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SIDE HUSTLE QUEST
THE MAP - THE TOOLS - THE GUIDE
By Shelly Leroux · July 11, 2024

Hey there, fellow hustlers! Feeling the entrepreneurial itch, but craving a side hustle that's a little less, well, side-hustle-y? Let's face it, the world needs more laughter, and guess what? That laughter could be coming straight from you (and lining your pockets in the process!).
This issue of the newsletter is all about the hilarious (and potentially lucrative) world of comedy writing. Whether you've got a joke a minute rattling around your brain or a knack for turning the mundane into the hysterical, we've got something for you.
Here's a sneak peek at the line-up:
Unleash Your Inner Wit: We'll explore why comedy writing might be the perfect side hustle for you, the benefits it offers, and how much you can potentially earn.
Tools of the Trade: From brainstorming buddies powered by AI to essential resources and the right mindset, we'll equip you with your comedic arsenal.
Lights, Camera, Laughter!: Ready to take center stage (well, metaphorically for now)? We'll provide a step-by-step guide to launch your comedy writing side hustle, from building a killer portfolio to finding your first paying gig.
So, buckle up, aspiring comedians (or should we say, "comedi-preneurs"?), because we're about to show you how to turn your humor into a side hustle that'll have you laughing all the way to the bank (or at least your favorite coffee shop).
Inside The Guide

Unleash Your Inner Wit: Side Hustling with Comedy Writing
So you've got the itch to try something new, a side hustle to flex your creative muscles and maybe even pad your wallet with a little laughter. Well, step aside from the dog-walking gig and consider this: comedy writing.
Yes, you read that right. Making people laugh can be a surprisingly lucrative (and fulfilling) side hustle. But before you picture yourself cracking wise at an open mic night, let's explore the vast landscape of comedy writing opportunities, both online and offline.
Why Write the Funny Stuff?
There are several reasons why comedy writing might be the perfect niche for your entrepreneurial spirit.
High Demand: Humor is a universal language. Businesses, publications, and even individuals are constantly seeking fresh comedic content to engage their audience. Whether it's website copy with a sprinkle of wit, social media posts that tickle the funny bone, or even scripts for explainer videos with a dash of absurdity – the demand is real.
Low Barrier to Entry: Unlike some side hustles, comedy writing doesn't require a hefty initial investment. You've got the most important tool right between your ears (and maybe a good internet connection).
Flexibility: This side hustle can fit seamlessly into your existing schedule. Want to write a few jokes during your lunch break? Go for it! Feeling inspired at 3 am? Seize the comedic moment!
The Ripple Effect of Laughter
But it's not just about you. Here's how your funny bone benefits others:
Boosts Engagement: Humor not only grabs attention but also keeps it. Businesses that inject humor into their content see higher engagement, better brand recall, and ultimately, happier customers.
Builds Community: Laughter is a powerful social lubricant. Humor can foster a sense of connection and belonging within a brand's audience, turning casual viewers into loyal fans.
Strengthens Impact: Sometimes, the most serious messages resonate best when delivered with a wink and a smile. Humor can help soften complex topics and make information more digestible.
So, How Much Can You Earn?
Income in comedy writing varies greatly depending on experience, niche, and platform. Freelance rates can range from a few cents per word to several hundred dollars for a completed script. Online humor sites may pay a flat fee per accepted piece. The key is to build a strong portfolio and develop a consistent voice that resonates with your target audience.
The Road to Hilarious Riches (Well, Maybe Not Riches, But Definitely Fun)
The good news? You don't need years of stand-up experience to get started. Here's a quick peek at the start-up timeline:
Sharpen Your Skills: Immerse yourself in the world of comedy; read humor writers you admire, watch stand-up specials, and analyze what makes things funny.
Find Your Voice: What makes you laugh? What makes you tick? Develop a unique comedic style that feels natural and authentic.
