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Online Second Job Ideas (and How to Pick the Right One for You)

Need more money? Take up a flexible second job you can do from home. Here's a list of your options and how to pick the right job for you & your schedule. Need more money? Looking for a way to pay down debt? Bank account looking a little bare?

We’ve all been there.

But getting a second job outside the home isn’t always practical. If you have little ones at home, working day and night doesn’t make sense. If your day job is demanding enough as is, adding another structured job to the workweek wouldn’t, well, work.

So, if you need more money, like yesterday, what do you do?

Turn your attention online.

Benefits of an Online Job

Sure, an online job means you get to work in your PJs, but there’s a lot of other perks too. And if you’re goal is to supplement your current 9 to 5, you’ll especially appreciate these added benefits.


Granted, not all online jobs come with extreme flexibility. But if you opt to freelance or set up your own side hustle, you get to set your own schedule and work as much (or little) as you’d like.

Even a more traditional contract or employee-based online job can come with great flexibility. These companies often hire workers as moonlighters. This means you can keep a hold of that day job of yours while working flexibly on nights and weekends to make ends meet.


If you’ve ever been micromanaged, you’ll definitely enjoy the autonomy that comes with working remotely. When you’re in your home office, the only one lurking over your shoulder is your cat (or kid).

Of course this doesn’t mean you can sit idly and still collect a paycheck. But it does mean you don’t have to worry about contending with a manager or boss who always seems to be breathing down your neck.

Money & Time Saved

There are few things I like more than making money. But saving time and money come pretty darn close. When you take on a second job from inside the house, you immediately eliminate a long and costly commute. So instead of spending money on gas and wasting time driving to work, you can simply take the 10-second commute to your home office and start earning.

Where to Look for Second Jobs from Home

Where you look for a second job depends on what kind of second job you’re after. There are several ways you can go about this:

  • Employee
  • Freelance
  • Independent Contractor
  • Solopreneurship

Each of these options comes with pros and cons. And what may work for me, might not work for you. So before jumping in, carefully consider the benefits and drawbacks of each.

Employee Positions

Though difficult to find, there are companies that have flexible online jobs that come with employee benefits. Some of the pros of working an online job as an employee include:

  • Set schedules
  • Stability
  • Potential perks (like benefits, discounts, PTO)

But the reliable pay and stable schedules come at a cost: Flexibility. Often, these online second jobs will require you to commit to a certain schedule well in advance. And it may even mean working mandatory hours — an impossible feat for those with kids or demanding day jobs.

Where to Find Work

Your best bet to find employee jobs is through Indeed. In just a few clicks, you can find dozens of real remote jobs, many of which will offer enough flexibility to work around your already jampacked schedule. Try it for yourself, simply type “remote” in the “where” box below:

what where
job title, keywords or company
city, state or zip
jobs by Indeed


Freelancing is a surefire way to fit money making into just about any schedule. And the good news is, anyone can freelance. From writing to marketing and social media management, there are certainly no shortages of in-demand freelance services you can sell to top off your income every single month.

Some added pros of freelancing include:

  • Setting your own schedule
  • Picking the projects you work on
  • Working as much or little as you’d like
  • Choosing your own hourly (or per project) pay rate

But, like anything, freelancing also comes with its own set of cons. For starters, there’s no guarantee you’ll find any work. And, as a freelancer, you’ll have to track down your own leads and pitch to clients to secure gigs — something that can be time consuming!

Where to Find Work as a Freelancer

There are so many ways to secure work as a freelancer. You can use popular freelance marketplaces to track down leads. Or you could use email outreach to pitch your services. Heck, you can even start your own freelance website and start marketing yourself on Pinterest, Facebook, Twitter, etc.

Really, there is no right or wrong way to freelance — do what makes sense for you!

Contract Jobs

There’s often a lot of confusion about contract jobs. A question I frequently get is, “Isn’t a contract job the same as freelancing?”


Freelancing and contract gigs have some things in common (like being responsible for your own taxes). But where they greatly differ is how you get work.

As a contractor, you’re assigned work. As a freelancer, you source it on your own.

For example, let’s say you decide to get a second job online as a transcriptionist. You end up contracting with The World’s Great Transcription Company (TWGTC). As a contractor, TWGTC will assign you work and give you a due date, i.e., you’re assigned work every Monday that is due back Thursday morning. How you get the work done is up to you — as long as you turn it in on time, you’re good to go.

Where to Find Work as an Independent Contractor

Indeed and Craigslist can be really good sources of independent contractor gigs. But there are also a lot of companies that routinely hire contractors to work on a per project basis:

Plus, a lot of online professions tend to be IC-friendly like:

Keep in mind, some IC positions may only last for a certain time period — say a few months to a year. That means, once the contract is up, you’ve got to find another side job from home!


Of all the ways to hold down a second job from home, solopreneurship offers the greatest flexibility. Why? Because you’re in charge! Some undeniable benefits of starting your own second job from home include:

  • Being your own boss
  • Ability to scale your business (if you want)
  • Opportunity for passive income
  • Work when you want, where you want, as much as you want!

Of course, your success will be greatly determined by how much you put into your online side business. And, if you’re pressed for time, you may not be able to put as much into it at first. But you can grow your online second job on your own terms and at the right pace for you — it’s entirely up to you.

Guides to Help You Create Your Own Second Job from Home

Seriously, there are a lot of ways to go solo and start your own second job from home — from scratch. I may be slightly biased, but this is hands-down my favorite way to earn.

Picking the Right Online Second Job for You

Before jumping in, take a minute to consider which of these jobs is right for you. For some, the stability of an employee job makes sense. For others, extreme flexibility that comes with freelancing may be key. And still some may thrive as an online entrepreneur.

Make sure to carefully consider the pros and cons of each and, when ready, start your search. As always, if you have any questions, let me know in the comments below. I’m here to help.

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About Carol St. Amand

Carol St. Amand

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