How to start your freelancing career in 2023

A comprehensive guide to how to start your freelancing career in 2023 and live life as a creative freelancer on your own terms.

In 2015, I quit my job as a digital strategy planner with a leading social media and digital marketing agency. I started freelancing and at the time I barely scraped through. Fast forward to 2022, “I” now bill almost 10 lakhs a month (on average – some months less and some months more) and I am more than ok! In this guide to start freelancing, I talk about how I did it and how you can too.

PS: the “I” is a small team that works together to deliver on the work I bring in. And the 10 lakh I talk about is what we bill as a team. We operate as The C4E Collective.

PPS: Again, 10 lakhs is the average. Some months, we do more, and some we do less. In all fairness and honesty, in the best month, we billed about 22 lakhs, and in the worst, we billed 4.

So, here’s a guide to how I broke into freelancing and how you can do too.

Lemme start with some background.

I think believe I am destiny’s child.

I have been extremely lucky and I am grateful that I am where I am. A lot of things (that were mostly out of my control) had to happen to give me this life I have. And I manufactured a handful of things to augment the ones that were out of my control. And I need to work VERY hard on building blind faith in my self (something I lack).

In this longish piece, I want to share what I did and maybe you can pick some lessons from here! 

So, if I am at a 10 lakh a month number, it is because of all the people I’ve met and the opportunities I’ve created. The keyword here is created. Unlike popular belief, I do not believe in waiting for things to happen. I seek them. I try and create them. I put myself out there, in rooms where there are odds that I would meet people better than me. Once I am in there, I am ok to make a fool of myself. I am ok to be laughed at. I am ok to raise my hand when no one else is daring to. And I believe in playing long-term games and doing it for the long term.

PS: Long-term is anything more than 5 years. I’d want to push it to 10. But 5 I think it is for the time being.

Before we start, please note that this is NOT a list of freelancing hacks for writing or for anything else. For the simple reason – I don’t know if they exist. Rather, this is a list of things that worked for me and these may or may not work for others. However, there are lessons you can pick from what I believe in and what I did and you can adapt these to your situation. And yes, like all “advice” this is not one-size-fits-all. Please tread with caution. 

Lesson 0. Freelancing is a (VERY) long-term game. 

Let’s start at ground zero.
Freelancing is a long-term game you play with long-term people. 

Today, each opportunity that knocks at my door is a result of a relationship that I “created” years ago and then took the effort to nurture it. I allowed them to compound. 

Here’s some data. My most recent client is someone I know for almost 2 years (thanks to a podcast that I produce). The second most recent client is someone I walked up to randomly at a WeWork (in 2018), and became friends with. So, 5 years. The third most recent client came via someone I know since 2013. And all the other clients came through relationships built prior to that!

Update: Since writing this post for the first time and publishing it, I’ve cracked three more clients. One I’ve known for 5+ years. The other for 7+ years. The third taught me at MDI (16 years ago). So, the point has been reinforced.

So, please get this tattooed on your forehead that as a freelancer, you will have to play a VERY long-term game. The one that will probably last you for the rest of your life. And thus each thing you do, you need to think from that lens. 

Oh, and starting point of this game? 

Relationships. 
With friends.
Acquaintances.
Strangers.
Loose Connections.
And everyone else in between. 

Lemme talk more about this in the next step.

Lesson 1 – Build Relationships irrespective of your intent to start a freelancing career

If I could teach the world how to build relationships, we would have reached Moon Mars by now. And to teach this to an aspiring freelancer would be even more difficult. Allow me to try.

First things first. I define a “relationship” as a thing that makes you want to spend your time with another person. And vice versa.

So, how do you “build” this want? How do you manufacture it?

Well, to get other people to spend time with you, you could start by becoming interesting, likeable, approachable, dependable and all that. The tough part is that each of these words is subjective and there is no tangible definition per se.

However, while the definitions of subjective things vary, there is indeed something tangible that you can offer to others.

Value.

You could add value to others. To them as people. To their businesses. To their lives. Value is tangible. Could be small, big, large or whatever. But most people know it when they see the value.

