Jay Acunzo: How to Avoid Being a Commodity, Market like a Professional, and Win at Freelancing

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Jay’s generous book giveaway for Break the Wheel

Here is the free chapter Jay is giving away to BosCon members. Join now.

BosCon members get an exclusive Buy 1, Gift 1 deal. How to enter:

  1. BosCon members who buy the book on Amazon become eligible for the deal. (Not signed up? Join now, it’s free!)

  2. Send Jay a screenshot of the order confirmation to jay@unthinkablemedia.com or @jayacunzo on Twitter. Provide the name and address of the person who you’d most like to gift a free copy of the book to! (NO emails needed.)

  3. Jay will write a personal note along with the order so the recipient knows it's from the BosCon member and why they're getting the book.

  4. On Jay’s dime, he will order and ship the book as a gift.

Jay Acunzo on freelancing

  • How Jay tested the market with an idea and tactically transitioned out of Next View Ventures to launch a freelance career

  • Why Jay believes entrepreneurs should be known for mitigating risk, not taking them

  • How the quality of work on Jay’s own podcast Unthinkable Media landed him freelance clients

  • How Jay breaks down his offerings into packages and deliberately keeps them as separate containers and an approach you should use too

  • How to hunt for and create a framework of what works in your most successful content

  • How most businesses miss a vital part of storytelling in their marketing and how freelancers can use it to their advantage

  • How Jay has rebranded “storyteller” and built his freelance business on this vital ingredient

  • Why Jay’s favourite SaaS brand is Invision and what you can learn from them

  • How to rethink your pricing and why if you charge by hour or by word it makes you a commodity

  • How to get approached by clients who like how you do your work and why side projects can help you secure this

  • Why Jay is not afraid to hire or subcontract and is focusing his time on creativity and trust

  • What Jay’s ideal week looks like for managing projects, clients, and marketing his own services

  • The biggest barriers that are holding Jay back from marketing and growing his own business

  • How Jay is still working out the kinks of his business and why he feels that he doesn’t have it all figured out

  • How to adopt a new strategy and move away from panic mode feeling like you have to keep up with the competition

I create the strategy and I produce content that educates you and entertains you. I think that’s a big missing piece in a lot of business content.
— Jay Acunzo

Jay Acunzo on writing

  • Jay’s new process for daily writing and what his writing life looks like after publishing a book

  • Jay’s simple tips for tackling roadblocks and challenges in writing

  • Why Jay’s writing principles revolve around strategies rather than tactics

  • Why Jay believes there’s a disconnect in the content that’s produced for businesses versus what we as readers want to put out there and feel as readers

  • Jay’s advice for starting your next “to-do” project, why you should stop reading more, and when to look for advice

  • How to use perfectionism as goalpost and not as procrastination

  • The process Jay uses to capture the storytelling element in the content he loves

  • Jay’s Spotify playlists he used to power the writing of his book 

Tools, resources, and people

About our guest, Jay Acunzo

Jay Acunzo is the author of the book Break the Wheel, and the founder of Unthinkable Media. When he’s not writing or producing documentary series for brand clients, Jay travels the world speaking about how to make better decisions in the face of endless change and infinite advice.

Find Jay on:

About our host, Adam Rogers

Adam Rogers is the host and producer of the Boston Content Podcast. By day, he is a content marketer at Shopify, the ecommerce platform. By night, he is still Adam Rogers but it's nighttime. He loves writing, but he's sure it hates him. He's a lover of books, music, guitars, and his wife Lacey.

Find Adam on: