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Get all your burning questions about freelancing answered on March 30

Consider yourself invited to our free webcast: Freelance 101: A Start-up Guide for Independent Contractors.

Maybe you’ve flirted with the idea of going freelance. Or perhaps you’ve already taken the brave leap to go out on your own.

Either way, congratulations! You’ve committed to yourself and to professional freedom. And to being a straight up badass.

Seriously, you’re on your way to a story worth telling. But you know what they say – you can’t have a plot without pain.

  • Uncertainty - how do I get health insurance when I’m out on my own?

  • Fear - how the heck am I going to find work?

  • Burnout (how am I going to get downtime if I don’t have vacation days?).

Anything that’s worth doing in life comes with obstacles. But it also comes with great reward. So let’s talk about this stuff. Like for real.

Our upcoming webcast, Freelance 101: A Start-up Guide for Independent Contractors, is brought to you in partnership with Together Digital:

March 30

12-1:30 p.m. EST / 9-10:30am PST

Freelance 101 Curriculum

If you’re able to join us on March 30, you can find a Reader’s Digest on what you can expect from our expert panelists below.

Hear from women who have been there, done that

What better way to know what lies ahead in your independent contracting career than with face time with two women who fearlessly bet on themselves and literally made a career out of freelancing?

Meet Founder and CEO of Jumpsuit Nicole Ayres and Owner and CEO of Together Digital Amy Vaughan.

Nicole Ayres embodies the entrepreneurial spirit (she literally founded her own coffee shop as a junior in college while everyone else was going to class). Eventually she launched a Techstars startup and, after that, found herself working as a big agency Creative Director.

This is when she realized she was an employee, but had the affliction of a business owner. (Turns out people don’t like you poking your nose in places you weren’t asked to.)


So, she took the leap into freelance, with the ultimate goal of building a company who would support other freelancers who shared the same DNA – to put the "agency" back into the agency and set them free to do what they do best – care about their clients' businesses as if they were their own.

Today, Jumpsuit is a full-service agency powered by independent contractors serving startups and world-class brands.

If you ask Nicole if she has any regrets, we’re 110% sure she would answer with a “f*c* no!” before you even finish your ques–

Amy Vaughan, like Nicole, got her start as a creative leader, creating compelling and effective digital and video content for brands like Ford, Pringles, Febreze, Pantene, Gillette, Folgers, Biore, Jergens, Walmart, BlueCross Blue Shield, Humana, and Fifth Third.

Amy realized her superpower was in building community for good. With her passion to make a difference in the personal and professional lives of others, Amy created Together Digital.

“A collective of influential women in digital who choose to share their knowledge, power, and purpose by coming together to make meaningful connections and deeper conversations happen,” today, Together Digital is a safe space for women professionals in digital to seek out the changes they want to see in themselves – and the world.

Everything you ever wanted to know (and more)

Like everything in life, trying something new requires you to put on your training wheels or hit a few bumps in the road while you figure it out.

In addition to hearing from Nicole and Amy, Jumpsuit and Together Digital will be sharing an exclusive list of everything you wanted to know (and didn’t know you wanted to know about freelancing) during this event.

Armed with new info, we’re hoping you’ll be able to take off those training wheels faster and minimize any bumps or bruises during your transition into the world of independent contracting.

The people stuff

We’ll tackle the human side of freelancing, like balancing your time, taking care of your mental health, and advocating for yourself.

The business stuff

We’ll take on the not-as-fun but extremely necessary part of independent contracting too - like purchasing hardware and tools, transitioning your 401K, and making sure you’re covered with the proper insurance.

Q+A with brave freelancers like you

We’ll also open the session up to your questions with answers from special guests - a panel of freelancers like you. Don’t want to ask live? Give us a heads up and we’ll try to get to it.

Our Q+A is the perfect chance to get advice and moral support from brave, be-your-own boss pioneers like you. Any question is on the table. Bring it.

No matter if you’re flirting with freelancing or have been trying to make it work for a while, we think you’ll find value in this meet up.

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