And on the other side, when you meet others, you need to have patience, listening ability, zero judgements, an open mind, empathy and willingness to offer value (even if they are the ones pitching to you). You need to gift others your attention without expecting anything.

No, it’s not easy; we all struggle with ‘no expectations’ on various levels. 

What has worked for me is that I have offered value (hopefully immense) without asking (or even expecting) anything in return.

Lemme give an example. A friend needed someone to talk to her boyfriend and show him opportunities in the digital marketing space. I thought I could give gyaan. I did that. That person got placed at some agency. And then he gave me a project to work on! Simple and effective!

Thing is, when you offer value without expecting anything in return, the people on the other side start to see you as one of “them”. And not a third party that they’ve engaged for a “project”. And once you are “one of them”, you earn a seat at the table. Where both (access and rewards) are higher.

PS: Of all the strangers that you’d offer value for free and without expecting anything in return, there are bound to be a few that would take you for a ride. You would invest time, energy and everything and you would get nothing. And that’s ok. Really. We pay taxes. There is leakage. You accidentally spill your coffee. This is how life is. Just that each time you are taken for a ride, identify the red flags and next time, avoid similar situations. So start with an expectation that once in a while you’d be left on the losing side.

Lesson 1.2 – Don’t wait for these relationships to happen, create them. 

Thanks to Karan Johar and Walt Disney and others like that, we assume that a “connection” will “click”. You’d be roaming around in a park and in your lap would fall the handkerchief laptop of a gorgeous woman client and as you give that back to her, you would exchange numbers and she would give you a lot of love freelance work.  

Lemme pop your bubble.
No.
It doesn’t work like that. 
Not even for romance.

If you read Neil Strauss or Kevin Mitnick or have seen Anurag Kashyap films, you know you’d have to plant some goons to tease the woman of your dreams and show your heroics to save her. 

Same with freelancing.

You need to plant things that will create opportunities for you to come across as a hero that the client can not live with! 

So, in one line, you need to create these relationships.
You need to walk into rooms you are not invited in and try and locate people you want to learn from, collaborate with, or simply keep around. You need to be intentional and deliberate about it! 

Lemme give an example.
I was working out of a WeWork in 2018 or something. I took the floating desk because it was cheaper. While I sat there, I overheard this man talking about marketing and branding to someone else on the phone. While he spoke, he made a lot of sense. So, I decided to walk up to him. And introduced myself. He was kind enough to reciprocate. And this started my friendship with Aditya Save, who has helped me get work, helped me find people for my team and has taken my input for his work!

So yeah. That.

Create relationships.
Be deliberate about it.
And put in the work required to create relationships.

Oh, here are some actionable ideas…

  1. Join groups where interesting people hang out. I am a member of a few others. Lemme know and I will get you added. Needless to say, I am part of scores of Whatsapp groups, each discussing a wide range of ideas and each on mute ;). Here’s a plug – I run a WA group where I send gyaan on marketing. Join Marketing 101 if you want to.
  2. Go to meetups. LinkedIn is rife with opportunities to do so.
  3. Take memberships (if you can afford it) at places like WeWork, Soho House et al that have a curated selection of members.
  4. Engage with tweets and messages from interesting people on social platforms. Without getting creepy. Start with me or Aditya!

Lesson 2 – Be reliable when freelancing.

In my experience, people dont want to work with “the absolute best” or the “greatest in the world”. 

They want to work with reliable people. They want to pay and get work done. They dont care about a Picasso or a Mario Puzo when they want a piece of art created. They want it to deliver enough to solve a business problem. As a “creative” individual, you can continue to chase perfection. Or show progress. To the world. And while you do so, be dependable. 

I mean think about it. You want to go from point A to B. Would you wait for the “right” car to come in or you’d hop into the next one?

More often than not, people do not care for you being exceptionally good at one thing (I know this sounds counter-intuitive to common wisdom where they want you to the world-class at one thing). People care about paying and getting work done on pre-decided timelines.

So, be reliable. 

Lesson 3 – Start Small.

You cannot start freelancing expecting a gig worth a lakh a month. You build up to it, in terms of both skills and confidence and ability to deliver and ability to demand money.

