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9 Tips for Working Two Jobs Real Hustlers Swear By

Two jobs advice is more relevant today than it has ever been. With the rise of gig work, remote work, and financial insecurity, two jobs are the new default strategy for Americans who want to pay off debt, save for the future, or just get ahead. 

In this article, we are going to give you working two jobs tips. These include a nine-step system for optimizing your time, your energy, and your paycheck without burning out.

1. Select Jobs That Are Compatible

According to the U.S. Bureau of Labor Statistics, more than 8 million Americans are currently working two or more jobs as of 2023. Yes, it can pay well, but it takes commitment, planning, and some hustle to pull off two jobs.

Two jobs balancing is a difficult trick to pull because they will draw from the same energy or skill source, which is one of the largest errors that people make. If both jobs are customer service and on your feet all day, for example, you’ll be burned out in no time.

What you want to do is achieve balance. For example, if you have an active job like bartending paired with something that you do from home, such as freelance writing, this keeps your mind sharp and your body in shape.

You should consider asking yourself if the side hustle is draining or fulfilling you in another way? The thinking is to maximize experience and revenue while avoiding burnout.

In addition to the compatibility of each job itself, the frequency of each job’s schedule should also be considered. A flexible and regular one for both can be much easier to manage. Conflicting and erratic schedules will just be chaotic.

Choose jobs with plenty of breathing room to shift from one shift to another. Compatible jobs can mean better energy management and more sustainable long-term earnings.

2. Be Serious About Your Schedule

Working 2 jobs requires an iron hand on your calendar. Use Google Calendar or apps like Todoist to manage time hour by hour. Block time for commutes, lunch, dinner, and short breaks. Undercommitting unwittingly will lead to prolonged burnout and underachievement.

Overwork can also cause sleep disturbances, heart disease, and depression, says the Mayo Clinic. A properly planned schedule is not merely a matter of time management, and maintaining it in order is crucial for your body and mind.

Writing them down is not enough, and then living them as well. Establish rituals to put you in “work mode” effectively and also wind down successfully. 

Don’t waste transition time. Leave some “buffer times” in case one task is more time-consuming than anticipated. Leave time for family and personal responsibilities, as well as chores and personal time, in scheduling. Update your calendar as your needs shift.

3. Get Enough Sleep and Rest

You can’t hustle if you’re always running on empty. Sleep is not negotiable. You need at least 7 hours of sleep each evening and power naps whenever your day allows. The National Sleep Foundation attributes sleep loss to reduced concentration, reduced productivity, and a high risk of on-the-job injury.

Make time in your day to relax, be it light exercising, meditation, or just spacing out in front of some good TV. Downtime allows your level of stress to replenish itself so that you can go back to work refreshed and ready to dive in.

Your decision-making abilities, your mood, and your memory deteriorate upon not getting enough sleep. Not just your job, but your relationships as well take a hit. Avoid being excessively dependent on caffeine, which disturbs your natural sleep routine.

Try sleeping and waking at the same time on days off, too. Good sleep keeps you sharp and productive as an employee as well as a human being, resulting in higher earnings and less stress.

4. Set Clear Limits with Employers

Tell both employers the truth. If possible, make them aware of your second job, just in case of scheduling issues or conflicting responsibilities. You don’t have to tell them everything, but doing so helps to exclude misunderstandings.

Career expert Peter Inge suggests in his LinkedIn article:

“Being available during agreed-upon hours is essential for building trust remotely.”

Be certain your side hustle does not violate non-compete clauses or codes of ethics for your full-time career.

Healthy boundaries also keep you from being taken advantage of. Constant requests for overtime or extra shifts can disrupt your second job or time for recovery. Set for yourself clear policies about when and how much work you will do.

Communicate your boundaries assertively and respectfully because setting boundaries in advance prevents future conflict and shows people your time is worth it.

5. Use Your Time Effectively

Your greatest asset in managing two careers is time. Cut back on time-suckers like TV marathons or social media doom-scrolling. Focus on activities that either recharge your energy levels or steer them in the direction of your objectives.

