How to Earn an Extra $500 Per Month Freelancing - The Complete, Definitive Guide for Actors (or anyone else)

What would it feel like if suddenly you had some extra cash?

And not just $20 or $50. How about $500?

Earning an extra $500 per month from freelancing would be a welcome addition to almost anyone's income, and it's easier than you think to achieve.

In this post I'll outline a simple, step by step plan to figure out what you'll do, show you how to find clients, and then what to do to turn them into raving fans who refer you to their friends!

Learn how I built City Headshots from nothing to over 100 clients per month by using these same strategies.

Scroll down to get started.

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​Step 1: Figure Out What You Want to Do

I'm not going to recommend selling drugs here because I don't know much about that lifestyle and my only experience of it has been Breaking Bad. But if you choose to go that route just be aware of the potential consequences of life in prison or being killed.

BUT... if you're looking to earn money legally, I can definitely help with that. The first question to ask yourself is, "What are you good at?" What do you enjoy doing besides acting that you think people would find value in? Below is a list of ideas that you might consider because they are popular and people are usually willing to pay for them:
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• Writing & Editing
• Transcription of Videos & Audio
• Videography or Editing Video
• Graphic Design
• Web design
• Photography
• Presentation Design (like PowerPoint, etc.)
• Social Media Posting for Companies
• Private Tutoring
• Personal Training
• Life Coaching
• Martial Arts Instruction
• Dance Classes or Choreography
• Acting Classes
• Acting in Commercials (a separate article and strategy)
  
• Dating & Matchmaking
• Bookkeeping or Tax Filing (if you somehow enjoy this)
• Travel Planning
• Personal or Virtual Assistant
• Personal Chef
• Courier Services
• Pet Services (grooming, walking, training, etc.)
• Home Organizing
• Fashion Stylist
• Makeup Artist
• Child Care & Babysitting

Action Step: Pick one of the categories above or make one up (note that if you're going to make one up you'll need to ensure people actually want the service by asking around).

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​Step 2: Figure Out Who You Want to Help

Who is your ideal target customer? What type of person would you enjoy working with? It's important that you select someone who would benefit from the service you offer AND be a pleasure to work with. If you hate working with certain people, you won't do good work and won't get referrals. It's up to you to make sure that you're being yourself.

Let's pretend you decide you want to earn extra cash babysitting because it's not too time consuming and you don't mind kids. Who would you be looking to market to? Ideally women in their mid thirties who have busy lives and want to free up some time. You'll probably want to work with people who are easy to physically get to - people who live close to you - unless you're doing something like website design where you can work with people anywhere in the world.

One other thing to consider that's extremely important is whether the person has the ability to pay you. Don't market your babysitting services to people in their mid twenties because they probably earn less money than someone in their thirties and won't want to pay you.

​Action Step: Pick an ideal client you'd want to work with and decide what types of people you will say NO to.

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​Step 3: Figure Out Why They Buy What You Sell

When you speak with these people and they are considering working with you, you'll need to know why they buy what you sell. What are they really buying? A common phrase in the business and marketing community is: "Consumers don't buy features, they buy benefits."

Example: In the case of a personal chef, they are not hiring you because they need to eat food. They could easily just go to a grocery store and make their own meals. They are hiring you because they want more free time, they want to enjoy delicious, home cooked meals, they want the convenience of not having to worry about shopping for groceries, and some people might even want to feel a certain level of importance, or status. The feature of what you sell is delicious, home cooked meals. But the benefits are the free time, amazing taste, convenience, and feelings of importance they will get when they hire you.

Now in the case of the babysitter, why would they hire you? They are not looking for someone to take care of their child, because they could easily do that. They are looking for more free time to spend with their significant others on dates, they are looking for an easier, more relaxed life, they are looking for someone they can trust completely, and they might even be looking for someone who will engage with their child more than they can because of their busy schedule. So the features you're selling are babysitting services, but the benefits are free time, an easier & relaxed life, someone they can trust, and help with ensuring their child gets the proper attention he/she needs.

Talking about benefits is more important than features because almost all people buy based on emotion instead of logic.