We’ve engaged a designer that billed us 500 bucks for a FB post a few months ago. And today, he pays his house EMI from what he bills us! 

If back then he said he would only pick up work worth 1 lakh, he wouldn’t have moved towards financial independence. At least not with us. 

Lesson? 
Never hold out for the biggest fish. 
Start small, but keep at it. 

The keyword is, keep at it. And dont say no. And offer value. More than what you thought you could.

Lesson 4 – Spread yourself wide! It is a freelancer’s paradise

Again, counter-intuitive to what common wisdom is. But has worked for me like a charm. Read on.

I cannot stress enough that everything that’s come to me has come to me because I widened my interests and attention. Just by doing this one thing, I’ve met a LOT of people from a LOT of backgrounds that knew a LOT about a LOT of things.

Each interaction allowed me to pick up more things that I can talk about and can eventually work on. Each interaction made me a tad more interesting for the others to talk to. Each interaction gave me a higher chance to be in rooms that I would otherwise not be welcome in. 

The same reflected in the kind of work I was doing. When I started freelancing, I worked as a marketing consultant for a startup. And I did brand strategy for an agency. And I did an event production for another agency.

No, I am / was not “the best” at any of these three.
I was merely dependable. See lesson 2 above.

When the COVID-19 lockdown happened, my biggest source of revenue (events management) came to a standstill. However, my ability to deliver brand strategy and marketing consulting allowed me to survive. And then I expanded from there on.

Today, I do the following – ad-films production, marketing consulting, digital brand planning, ghostwriting, podcasting, content, investing and more! This spread has allowed me to bill 20+ lakhs in a couple of months). And no, I am not great at any of these. I am not even good. I am just dependable.

And oh, I started small and upskilled and ensured that I delivered more than what I promised.

The point is, go out there. And expand yourself thin. Always be on the lookout for experiences of different kinds, and you will meet people from different industries, with different dreams, and very different lives. And rather than trying to fit them into the mould that you’ve created for yourself, be open and accepting.  

Lesson 5 – Overdeliver. Even as a freelancer and while freelancing.

This one’s quite simple: Say you’re asked to write just a blog post. But when it comes to delivering, you send in a series of tweets along with that blog post, to help get traffic to that post. Or, you share those five insights you had while writing that piece. 

Your clients will see it. They will remember you for going above and beyond. And they would see that you are the kinds to deliver more value than what you are paid for. 

Result? 
You are perceived as someone who delivers value. 
Top it up by being dependable. 
And then top it up by being the one that does not expect a lot.
Why would people not work with you? 
Why would you not scale? 
Why would you not reach the 10 lakh a month number?

Quite simple. And effective.

Lesson 6 – Make yourself discoverable as a freelancer. 

Jo dikhta hai, wo bikta hai. 
Location. Location. Location.
The baby that cries the loudest gets fed first. 

There are numerous parables like that. Each makes the same point. 
Be out there.
Be discoverable. 

You’d start attracting opportunities the second you begin putting yourself out there. You invite people to discover you. And then you back it up with overdelivering. And you invest in long-term relationships. And you become a dependable person. 

How is it that you will not build a solid network that gives you work? P.S.: You may want to read this post on networking.

In the words of Daniya and Chandni (am making them discoverable by adding them here), “Think of it like this: It starts with you seeking opportunities and ends with people discovering you. What happens in between is all the things we spoke about – relationships, offering value, and reliability.” 

And how do you do it? 
Newsletters, videos, blogs, Twitter – just about anything that aligns with your voice. Go out. Show up. Showcase what you’ve done. Talk about your work.

The good part? 
All these things compound

Wait.
What do you think this blog post is? 
Why did I spend 15 45 days writing this?
Why do you think I am ranting on Twitter all the time? 
Why do I overshare? 

PS: I have to admit that despite doing all of the above, I remain VERY poor with my visibility and my distribution. Even though I write a lot, I need to work on this and I am constantly in search of amplifying this. And here is a post I wrote on how to build a writing habit.

Lesson 7 – Collaborate with other freelancers and freelancing platforms.

