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Freelancer or Employee: Which One Is Right For You?

If you’re wondering if you should start your own freelancing business or work full-time, you’re not alone.

The other day, I went to Reddit (a community discussion board) and saw this exchange between two members:


Having a steady job with my current employer feels a lot more like being a part of a family to me…they look out for me and make sure i am doing alright. for me personally, I am way happier with a steady job.


3 years into freelancing and I’ll never go back.

Pensive Man thinking in black and white

Maybe you’re… 

  • In the corporate world, but you’re tired of your job. You want to be your own boss.
  • Or you’ve been freelancing but you’re not sure you made the right decision.

Making a career transition is scary.  So many questions bubble up:

  • Is the timing right?
  • Is it the right choice for my family?
  • How does it affect my income?
  • Will it hurt my long-term career prospects?

Life’s too short to be stuck in indecision.

The best thing to do is to figure out which one suits your personality. I highly recommend Gretchen Rubin’s test:

Here’s a link to the test:

  • If you’re a rebel, you may do better as an entrepreneur/freelancer. Rebels resist all expectations (they can do anything they choose to do but they resist others telling them what to do)
  • If you’re an obliger, a job is probably a better fit. You will struggle to be an entrepreneur.
  • For questioners, it really depends – it could go either way! If you take a job, you’ll need a boss you respect or you’ll struggle.
  • If you’re an upholder, you could go either way.

So which one are you?

Do the test and report back your results on the form below.

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The Ultimate List of Side Hustles For Millennials

Many urban Millennials freelance or have side-hustles. Why? Because in the age of job insecurity, it’s the only option. Diversify your income streams. Don’t be dependent on one paycheck.

Now if you’re older than the average millennial, you’re probably thinking, I had two jobs, maybe three. I just didn’t call it a side hustle.

The difference is now there are marketplaces like Uber and TaskRabbit, Upwork and Fiverr, and so many more. It’s much easier to freelance, and have a side business than ever before.

The problem is not every side gig is right for you. So how do you decide? Based on your strengths and what you love doing naturally. For example, if you’re happiest when you’re writing, curled up on your sofa, then writing work is the best option for you. If you love the idea of helping the elderly, there are many ways to get paid to run errands for seniors. The key is to do something that does’t feel like work. You work a full-time job, the last thing you want is to feel like you have two jobs.

A friend of mine is a gifted photographer, but in her full time job, she doesn’t get to use her photography skills. So on weekends, she photographs weddings and earns $2,500 per wedding. She loves it! It’s extra cash and she’s building a portfolio so if she ever gets laid off, she can always turn her side-hustle into a full-time income. She collects testimonials and reviews from all her clients and has a superb website. So go through the list and tell me what you decided to try!

The Ultimate List of Side Hustles For Millennials

I love to write…

  • Freelancer writer (blog posts, articles, etc.)
  • Resume writer
  • Copywriter
  • Grant writer
  • Technical Writer
  • Sales Funnel writer/conversion copywriting – pays very well

I’m creative…

  • Freelance brand expert
  • Photoshop designer
  • Interior designer
  • Hairstylist
  • Makeup consultant
  • Video Editor
  • Videographer
  • Interpreter
  • Sketch artist (at events)
  • Doodle Video creator
  • Shopping Assistant
  • Personal Stylist
  • Photographer (Wedding, Families, Corporate, Real Estate — so many options)


  • iPhone app developer/Android app developer
  • Database manager
  • Salesforce developer
  • Front-end developer
  • Back-end developer
  • Expert in specific software: Quickbooks, xero, etc.

I love gadgets… and fixing things

  • IT Expert (setting up and fixing computers)
  • Fixing broken smart phone screens

I love playing video games…

  • Get paid to play video games (yes this is a thing!)
  • Organize gaming events in your city (at local movie theaters)
  • Get a job at a gaming company (developing video games)

I have skills… 

  • Book designer
  • Book editor
  • Proof-reader
  • Book layout (for Amazon Kindle/self-publishing)
  • Sign Language Interpreter
  • Virtual Assistant (book travel, schedule meetings and manage operations for a business owner or executive)
  • Operations Manager
  • Perform at events (magic show, music, Disney characters, etc.)

I’m happiest when I’m teaching or coaching

  • English teacher to students overseas (using Skype/Zoom)
  • Business coach
  • Life coach
  • Excel trainer
  • Tutor
  • SAT Instructor
  • Career coach
  • CPR Trainer
  • Music teacher (piano, guitar, or traditional instruments)
  • Language teacher (French, Spanish, Chinese, Japanese)
  • SAT Tutor, Math Tutor, Science Tutor
  • Teach sports to kids or adults (soccer, football, basketball…. so many options)

I’m a social media guru

  • Instagram expert
  • Facebook Ads expert
  • Pinterest expert
  • Snapchat expert
  • LinkedIn expert
  • Post on FB and manage business Facebook pages
  • Live tweet from an event

Marketing is my thing…

  • Google Adwords expert
  • Email Marketing Software Expert (ConvertKit, InfusionSoft, ActiveCampaign, MailChimp)
  • Copywriter (specializing in conversion/sales copy)
  • Sales Funnel expert
  • Copywriter
  • SEO Consultant
  • Local Marketing Consultant

How do I turn my OCD into money?