Action Step: What is the main feature you provide? And what are the five biggest benefits that feature (or features) will provide? Think of emotional benefits and what hiring you will mean to them.

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​Step 4: Figure Out Your Packages & Pricing

​You'll now need to figure out exactly what your clients will get when they hire you. What is the service you're providing them exactly? For instance, if you're a personal trainer, what tangible benefits can they expect to see within the first week, month, and three months of working with you? If you're a babysitter, how does working with you look? What will you actually do for the client and what is your process like? Most likely they'll get you for a certain amount of time - a specific number of hours, and you'll charge a certain amount per hour. They can expect their child to be taken care of, fed, entertained, and put to bed at certain hours.

​Action Step: What will you charge and what pricing model will you use (hourly fee, monthly retainer, project fee, etc.)? What will your clients receive from you exactly when they work with you - what tangible results? Keep things simple and easy for the client to understand.

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​Step 5: Do a Few Free Projects for Clients You Know

​Before you can actually start charging people for a service, you need to offer it a few times for free to get some satisfied clients that can either refer you to their friends or write a glowing review for you. The best place to offer free business is to people you already know, but if you don't know anyone who would need your services you can also post a listing to Craigslist.

When you do the service, make sure to do a great job and then ask them to write a nice, detailed testimonial for you to place on your website (or copy and paste to send to people via email if you don't have a website yet). Make sure the testimonial includes some specifics on how you actually helped them. If possible, you should also use some of the work in your portfolio if there are visible results, such as photos or videos you produce. If there are no visible, tangible end results (like with babysitting), that's OK.

Another fun thing to do is to get in the habit of asking your clients to take a selfie with you after a project is finished. Then you'll have photos of actual people you helped (where you can attach the testimonial they wrote for you) to increase your credibility with new potential clients.

Action Step: Reach out to 3-5 people you know who might need your services and offer to do the work for them one time for free in exchange for a testimonial, selfie with them, and permission to use the final product as an example of your work to show future clients.

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​Step 6: Start Finding Paid Clients on Craigslist

Craigslist is one of the best places to find clients fast for most services. The downside, however, is that most people on there are price shopping, meaning you'll have to keep your prices low to start. This is not always the case, however, so be sure not to drop your prices too low or people might get suspicious and think you're a scammer. The cool thing about Craigslist is that most of the freelancers responding to ads there are so unprofessional that even just replying with proper grammar and speaking in a professional tone of voice will put you heads and shoulders above the competition so you stand out.

Make it a habit to log into Craigslist each day to search for ads people post looking for your service. You'll respond to as many of these ads as possible and eventually start booking work (most likely within the first week or two). Plan on receiving one response for every five ads you reply to, and possibly more if you're sending highly personalized emails. Because you're just starting out though, you'll probably need to keep your rates somewhat low at the beginning.

Note: A few types of services from above might be more difficult to find on Craigslist, so I'm including some suggestions of places to start looking for clients in place of Craigslist:

• Life Coaching - Networking events: if you offer a free session some people you meet will take you up on the offer and might become clients.
• Martial Arts Instruction - You can ask gyms if they have bulletin boards or places where you can put business cards and offer a free training session with you. Some of these people might become clients.
• Dance Classes or Choreography - You can go to acting schools and leave your cards or post bulletin boards and offer a free class with you. Some of these people might become clients.
• Acting Classes - Same as above.
• You can also use LinkedIn. Check out my special LinkedIn networking strategy to learn how I use LinkedIn to find high-paying clients.

