Taking a Chance on Entrepreneurship with Bold & Pop

August 16, 2016

Taking a Chance on Entrepreneurship with Bold & Pop






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Taking a Chance on Entrepreneurship with Bold & Pop


Have you ever been hit with an idea that you just can’t get it off your mind? Something so exciting, with a dash of crazy that you just feel like you have to take a chance on it? That is exactly how my story of taking a leap of fierce begins.

I never thought of myself as an entrepreneur.. I’ve always been very ambitious and a go-getter – I graduated college two years early and shortly after graduating hopped on a plane across the country to further my career – but the idea of owning a business just wasn’t on my radar. Since making a life for myself on the east coast, I have long dreamed of a day where I’d be able to split my time more evenly on the east and west coast (where my family lives).  But, the actual execution of making that happen has always a little fuzzy. That is until I had the idea for Bold & Pop.




How I got started…


After working in the social media industry for over seven years I was itching for a change and my latest idea was one I just couldn’t shake. My concept was simple. I wanted to create a collective of freelancers that would offer social media, public relations, branding, web design, and event planning services on a freelance basis.

A collective that provided support by working together on projects, but also the freedom without being locked in like a traditional agency. While the idea was certainly not revolutionary – there are countless agencies, I had a very specific sense of how I wanted the branding for the business to play out and I knew just the people whom I thought would be perfect for the start of the freelance network.

So I worked out some of the initial details in my head and introduced the idea to some of my connections one-by-one, and to my surprise no one told me I was crazy! Instead, I got the reaction of why didn’t we think of this sooner?

I partnered up with perfect co-founder, Mallory Musante, that not only got the concept, but was literally finishing my sentences as we were planning. It was at that point I realized that I hadn’t actually been afraid of the idea of starting a business, I had been afraid of doing it alone. Now, with an amazing co-founder by my side and a growing list of talented professionals in our network, that fear started to fade away. I know this sounds totally cheesy, but everything just seemed to line up as if this was the path we were meant to be on.




Flash-forward a few months later and we had our name picked out, our website, business licenses, social media accounts — the whole shebang! This was REALLY happening. Shortly after, we signed some of our first accounts and we were off to the races. Since then, we’ve been able to connect and work with so many amazing fellow business owners. Our excitement only gets stronger with each project and the freedom has been truly freeing.  After my first trip of being able to visit my family for more than a few days, I know this is the right path for me.


My message to you is…


Sometimes you just need to listen to that little voice when you feel your intuition pushing you in a specific direction. Any kind of change or taking a chance on something is no doubt scary (most life changes are) but man can they be worth it!

Work through the details and come up with a plan. In my case, finding the right co-founder was just what I needed to make that step. Teamwork makes the dream work right?! If you have the passion and the drive to make something happen you will find a way to make it happen. Sure there will be some learning curves along the way, but if you believe in yourself, you too can be one of the success stories!



AnnaOsgoodby-circleAnna Osgoodby is the co-founder of Bold & Pop, a collective of social media, public relations, branding, and web design freelancers. After working in the industry for several years, she decided to take a leap of faith into the entrepreneur world and hasn’t looked back since. When she isn’t helping fellow girl and guy bosses make magic happen with their businesses, you can also find her sharing posts on her lifestyle blog Anna Osgoodby Life + Design. You can connect with her on social media on Facebook, Twitter, and Instagram.

The comments +

  1. Leah stclair says:

    I am a visual artist and would like to know how I can be a client and increase my business.

  2. Carl Wright says:

    I find this post very encouraging. I am closing in on retirement age (but not retire) but want to maybe start a business in outdoor pursuits geared towards seniors.

    Thanks for sharing. 🙂

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Taking a Chance on Entrepreneurship with Bold & Pop
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