6 Ways to Manage a Side Hustle Without Going Insane

Note: This is a re-post of a guest blog I did for Brazen Careerist (GREAT discussion happening in the comments) to promote our upcoming 30-minute webinar and Network Roulette tomorrow (launch day!) at 5EST/8PST.

During the webinar I’ll share my career development philosophy and side hustle tips for 20 minutes followed by 10 minutes of Q&A; after that we’ll head into a 30-minute Network Roulette where the first five people to get paired with me will win signed copies of Life After College. Join us if you can, and stay tuned for an exiting launch day post tomorrow! :)

6 Ways to Manage a Side Hustle Without Going Insane

Side hustles (a term I first heard from Pam Slim of Escape from Cubicle Nation) are all the rage these days. A side hustle is anything you are doing outside of your full-time job (you know…the one that pays the bills), and often involves an entrepreneurial enterprise of some sort — something you’re building on your own for personal satisfaction and for profit.

As Pam says, “Everybody needs a side hustle.”

Side hustles are great for the following reasons:

1. They allow you to experiment with business ideas without the pressure of trying to make your full income from them right away.

2. They are great for self-expression and self-identity — you get to build a business (or a blog) around something you are passionate about; you get to be your own boss and set your own strategy.

3. They create a parallel career track that you could leap over to at some point — or if you were to lose your “day job” — you would already have a bank of skills and experiences that could either create a new income stream or help you land your next gig.

However, side hustles are not for the faint of heart:

1. You essentially have two jobs.
2. Work/life balance becomes even more challenging — nights and weekends are easily consumed by one of the two.
3. You risk giving each scattered focus, which could result in a sub-par position on both if you don’t correct course.

A little bit about me:

My 3-Year Side Hustle (Picture from my first book signing!)

My 3-Year Side Hustle (from my first book signing!)

I’ve been managing side hustles — gigs in addition to my full-time jobs — for over six years. When I was working at a start-up company after college, I started doing web development tutoring on the side (which was a great way for me to grow my skills, earn extra spending money, and learn how to find and work with clients). Then in 2007, I started this blog while working full-time at Google in Training & Development. In 2008, I started the process of writing a book and training to become a life coach.

By the time I got the book deal in 2010, my side hustle (author, blogger, coach, speaker and yoga teacher extraordinaire) had become a full time job in itself. Paired with the intense, fast-paced environment of managing global programs through my work at Google (I am a Career Development Program Manager though currently on a 3-month sabbatical) — it has been all I could do to maintain my sanity these last three years!

With that, I share some tips with you to help you keep your marbles together during the exciting pursuit of what you love.

6 Tips to Keep Your Sanity While Side Hustlin’:

1. Draw clear boundaries and create routine. Draw clear boundaries for when you will work on your side hustle. Nights and weekends? Just weekends? No weekends? I chose nights and Sunday afternoons for mine (at least until things got really ramped up with the book, when I found myself working through most weekends). Drawing boundaries will help you stay focused and stay sane — you will never get everything done, but you will at least know what your “big push” windows are.

2. Be transparent with your employer. I realize not everyone feels that they can share what they work on outside of the office with their manager — but to the extent that you can, this may actually help him or her support you and give you projects related to your area/s of interest. In my case, it helped tremendously to share what I was doing. Because I’ve kept Google in the loop, they felt comfortable letting me take a 3.5-month unpaid leave of absence to promote the book.

3. Set goals for your side hustle. What are you trying to build? How much extra income are you trying to generate? With limited time to work on your pet project, you will need to be laser focused on what you’re trying accomplish and by when.

4. For bloggers — assume everything you write will be read by your boss and every co-worker. Does it still pass the “publishable” test? I’m not trying to censor you, but there is a level of discretion required when writing outside of your day job. I can’t tell you how many co-workers of mine reference my blog posts when they run into me — many of whom I had never met in person prior to our interaction.