Here are a few general tips to get you the best response rate possible if you're using Craigslist:
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• Make Things Easy - Those hiring someone want a freelancer who can make it easy for them to hire them. This all starts with the cover letter. Keeping your cover letter very short (less than 5 sentences) and readable while highlighting the two biggest benefits they'll get by hiring you is a good place to start. And then make it easy for them to interview you by showing up on time, being friendly, and showing them you're interested.
• Experience - You should know a lot about the specific thing you are being hired to do. And if you aren't experienced, you need to show you are a quick learner and willing to do what it takes to get the job done properly. Remember though, having done 3-5 free clients beforehand should take care of this issue.
• Look Friendly - People feel more comfortable hiring someone who has a photo of themselves showing a genuine smile. If you don't have a good photo of yourself (or you look mean in it), they might decide on someone else (I have literally not hired someone based on their headshot alone because they looked unfriendly in it). A professional headshot can go a long way in establishing credibility, but you can also use a regular picture too.
• Available - You should not be too needy in terms of working certain days or needing certain hourly minimums. The more desperate for cash or needy you seem, the less likely people will hire you because they'll worry you're going to be more of a liability than an asset.
• Provides Added Value - People hiring want someone who is able to provide them with even more value than they were expecting. If you have additional skills or personality traits that could be an asset in your job, make sure to point them out.
• Cares About the Position - You need to show that you really care about the job and can explain why you want it. People don't want you to work for them if it's just for the money because it means you won't do your best work. You have to really want it for the emotional reasons for someone to bring you on.
• Honesty, Reliability, and Responsibility - People who are honest and willing to be vulnerable are actually more likely to be selected. If you make a mistake and don't own up to it and apologize, but instead blame others, you won't get or keep the job. As someone who has hired numerous people over the past ten years, I see personal responsibility, honesty, and reliability as the top personality traits needed for great freelancers.
• Calm and Relaxed - In general, clients want to be sure that you're easy to work with. Some people I'd brought on in the past were on an emotional rollercoaster and it led to inappropriate outbursts at work and fights between employees which was bad for team morale. Most people want to hire someone who is generally cool, collected, calm, and rolls with the punches.
• Unbeatable Guarantee - If you can figure out a way to guarantee the client will get what they need, it makes it much easier for them to say yes to working with you. How can you guarantee a result to your client? Come up with something that doesn't make you too liable but also makes the client extremely willing to say yes.

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​Step 7: Turn on Your A-Player Sales Game

Sales is just the word to describe the part where you're actually talking to the client and they are considering whether to hire you. You need to have a plan of what you're going to say when they're emailing or calling you so that you present yourself in the best possible way.

The best way to be successful in sales is, ironically, not to sell, but rather to be sold. Listen to your client's needs and ask questions to get them to explain to you what they most want.

​Here are some additional tips you can use when talking to clients to increase their trust in you and make them want to hire you:

• Show how easy you are to work with. Explain that you're there for them and that you are great with rolling with the punches during projects. Let them know you're happy to help them with any needs they have in terms of project changes and requests, so long as they're reasonable.
• Show how friendly you are. When people talk to you, they aren't just looking for your experience. They want to talk to someone who seems friendly and shows interest in them rather than just talking about themselves and their accomplishments. If they ask about your experience tell them. But if they don't, keep the focus on them and their needs.
• Dress and act professionally when you meet them. Some people might be uncomfortable if you have a very intense wardrobe or personality. Keep things reserved and professional during the meeting so they feel comfortable with you.
• Surprise them with some extra benefit. What's something you can offer that would be super helpful to them, and that you can hide until you talk to them during your sales meeting or consultation? If you can mention it at that time as a surprise, they will be more likely to hire you (as long as they actually care about it). Example: You offer general babysitting services, but surprise them during your consultation by saying you are also an excellent cook and can make their kids healthy meals at night for no extra charge as long as they supply the ingredients.
• Show that you care about the position. Explain why you want to work with them and why you love doing this type of work so much. People want to hire freelancers who are passionate about what they do, and even if you're not 100% passionate about babysitting, you should at least figure out 2-3 things you love about it so you come off as more excited when speaking to potential clients.
• Be professional. Ensure you're on time to your meeting or slightly early, and keep your clients updated if you're running slightly late (but try not to be late because regardless of the excuse, it's a huge turn off). Also be sure that your emails are well-written with proper spelling and grammar because that can be an instant turn off as well in some people's books.
• Bring up their problems before they bring them up. During your sales pitch, show you understand their predicament by explaining to them exactly what their problems are before they even tell them to you. Example: In the babysitting situation, you can say that you understand how most moms are worried their babysitters don't pay full attention to their kids and just sit on their phones all evening. Then you'll tell them how you like to pay extra attention to kids to make sure they are getting the care they need. You can follow up by telling them how much you've always loved interacting with children. Articulating their problems or worries better than they can will build even more trust.​

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​Step 8: Under-promise and over-deliver by making it easy.