Time management guru Laura Vanderkam recommends

“Keeping a time log is not about figuring out how much time we waste. It is about making sure we are not telling ourselves stories about our lives that are not actually true.”

Batch repetitive tasks of the same type to reduce cognitive load, such as preparing the week’s meals at once instead of each day. Use travel time for listening to audiobooks, preparation for tomorrow, or skill learning. 

Automate as much of your personal life as possible to save time. All such habits of saving time are small in nature but add up to you using your energy where it matters most, such as sleep and higher-value opportunities.

6. Make Use of Passive Income Whenever Possible

If you’re currently hustling, attempt to discover income streams that do not require as much active work. 

Investing in dividend-paying stock, renting out a room in your home, or selling intangible goods like templates or e-books are all means of generating extra income without ever having to punch the time clock.

As personal finance writer Ramit Sethi has talked about it in his article:

“The idea is to earn money while sleeping.”

Having some sources of passive income can stabilize your finances and give some leeway in your work schedule. Investigate affiliate marketing, print-on-demand goods, or peer-to-peer lending platforms. 

There is some upfront time required initially, but the return later on can be well worth it. Another $100/mo from passive sources can bring some room to breathe or be an added cushion in case one job tapers off.

7. Track Your Taxes and Other Legally Required Information

Having two sources of income has tax implications. Pay attention to how your second income will impact your tax bracket, and may consider the advice of a tax consultant. 

Keep records of all your income, deductions, and expenses. You can track all of them using software like QuickBooks or FreshBooks.

Failure to prepare for taxes can also bring an unwanted April surprise. According to the official information of the IRS, gig and freelance workers should consider making quarterly estimated tax payments if they anticipate owing more than $1,000.

Double-check paycheck withholdings to ensure enough is being withheld. Be aware of whether or not your business qualifies for deductions in home office space, miles logged, or work materials.

A financial advisor or accountant will help guide you in staying compliant and keeping more of your earnings. Legal compliance is not voluntary, and it’s part of what makes your hustle sustainable.

8. Know When to Say No

The urge to work “one more shift” is great, particularly when finances are low. Pushing yourself too hard is a surefire way to burn out. Be realistic and understand your limits.

Over-committing can backfire and damage your reputation if and when you can’t deliver. Assertiveness and boundary-setting are skills that are essential to long-term sustainability.

You don’t have to justify saying no to every demand. Place your refusals in the context of your previous commitment or availability. Practice assertive but respectful language to be prepared in case someone tries to push your boundaries.

Protecting your time allows you to work steadily where it counts. Saying no is what keeps your two-job scheme from draining your strength and wrecking your well-being in the long run.

9. Review and Update Periodically as Needed

Life moves fast. What works when you start out with two jobs may not be the case in half a year. Schedule routine check-ins where you examine your energy levels, finances, and levels of job fulfillment.

If your job is no longer perfect for you or if you discover another means of generating income, don’t be hesitant to shift. Smart hustling requires knowing when to steer in another way.

You need to have balances in your life, which are both practical and emotional. Are your work and long-term goals consistent? Are relationships, health, and self-care being nurtured? 

Checking in with yourself on a regular basis avoids burnout and illuminates what is and isn’t functioning. Use that knowledge to clear your time, renegotiate responsibilities, or readjust priorities. 

Changing course mid-stream means your efforts are for you, not just your bank account.

Conclusion

Working two jobs tips will help you thrive, not just barely survive, on the demanding schedule. Using the right techniques, equipment, and mindset, you can develop financial security and job competence with minimal detriment to your well-being and happiness. 

Remember that two-job juggling is not doing everything, but rather doing the right things well. Master these habits, and you’ll be well on your way to maximizing your time and energy and proving the viability of 2 jobs.

About Author

Founder of Eggcellentwork.com. With over 20 years of experience in HR and various roles in corporate world, Jenny shares tips and advice to help professionals advance in their careers. Her blog is a go-to resource for anyone looking to improve their skills, land their dream job, or make a career change.

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