5. Stay committed to your social life and be clear about your mission with friends and family. I have made the mistake (far too many times) of letting my two jobs suck up every second of my spare time (partly because I am so motivated to make my side hustle successful). So don’t forget to get out of the house every now and then! Do what you can to enroll friends and family in what you’re doing too — it’s likely that you will see them less as you ramp up your side hustle — at least for a period of time. If they know what your greater mission is, they will hopefully understand the times you have to to buckle-down and provide support in the process (though don’t get discouraged if they don’t — not everyone will see your vision right away).

6. Unplug, recharge, and TAKE A VACATION. No matter how energized you are by what you are doing outside of your full-time, everyone needs a break…or you’ll soon be headed for a break-DOWN. Take it from a girl who has had several hair-pulling hot mess moments over the last few years — vacations (in which you totally unplug from both jobs) are critical to maintaining your sanity while you juggle. I recently took a week off for SXSW and a spontaneous road-trip detour to Las Vegas — even though I fell far behind during a critical time for the book launch, the relationships I built and memories I created were unforgettable. No side hustle is worth depriving yourself completely of life’s best moments. After all, isn’t creating MORE of that why we’re doing it in the first place?

Side hustles are a lot of work, but they can also be incredibly rewarding. It’s an amazing feeling to build something of your own and watch it grow.

For those of you already hustlin’ — what did I miss? How do you maintain your sanity while growing your business while working a full-time job?

Want to learn more? Join us for a LIVE 30-minute webinar and Network Roulette on Tuesday, March 29 at 5PST/8EST (with a chance to win one of FIVE signed copies of Life After College)!

  • http://positivelypresent.com Positively Present

    Great post! I’m definitely dealing with the life-work-side hustle balance and it can be hard sometimes. Keeping up Positively Present, working full time, and having time for friends and family is no easy feat, but it’s worth it when I’m able to find a good balance between the three things. I follow a lot of the tips you mentioned above and they really do help!

    • http://www.lifeaftercollege.org jennyblake

      Glad you liked the post, Dani! Yes – you have a major side hustle going too. I’m with you — it’s a lot of work but so fulfilling to be doing something creative outside of the day job. Hope you’re having a great week!

  • Dan Meyers

    Jenny – great tips and I like the term. For me it’s all about boundaries and being as productive as possible when you set those times. It’s easy to turn on the TV and get distracted and before you know it you lose 30 minutes. A lot of times I work in ‘bursts’ and try to crank out a bunch of work in a little bit of time.

    • http://www.lifeaftercollege.org jennyblake

      Thanks Dan! I love working in bursts too — first heard the concept from Tony Schwartz (author of The Power of Full Engagement) who recommends treating projects as sprints and recovery — not a marathon. TV can be a “recovery” break, but I really try not to make it a main part of my routine.

      Hope you’re having a great week — thanks for your comment!

  • http://twitter.com/ChelsTalksSmack Chelsea Talks Smack

    #1 is IMPERATIVE. So true.

    • http://www.lifeaftercollege.org jennyblake

      Chels – YES! Especially for the kind of work that you’re doing — now that I’m on sabbatical I’m noticing that side projects all add up to MORE than a full-time job if you let them! Boundaries are key… <3 you!

  • http://twitter.com/innovativesarah Sarah Carr

    Excellent post! The same thing applies to your side hustle that applies to going back to school part-time — you better be in love with the idea when you start because as time goes on, it’s hard to stay committed when the rest of your life is calling.

    • http://www.lifeaftercollege.org jennyblake

      Thanks for your comment, Sarah! Going back to school part-time is a huge commitment – of time and money! I admire you for taking on the challenge (if in fact you are in school :)

  • http://hwhtw.wordpress.com hwhtw

    Thanks for the tips! My “side hustle,” a blog called Helping Women Helps the World (http://hwhtw.wordpress.com) started off as a one-hour-a-week hobby and has snowballed into a major commitment… so I’ll need to start working on all these ideas!