  • Productivity coach
  • Home manager
  • Event planner
  • Project manager
  • Wedding planner

I have a real estate license…

  • Property manager (rental properties)

People LOVE my cooking…

  • Personal chef
  • Catering business
  • Pop-up food events
  • Private dinners (Paid)
  • Food truck business owner

I want to give back and do meaningful work… 

Nonprofits are often hiring for the following positions:

  • Volunteer coordinator/manager
  • Newsletter Editor
  • Database manager
  • Webmaster or web developer

Find one that resonates with your values, and offer to work for them.

They don’t always pay as well as businesses, but if you’re in a stressful job, it may be the perfect way to bring meaning to your work week.

Did you know you could earn a living as a Diabetes Coach?

Health Care

  • Birth coach or doula
  • Diabetes Coach

I want to create products, I hate providing services… 

  • WordPress Theme Developer (build a theme, sell it multiple times)
  • Author (this is hard… but easier with self-publishing)
  • Amazon seller
  • Etsy Seller
  • Tshirt Designer
  • Illustrator (See SpoonFlower)
  • Online course creator

I have a social following… 

  • YouTube star
  • Author
  • Professional speaker
  • Get paid to promote products on your social media profiles
  • Become an Ebay seller

I love science/research/medicine:

  • Lab Assistant
  • Lab Manager
  • Medical Transcriptionist
  • Medical billing expert
  • Insurance claims expert

I like working with my hands… 

  • Handyman/Handywoman
  • Electrician
  • Plumber
  • Mover
  • Assemble IKEA furniture
  • Shovel snow / rake leaves / cut grass
  • Wash cars

I’m great with kids! 

  • Nanny/Babysitter
  • Summer Camp Counselor
  • Dance instructor
  • Speech therapist
  • Sign Language for Kids Coach

I’m great on the phone!

  • Do remote customer service for major brands

I have a heart for senior citizens 

  • Help seniors with chores, tech and driving
  • Work in a hospice or senior care facility

People say I have lovely handwriting! 

  • Handwrite thank you cards and holiday cards for sales professionals or business owners

Do you have a spare room in your house or a second home?

  • Rent your extra room on AirBnB
  • Buy rental properties and make passive income

I’m in great shape

  • Become a security guard
  • Help executives with weight loss
  • Teach Pilates to private clients

Other Ways to Make Money

  • Officiate a wedding (secular or religious ceremonies)
  • Make balloon animals
  • Do Facepainting
  • Run a DJ business
  • Edit podcasts
  • Calligraphy Expert
  • Dance Instructor
  • Gymnastics Assistant
  • Painter (exterior or interior)

I love animals 🙂 

  • Pet sitter
  • Pet groomer
  • Dog walker

I Love Numbers!

  • Bookkeeper
  • Accountant
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CHANGEMAKER >> Surgeon by Day, Bestselling Author & Opinion Leader > Atul Gawande

Atul Gawande spent decades in medical school. He became a surgeon. But he didn’t stop there.  Because his impact — his legacy — was bigger than that. He wrote a book about checklists (of all things!). It changed medicine.

So which status-quo systems will you change?






Here’s what The Independent said about Atul Gawande’s book, the Checklist Manifesto:

The modern world has given us stupendous know-how. Yet avoidable failures continue to plague us in health care, government, the law, the financial industry—in almost every realm of organized activity. And the reason is simple: the volume and complexity of knowledge today has exceeded our ability as individuals to properly deliver it to people—consistently, correctly, safely. We train longer, specialize more, use ever-advancing technologies, and still we fail. Atul Gawande makes a compelling argument that we can do better, using the simplest of methods: the checklist. In riveting stories, he reveals what checklists can do, what they can’t, and how they could bring about striking improvements in a variety of fields, from medicine and disaster recovery to professions and businesses of all kinds. And the insights are making a difference. Already, The Checklist Manifesto: How to Get Things Right: Atul Gawande: 9780312430009: BooksThe Checklist Manifesto: How to Get Things Right: Atul Gawande: 9780312430009: Booksa simple surgical checklist from the World Health Organization designed by following the ideas described here has been adopted in more than twenty countries as a standard for care and has been heralded as “the biggest clinical invention in thirty years.”