You know how a single twig breaks easily, but the second you pick a bundle, they’re invincible? That. 

That’s how you should view those on a similar path as you.

Together, you learn and attract more. Ditch that greed (of doing things by yourself and keeping the entire pie for yourself) and find people who want to grow with you. Ditch that insecurity that if you share your connections, others will close those deals ahead of you. Ditch that fear that the client will find someone else who’s better.

And in case you need to find a place to start with, start with me. I’d love to. I am a tweet away. 

Once you have one or two connections, go seek more. Join networks. Go to meetups. Tweet at random people. Ask for help. “Hire” people to work with. The “I” I talked about at the beginning of this post are actually my collaborators. It is humanly impossible to make 10 lakhs a month as a freelancer if you are on your own. You need collaborators. You need to pick work and allocate time and divide responsibilities and remuneration. The 10 lakhs we make is divided between the 6-7 of us and as a collective, we are better off than we would be if we did not collaborate.

This collab also allows us to present ourselves as a “large” company and pick larger projects (in value / impact / showcase) that an individual would never ever get considered for.

From here on, as a collective, we may go become a large company. Or will remain a bunch of freelancers working together. No one knows (I dont know what the future holds and I will not lose sleep over it). But what I know today (as of writing – 11 Dec 2022) is, that I am having a ball (with obvious ups and downs) and I am extremely grateful for that.

I am digressing.
The point is, partner with more people.
Do larger capers 🙂
Start with me, if you want more partners. I am a tweet away. 

Lesson 8 – Be the “easiest” freelancer to work with. 

I can bet that you have that friend that is incredibly difficult to please. You could go to the best restaurant to eat at, on a day that’s going really well and this person will spot a problem. 

At work, you would have that colleague that would ask a thousand questions even before lifting a finger and you would know that most of those questions are a way to deflect work assigned to him. You know, passing the buck. Or the pillow. Or as I call it, playing football and pushing the ball to the next person. 

There are people that you want to avoid even though they deliver great work. No?

So, thought experiment.
Switch places.

If you are that person that is incredibly difficult to work with, do you think people will come to you for work? Will they recommend you? Will they ask you to do things? 

If your answer is, “oh, I am the best. If not work with me, where would they go?”, then you’ve lost the plot and wasted all the time reading all these tips to start your freelancing career in 2023.

Thing is, clients are people. And they seek other people that are easy to work with. They like the idea of being easy to work with. They love their peace of mind.

It’s really simple.
When you’re stuck in circles, who do you turn to?
When you need something solved proto, where do you go?
When you want someone to get you out of the soup without asking too many questions, who do you think of?

Be that person. For others. For clients.
People Clients are looking for just that.

So, while you’re being reliable, also be easy to talk to and easy to work with. And see work coming your way.

Lesson 9 – Be a freelancer that people can trust. 

As I grow, I often find myself working closely with companies that often compete. As I write this, I work for 4 different advertising agencies. And each competes with the other on a day-to-day basis. And while the scope of work I take on for them might vary, I am essentially working for companies in the same business.

Thus, discretion becomes important. And it becomes tough for me to earn their trust. And while I have not been able to find a solution to this, I start with full disclosure. And transparency.

If I am working for competing companies, I disclose that to all them. And I’ve seen that if you volunteer information without others asking for that, people tend to trust you a tad more.

Again, trust is something that you need to earn. With time. The longer you work with / work on something / someone, the deeper the trust. While a post on trust would be another 5000 words, if I were to highlight a few points that help build trust, these would be…

A/ Everything that I have listed in the 8 lessons above. I will repeat some in this list.

B/ Radical honesty. There is nothing better than this.

C/ Keeping word. On your promises. On your delivery. Your Zubaan must have a keemat. Thank you, Rajesh Sir for teaching me this lesson.

D/ Be consistent. I suck at this, to be honest. But I am working on this.

PS: B, C and D are about being the most reliable person ever. Also, scroll up to see lesson 2.

That’s it. I am sure there are more things you can do to build trust but these 4 will cover most of those. And in fact, all the lessons I’ve listed would cover them all.

In the end…

Guess this is about it.