    • http://www.lifeaftercollege.org jennyblake

      Thanks for your comment! I love your side hustle – sounds like an amazing service for women and the world. I bet it’s a blessing and a challenge that it’s snowballing — very exciting, but calls for some tough choices, I’m sure!

  • http://garycorbettblog.com Gary Corbett

    To quote Rick Ross: Every day I’m hustlin’,Every day I-, Every day I- Every day I’m hustlin’

    • http://www.lifeaftercollege.org jennyblake

      Gary — I LOVE IT!! After I read your comment, I had that song stuck in my head all weekend. It’s a great one!

      Hope you’re having an amazing week :D

  • http://www.StartMyConsultingBusiness.com Greg

    Great article! Creating boundaries can sometimes be challenging with a side hustle–especially if you’re married and have kids. But it is possible; something that helped me was to keep in mind that my side hustle was a stepping stone toward achieving the things I wanted, like more family time.

    After being frustrated in my job for years, I created my side hustle (consulting), and eventually grew it to where it’s my full-time “hustle”. Although starting my own consulting business at first seemed unrealistic, I found that taking action was incredibly empowering, and starting and running my own business has completely changed my worldview. I’m more secure economically, and know that I can take on other side hustles as well.

    You can read more about my experience, as well as tips & tricks for creating a consulting business as a side hustle at http://www.StartMyConsultingBusiness.com.

  • http://www.booksdistilled.com Brooke (Books Distilled)

    I found this article really helpful! (I found it through your interview with Jen at Everyday Bright). I work full-time and am writing a novel (and recently started a book blog to plug in to the publishing / literary network). It’s definitely important to have boundaries–I work on my book in the morning before work and write my blog posts at night when I get home. I block off Saturday morning to finish any work and then I try to take the rest of the weekend off. Helpful to remember how important the time off is!!

    • http://www.lifeaftercollege.org jennyblake

      Thank you so much Brooke! Jen is doing amazing work at Everyday Bright — it
      was an honor to be featured on her site. Very cool that you are writing a
      novel and just started a book blog – I love it! So important to take time
      off indeed…I remember those days of writing and working around the clock
      – seems like we all go through them when it comes to these big projects,
      but it’s worth it in the end!! Have a wonderful day :D

  • http://theofficeingenue.com Terri

    Throw kids into the mix and you’re front, back and side hustling!

  • http://www.prettyyoungprofessional.com Hannah

    Another great post!
    I have always been amazed (and perhaps slightly envious) of those that can pursue a creative opportunity of their own AND have a full time job.   For a couple of years now I have been trying to do such but am always so in need of down time! Maybe this will help kick me into gear…
    Thanks for the great article!
    P.s.–people with kids AND a full time gig AND a “side hustle”?? Now THAT is amazing :)

    • http://www.lifeaftercollege.org jennyblake

      Thanks so much Hannah! Doing a side-hustle while working full-time
      definitely takes energy and commitment, but if you find the right thing it
      WILL be worth it. Though down time is super important too! Great that you’re
      making it a priority :) And I’m with you — people with kids AND a
      side-hustle blow my mind!

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  • http://twitter.com/lifewithlauren1 Lauren

    I love this post, Jenny! I just discovered your site and I think it’s so amazing and helpful. My blog is my passion, but I work a full-time job too. It can be really stressful trying to be a good employee and a good blogger. Your point about being transparent with your employer is a good one and works well with point #4. As long as you’re not writing about how you hate your job/co-workers/boss, then there’s no shame in being open about your side project. For a while I tried to keep my blog a secret and it caused me so much stress. Then I realized all my co-workers already knew about the blog, and loved it. Once I was open about it I felt so much better. As long as I do my job well (and fully), my boss doesn’t care if I have a blog. Thanks for the great post! 

    • http://www.lifeaftercollege.org jennyblake

      Thanks so much Lauren!! I’m thrilled that you found this post and my blog — thank you so much for taking the time to leave a comment! That’s awesome that you’re co-workers and manager have embraced your blog — it does feel so nice not to have to hide something so important. Have a fabulous weekend!

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