantage in freelancing. With years of work under their belt, they usually possess a vast network of contacts, a strong portfolio, and a deep understanding of their niche, which can make finding freelance work more straightforward. They also often have more experience negotiating understanding client needs and managing projects start-to-finish. Senior individual contributors also generally have the skills to self-manage, which leads to a higher level of honesty and reliability around workload, translating to positive client relationships.

That said, an entry-level worker is still valuable on the freelance market: you can build experience by starting on simpler tasks, building strong relationships through those gigs, and then taking on more complicated roles as your skills progress. And, freelancing can offer greener workers a valuable opportunity to gain a breadth of experience rapidly, work on a variety of projects, and build a network from the ground up. For juniors, freelancing can be an accelerated learning curve, albeit a challenging one.

Founder, Employee, Contractor

The dynamics of working as a founder, an employee, or a contractor vary significantly. Founders enjoy the thrill of building something from the ground up, but this comes with considerable risks and uncertainties. Employees might miss out on this level of autonomy, but they benefit from the stability and structure of traditional employment.

Freelancers or contractors often find themselves in the middle of this spectrum. They enjoy a degree of autonomy similar to founders but without the same level of risk. However, unlike employees, they lack the security of a consistent paycheck and company-provided benefits. One common myth about freelancing is the notion of it being an easy middle ground; in reality, successful freelancing requires a blend of entrepreneurial spirit, self-discipline, and the ability to wear multiple hats - from being your own boss to your marketer and accountant.

The Realities of Freelancing: It’s More Than Just Flexibility

Behind the Scenes of Freelancing

The day-to-day life of a freelancer involves much more than just executing tasks related to their technical expertise. It encompasses a continuous cycle of finding and bidding for new projects, negotiating contracts, managing client relationships, and, of course, delivering high-quality work. This demands not only technical skills but also proficiency in business management. Time management is crucial; freelancers must juggle multiple projects and deadlines without the structure provided by a traditional office environment. The ability to efficiently allocate time to various tasks, while ensuring enough bandwidth for business development activities, is key to maintaining a steady flow of work and income.

Communication and Time Management

  1. Communicate more: Effective communication with clients is paramount, as it sets the tone for the entire project. This involves regular updates, being clear about expectations, and handling feedback professionally.
  2. Explicitly manage your time: As for time management, freelancers often benefit from adopting tools and methodologies that ensure productivity. Tools like Pomodoro timers, project management software like Asana or monday.com, and digital calendars can be incredibly helpful. It's also important to strike a balance to prevent burnout, as the lines between personal and professional life can blur in a home office setting. Studies and guides on freelancer work-life balance can provide strategies to maintain this equilibrium.
  3. Actively source new work: Perhaps most importantly, you must constantly be building your network. You can do this by messaging professional contacts from work or school who might need your services, cold-messaging on LinkedIn, and using platforms like Merit to give and receive mentorship about the tech industry while also connecting with leaders in various competencies. Also, make sure to use LinkedIn as a tool to build inbound inquiries for your work.

Successful freelancing is a career path that offers immense rewards and flexibility but also demands a high level of self-discipline and organizational commitment.

Creating Your Path: Steps to Transition into Tech Freelancing

Transitioning into a freelance career in the tech industry is an exciting journey that requires a strategic approach and careful planning. Breaking down the process into achievable steps can make the transition smoother and more successful.

Developing a Plan

  1. How much are you worth? Once you’ve figured out what you’re selling, you should answer “For how much?” Your plan should start with a clear assessment of your current skills and how they align with market demands. Identify the niche areas where your expertise can be most valuable and research the market to understand the needs and gaps that you can fill. Set realistic financial goals and create an associated budget and timeline. It’s good to have a clear sense of your budget and how it can be adjusted — start by accounting for the necessities, and advance from there.
  2. Create a cadence for your billables: Newer freelancers are guaranteed to go through the learning curve of what it takes to meet the agreed-upon workload with the client. Perhaps you’ve agreed to ten hours per week, but you soon realize that that won’t be enough hours over the contract period to accomplish the deliverable. Or, the work takes you less time, and you suddenly have a productivity gap. The more you get the hang of freelancing, the more you’ll be able to create a “menu” for both yourself and your clients of how much time investment goes into various tasks — from infrastructure setup to project start. Be honest with your clients as soon as you realize that total hours might not translate to project completion. Clarity and communication are two of the most important skills a freelancer can bring to the table.
  3. Identify the tools and infrastructure: This might be the silent killer of freelance careers transitioning from a corporate environment. Think of all of the tools employers provide: for communication, billing, deliverables management — even calendar and email! As a freelancer, you need to spend the time to identify which tools add to your productivity. Set up a dedicated workspace, and create a marketing strategy for yourself, starting with building a personal website — tools like Wix or SquareSpace make this easy — and a compelling portfolio of your past successes and competencies. This blog has a comprehensive list of the most useful tools for self-employment organized by activity. Also, explore tools for project management, invoicing, and time tracking, which are essential for maintaining organization and professionalism in your freelance business.
  4. Keep your Skills Fresh: Continuous learning and skill development are crucial to keeping yourself competitive and thus, hirable. Identify areas where you need further development or where you can gain a competitive edge by acquiring new skills. This could involve learning new programming languages, project management methodologies, or the latest design software, depending on your area of expertise. Leverage online learning platforms like Exponent or Codecademy to find relevant courses — or consult this complete guide to professional certifications in tech. Your growth and development are in your own hands, and investing in your skills is investing in your business.

Transitioning to a freelance career in tech involves careful planning, continuous skill development, and a proactive approach to learning and self-promotion. By committing to continuous improvement, building your network, sticking to a budget, and breaking down the process into manageable steps you can create a strong foundation for a successful and fulfilling freelance career.


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