Once someone actually hires you, it's time to really do you absolute best. Remember what most people value - responsiveness, ease of working with you, friendliness, good customer service, a high-quality product, etc. Make sure that you over deliver on each of these.

One of the most effective ways to get people to absolutely love working with you is to make everything as easy as possible for them. Your goal should be that all the client has to say to you is, "Yeah, sounds good!" If you do this consistently, you'll have a line of clients begging to hire you.

Example: If I'm hiring a babysitter, I would love it if the babysitter just sent me an email saying, "So I know you're leaving at 6pm Tuesday night to go out to the show. I'd be happy to arrive by 5:45pm to get settled if that works, and I can pick up some dinner for the kids if you want on my way over (perhaps sandwiches from Justin's Deli). Does that work?" And then all I would have to say is, "Yeah, sounds good!"

No one wants to work with someone who puts all the heavy lifting on them. It's way more challenging for me to have to deal with a babysitter who says, "Ok, so you're leaving at 6pm. What time do you want me to come?" And then I would have to say a time and then it's a whole bunch of back and forth with a number of emails figuring out if she should bring food, etc. I'd much rather work with a person who makes it easy and suggests things they think are best for me. That's when I feel I'm working with someone really awesome. And that's the type of person I'm going to constantly refer to my friends!

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​Step 9: Build referrals and start raising your rates.

Now that you're treating your clients like they're the most important people in the world to you (because they should be), its time to start generating referrals. Ask your clients whether they know anyone else who might be able to use your services. Without asking them, they won't suggest anyone, and the worst that could happen is they tell you they don't know anyone. If they mention any names to you though, you can reach out to those people and offer to have a free consultation.

As you begin bringing in clients through referral business, you'll be able to start raising your rates slowly. Each new client you work with is a chance to increase your rates a little bit because referral business usually pays more than people you find on Craigslist or through ads.

But it's vitally important that you make sure to keep your end goal in mind: How much money do you want to be making each month and how much free time do you need to be able to pursue your acting career? If your acting career is important, don't let your side hustle cause you to lose sight of your dream.

By keeping the end goal in mind, you'll ensure you're moving in the right direction so that pretty soon (most likely within 6-9 months), you'll be able to quit whatever other job you have and just use the money from your side hustle to pay your bills while you spend your free time pursuing acting!

You might also want to check this article out: The 4 Most Important Life Strategies I've Ever Learned.

​Want to Make Sure You Follow Through?

It can be scary trying to earn money on the side, especially if the only people who support your idea don't have experience running their own businesses. How do you know if your idea will be profitable? How do you know if your time is being well spent? How will you keep from getting "shiny object syndrome" where it feels like every new idea is worth pursuing - to the detriment of not following through on things?

Well I've personally helped freelancers earn anywhere from $2,000 to $15,000 extra per month by guiding them through a simple and fun freelance business creation process. And I've built my own headshot business from nothing to over 100 paid clients per month and two locations in New York City.

I've learned a ton, and here's some of what I can do to help:

• I'll help you figure out what service to base your freelance business on - and give you real feedback on whether your idea will be profitable.
• I'll give you the exact steps to take at each level so you don't get stuck, confused, and unsure of what you should be spending your time on.
• I'll be a partner to help you get back on your feet when things get really hard - I'll support you 100%.
• I'll also teach you some special tricks to eliminate 90% of the stress involved in building a freelance business.

​If you'd like to set up a free consultation call with me (where I help you refine your idea and get clear on next steps), shoot me an email at martin@cityheadshots.com.

As long you're willing to put in the effort, it's possible for ANYONE to earn an extra $500 (or much more) each month.

And if you choose to work with me as a consultant, I'll take that number and help you figure out how to 10X it.

Shoot me an email at martin@cityheadshots.com to set up a free call!