These are the 9 things that have allowed me to build a freelancing career. Trust me when I say this that if I have been able to build one for myself, I am sure you can too.

Also, do lemme know if this was useful. And do tell me what else would you want to read about if you are starting out as a freelancer in 2023. Finally, if you have any specific questions, I am happy to talk. The best way to reach me is on Twitter. I am a tweet away. 

A Few Disclaimers

  1. This post is essentially a list of things that have worked for me. These may or may not work for you. This is a summary of my experience only the results may vary 😉
  2. For context, I hold an MBA from MDI and have about 16 years of experience post that.
  3. Thanks to Chandni and Daniya for helping me write this.
  4. Thank you Samriddh, Hemant, Sanhita for reading early drafts and helping me improve this with specific inputs. These names are not in any order.
  5. There are more things that I can write about. In fact, I am thinking I will do a live session to help people break into freelancing. Would you want to learn from me? DM me on twitter and lemme know.
  6. If not on a live session, I think in the subsequent posts, I can write about the following: how to crack the first client, how to build the network, how to price your work etc etc. But I think that’s a different topic for a different day. Do let me know what would you want to read.

Tweets vs Blogposts

Even when we are in 2020, why do I prefer blogging over tweets? As a creator, as a learner and as someone that wants to grow!

Hola! 

If you are a longtime reader of this blog (or blogs in general), you would know how blogging as a hobby has been sort of replaced by things like Instagram, tweets, and so on and so forth. Both in general and for me. And how blogging is now a lot more “content marketing” where companies pay peanuts to desk monkeys to churn out words that trap those search engine spiders logs. And how the “content” that is created does not really do anything good to any reader, even if they may want to read about that topic. And how there is so much content that it’s impossible to filter noise and signal; assuming you know what is signal for you! And how long-form writing by non-writers is dying a slow death? 

It’s sad that so many people sharing so many deeply personal anecdotes with so many strangers is all gone. I mean it’s now moved to Twitter and Instagram and all that. But I am not sure how many people are blessed with the talent to push their thoughts in mere 280 characters (or maybe 2200 for Insta). I, at least cant. Not that gifted. May be if I work hard on writing, I may learn the art of brevity? 

And this is why I have kept the blog alive. And this is why I love the idea of writing letters (come, be my pen pal?). And this is why I like the idea of journaling, diary entries, notes, etc. 

The thing is, a blog allows me to push my unfiltered thoughts, things I am thinking on, things I am working on, things I seek opinion on. And put those somewhere on the world wild web. For others to see and respond to and allow me to think better.

I miss those times when I’d be brimming with ideas about the blog posts that I’d want to write. I’d have a draft folder thicker than all the 7-8 Harry Potter books combined. And I’d look forward to publishing posts and wait with bated breath for that one rare comment that I would get once in a month or two. It was another level of exhilaration. Something that the Twitter generation would never know – after all, tweets are far faster to engage with 🙂

Anyhow. 

So, today, I am thinking about where do I want my content to go (this is what I’d do with my blog – write write write till I get tired; vomit out all my ideas, thoughts here; and since the blog is in the public domain, I’d try harder to put forth better arguments; and by the time I was done writing, I’d have some sort of clarity). Here is my attempt to think with my words. 

And, with that, here we go. In no order… 

1. Individual as a Media Company

In the times to come, unless you are a media company (even as an individual), you’d lose out. As a business, as an individual, as even a rock or a vegetable. Stories, media, content would help you stay relevant. 

You thus have to think like a media company and churn out content that is valuable and interesting and all that. 

2. 1000 True Fans

The entire idea of 1000 True Fans would be far far more relevant in the times to come. Creators (a word I used when I applied for Gumroad’s gig for customer service) would live lives that they want and will rely on patrons to support them with micro-transactions, micro-donations. And with time, you would see more and more people go down the creator route. We are already seeing the likes of Patreon, Onlyfans, etc allowing people to create economically sustainable lives. 

3. Writing

As someone who likes to straddle multiple things and at some point in time make an impact for a billion people, I need to be very very good with words. After all, words do move mountains. And these words will open doors for me, allow me to know more people, satiate my curiosity, and so on and so forth. 