Start Small: Don't aim for a late-night talk show monologue right off the bat. Pitch your ideas to humor-focused websites, online publications, or even local businesses.
The Pros and Cons of the Funny Business
Pros:
Flexibility and Freedom: Work from anywhere, anytime.
Low Barrier to Entry: No expensive equipment needed.
Creative Outlet: Express yourself in a fun and rewarding way.
Cons:
Competition: The humor market can be crowded.
Rejection: Not every joke will land. Be prepared for (and learn from) critiques.
Unpredictable Income: Building a consistent income stream takes time and effort.
The Rise of the Machines (…But Not to Take Over Your Jokes)
Artificial intelligence (AI) is making inroads into the comedy writing world. However, instead of fearing robot stand-up comedians, see AI as a collaborator. AI tools can help generate ideas, analyze humor styles, and even identify potential jokes that might fall flat.
So, is Comedy Writing Your Side Hustle Dream?
If you have a sharp wit, a knack for turning the mundane into the hilarious, and a willingness to learn and adapt, then comedy writing might be the perfect side hustle for you. It's a chance to flex your creativity, make people laugh, and maybe even make a little extra cash (and who knows, maybe one day your jokes will be powered by AI – a robot can dream, right?).
In the next section, we'll delve deeper into the practicalities of getting started with comedy writing, exploring resources, tools, and the mindset you need to succeed in this laughter-

Tools of the Trade: Building Your Comedy Writing Arsenal
So, the joke's on you – you're hooked on the idea of comedy writing as a side hustle! Now it's time to unpack your comedic toolbox and get ready to craft content that'll have audiences rolling in the aisles (or at least snorting their coffee). Here's a breakdown of the essentials to get you started:
Comedy Books & Websites: Immerse yourself in the world of humor. Read classics like "Me Talk Pretty One Day" by David Sedaris or Tina Fey's "Bossypants." Explore websites like The Onion, McSweeney's, and Dropout for daily doses of laughter and inspiration.
Comedy Podcasts & Stand-Up Specials: Plug into the world of professional funny people. Listen to podcasts like "WTF with Marc Maron" or "2 Dope Queens" to hear successful comedians riff and dissect humor. Binge stand-up specials on Netflix, HBO, or YouTube and analyze joke structures and delivery styles.
Comedy Workshops & Classes: Consider taking a comedy writing workshop or online course. These can provide valuable insights into joke writing, character development, and even the business side of comedy.
Building Your Tech Stack: Friend or Foe?
Writing Software: While a simple notepad and pen are great for brainstorming, consider using a writing software like Scrivener or Final Draft, which can help with organization, formatting, and script-specific needs.
Grammarly & Co.: Proofreading is essential. Employ a grammar checker like Grammarly or ProWritingAid to catch typos and ensure your jokes land smoothly.
AI-Powered Humor Assistants: While AI isn't here to replace you (yet!), tools like "AI Comedian" or "Punchline AI" can help spark ideas and analyze your jokes for comedic potential. Use them as brainstorming buddies, not replacements for your own wit.
Developing Your Hustle Mindset: Laughter is Serious Business
Discipline is Your Punchline: Treat your side hustle like a business. Set realistic writing goals, create a schedule, and stick to it. Remember, consistency is key to building a strong portfolio and landing gigs.
Rejection is Your Setup: Not every joke will land, and that's okay. Learn from critiques, don't take them personally, and keep honing your craft. Rejection is a stepping stone to comedic success.
Network Like a Sitcom Cast: Connect with other comedy writers online and offline. Join online forums, attend comedy nights, and build relationships. This network can be a source of invaluable advice, collaboration opportunities, and even leads on potential clients.
Finding Your Stage: Where to Pitch Your Jokes
Freelance Marketplaces: Sites like Upwork and Fiverr offer a platform to connect with businesses and individuals seeking comedic content.
Humor Websites & Magazines: Research online publications and humor websites that accept freelance submissions. Read their submission guidelines carefully and tailor your pitches to their comedic style.
Local Businesses: Reach out to local businesses in your area. Restaurants, bars, and even coffee shops might be looking for funny content for their social media pages or websites.
Remember:
Develop a Strong Portfolio: Create a website or online portfolio showcasing your best work. This is your calling card to potential clients.
Market Yourself: Don't be afraid to toot your own horn (but maybe not literally, that could be a bit… well, not funny). Promote your work on social media, create guest blog posts on comedy websites, and network with industry professionals.
The Future of Funny: How AI is Changing the Game
As mentioned before, AI isn't here to steal your jokes. It can actually be a valuable tool in your comedy writing arsenal. Here are some ways AI is shaking things up:
Idea Generation: Stuck in a creative rut? AI tools can help spark ideas by suggesting funny premises or unexpected twists.
Audience Analysis: AI can analyze audience demographics and humor preferences, helping you tailor your content to specific groups.
Real-Time Feedback: Imagine a virtual comedy coach! AI tools can analyze your writing and provide feedback on joke structure, clarity, and even potential offensiveness.
So, there you have it! Your comedy writing toolbox is prepped and ready to go. Remember, the most important tool you possess is your own sense of humor. Now go forth and make the world laugh! (In the next section, we'll dive into a step-by-step guide to get your first paying comedy writing gig!)

Lights, Camera, Laughter! Your Step-by-Step Guide to Comedy Writing Side Hustle Success
Alright, folks, you've prepped your funny bone and assembled your comedic arsenal – it's time to take center stage (well, maybe a metaphorical stage for now). Here's a detailed, step-by-step guide to launch your laughter-filled side hustle:
Step 1:
Hone Your Comic Edge
Become a Comedy Connoisseur: Immerse yourself in the world of humor. Devour funny books, binge stand-up specials, and analyze jokes on websites like The Onion or McSweeney's. Pay attention to what makes you laugh – is it witty wordplay, relatable situations, or clever observations? Identifying what tickles your funny bone is key to developing your own comedic voice.
Practice Makes Perfect (and Hilarious): Start writing! Brainstorm jokes, funny observations, or even humorous short stories. Don't worry about perfection at this stage – just get the creative juices flowing.
Find Your Tribe (of Funny People): Connect with other aspiring comedy writers online and offline. Join comedy writing forums, attend open mic nights (if you're feeling brave!), or take a local comedy writing workshop. Surrounding yourself with funny people can provide valuable feedback, support, and even spark collaborative projects.
Step 2:
Craft Your Killer Portfolio
Choose Your Platform: Showcase your comedic talents! Create a website specifically for your writing and create a portfolio for your work.
Content is King (or Queen of Comedy): Fill your portfolio with a variety of writing samples. Include funny articles, scripts you've written, or even social media posts you've crafted with a comedic touch. Tailor your content to the types of gigs you're pursuing. For example, if you're interested in writing for a business website, include some humorous product descriptions or blog posts.
Quality over Quantity: It's better to have a few polished pieces that showcase your best work than a large collection of mediocre material.
Step 3:
Find Your Audience (and Maybe Clients!)
Freelance Marketplaces: Platforms like Upwork and Fiverr connect businesses and individuals with freelancers. Create a profile highlighting your comedy writing skills and browse relevant projects. Be sure to tailor your proposals to each specific gig, showcasing how your humor can benefit the client.
Humor Websites & Magazines: Many online humor publications and websites accept freelance submissions. Research these platforms and identify those that align with your comedic style. Read their submission guidelines carefully and tailor your pitches accordingly.
Think Local, Write Local: Don't underestimate the power of your local community! Reach out to businesses in your area. Restaurants, coffee shops, or even clothing stores might be looking for witty content for their websites or social media pages. Having a local connection can be a great way to secure your first paying gigs.
Network Like a Sitcom Cast: Attend industry events, online forums, or even comedy nights. Connect with other writers, editors, and even potential clients. Building relationships within the comedy world can open doors to new opportunities. Don't be afraid to put yourself out there!
Step 4:
Embrace the Power of AI (As Your Comedy Wingman, Not Overlord)
While AI isn't going to replace your witty banter, it can be a valuable tool in your comedic arsenal. Here's how:
AI-Powered Brainstorming Buddies: Feeling creatively stuck? AI Tools can help spark ideas by suggesting funny premises or unexpected twists. Don't rely solely on AI, but use it as a springboard to jumpstart your own comedic genius.
AI for Audience Insights: Some AI tools can analyze target demographics and humor preferences. This data can help you tailor your comedic content to resonate with specific audiences, making your jokes land even harder.
Step 5:
Keep Learning, Keep Laughing, Keep Hustling
Rejection is Your Setup for Success: Not every joke will be a home run, and that's okay! Learn from critiques, edit your work with a critical eye, and keep honing your craft. Rejection is a natural part of the creative process, so don't let it discourage you.
Be a Sponge, Not a Stone: The world of comedy is constantly evolving. Stay updated on current trends, analyze what's working for other comedy writers, and don't be afraid to experiment with different styles.
Celebrate Your Wins (Big and Small): Landing your first paying gig? Getting a positive review on your portfolio? These are milestones to celebrate! Acknowledge your achievements and use them as motivation to keep moving forward.
Step 6:
Building a Sustainable Side Hustle
Track Your Progress: Stay organized! Keep a record of your income and expenses, submitted pitches, and completed projects. This will help you identify areas for improvement and track your overall progress.
Set Realistic Goals: Don't expect to become a comedy writing overnight sensation. Set achievable goals, like securing two new freelance gigs per month or getting a specific article published. Celebrate your achievements along the way, and gradually increase your goals as your skills and experience grow.
Invest in Yourself: Consider taking an online comedy writing course or attending a workshop to sharpen your skills and learn from industry professionals. This can be a great investment in your future comedic success.
Remember, the most important ingredient in your comedy writing recipe is your unique voice and perspective. So, stay true to yourself, keep honing your craft, and get ready to make the world laugh!
Bonus Tip: Don't underestimate the power of social media! Use platforms like X (formerly Twitter) or Instagram to showcase your comedic talents. Share funny observations, witty tweets, or even short comedic videos. Building a social media presence can not only help you connect with potential clients but also establish yourself as a funny voice online.
So there you have it! Your roadmap to launching a successful comedy writing side hustle. Now go forth, unleash your inner wit, and get ready to write your way to laughter and (hopefully) some extra cash. Remember, the journey is just as important as the destination, so enjoy the process, keep learning, and most importantly, have fun!
Consider your funny bone officially sharpened! This deep dive into comedy writing as a side hustle has equipped you with the knowledge and tools to unleash your inner witpreneur (yes, we made that up, but isn't it brilliant?). You've explored the "why" behind the laughter, discovered the tech and resources to fuel your comedic fire, and even snagged a step-by-step guide to land your first giggle-inducing gig. Now, it's time to dust off that keyboard, because the world awaits your unique brand of humor! So, what are you waiting for? Go forth and tickle some funny bones – the world (and maybe your bank account) will thank you for it!

About the Author: Shelly Leroux (C.M.S.C.) is a marketing strategist with a passion for empowering side hustlers to thrive online. She believes everyone has the potential to turn their passion into a profitable venture
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The Side Hustle Quest newsletter may be researched and written, in part or as a whole, by various AI (artificial intelligence) products and other automated software. We do our best to edit and verify each article but Side Hustle Quest makes no warranty or guarantee as to the accuracy, completeness or reliability of the information and does not accept any liability or responsibility arising in any way from your use of the information or any omissions or errors contained in the information. We recommend that you obtain professional and independent advice before you act on any advice contained in the information, or rely on the accuracy of the information.