In one word, my words will give me access. And thus I need to get more active and more aggressive with this! 

4. Text vs Pictures vs Video

If a picture is worth a thousand words, a video is worth a thousand pictures. So, to improve the output by a 1000×1000, I need to pivot to doing videos at some point. Not sure though when.

PS: Thanks, Annkur for the nudge. Do tell me what would you want to see on a video from me. 

5. One, single, unified home for content

Right now, my content is scattered at multiple places – my own website, medium, blog, Mailchimp, tiny letter, substack, and more. And with each passing day, these platforms are only going to grow and more platforms would come in. And thus the content will scatter even more. 

And as a result, my patrons (and the ones I want to get access to) would probably not find what they are looking for! 

So I need to find a solution to this. May be I will use the website to showcase the best work and one blog destination to dump these thoughts? I don’t know yet. 

6. Tracks that people want to read about

Continuing with the scatteredness, it is no secret that I am a scatterbrain. My writing, output, and other things are spread too thin. I talk about marketing, entertainment, content, podcasts, entrepreneurship, writing, habits, notes, poker, and a million other things. 

And thus there is no way I can give a consistent experience to readers that are interested in just one genre. I mean if you are a filmmaker, you may want to read what I had to write about The Trial of the Chicago 7 but why would you read about how I refuse to have a kitchen at my home? Or that walking barefoot is the thing you need to practice but living in a city like Mumbai, it’s literally impossible! 

So once I know what and how and where all I am writing, there has to be a way for people to identify “tracks” they want to consume and they must be able to go down that path easily. For example, when you are subscribing to newsletters on those large websites, you have an option of subscribing to certain sections (kind of content) and receive updates from only that section, that track. I will have to implement that! 

7. Twitter

Lemme talk about Twitter. The thing that got me down this path! 

The thing with the tweet is, even though there is a permalink of the tweet per se, to me, a tweet looks and feels ephemeral. It is something that’s hanging in the air. I’d love to change it and have a more solid, permanent, tangible link. Like a URL to a website. A website feels a lot more solid to me. Oh, by the way, the public URLs that I host on my own website on? They are tough to pull off – I keep trashing my website every now and then and I start from scratch! I need to fix this. 

Plus, while most of my greatest connections have come via Twitter, I still can’t wrap my head around the fact that it’s the primary destination where I create content. It can at best be a distribution platform. And heck, it’s a powerful destination! No? 

8. Writing to pay your bills

Making money and pivoting to being a writer! This is a big one. And this is what I am most conflicted about. 

The thing is, I’d love to be on substack or Patreon or something because I like the idea of monetizing my audience, my true fans. Even though I do NOT write with the intention of making money off my writing, I have been told by at least one person (thanks, Krishna!) that he is happy to pay me for what I write. Apparently, it adds value to his life. And that to me is music. 

For two reasons. A, I add value. The reason I even write in the first place. And B, people find it valuable enough to pay! 

So, if I can get 1000 people like Krishna, I’ll be free from the rigmarole of holding onto a steady job! And I can potentially take a step in the direction where I won’t have to work for others. And spend my life like a dog chasing cards – in random pursuits, where the chase itself is a reward! 

Of course, once I start seeking money for what I write, I need to not get sucked into this honeytrap and go down the desk-monkey route. 

The other thing that I am sure of is that I do not want to “profiteer” by sharing things I know. Whatever little I know, I know those because I have had generous people who were kind to me and shared things with me without expecting anything in return. And it is not right for me to profiteer when I myself haven’t paid for those! So that!

A big part of me thus does not want to charge at all. May be I’ll accept donations? I can ask people to donate whatever they deem is ok. But then, while I go with the pay what you go model, do I want to guilt-trip people into paying? Dunno. 

And if and when I do go the monetization path (in whatever shape or format), I need to decide how do I do it. With Patreon? Substack? Stripe? Ideally, I’d love to have a button or something (may be stripe connection to WordPress) on my own website. Let’s see. 

Sigh! You see the conflict? 

9. Accountability.

This is a big one. Right now, I write things as and when I feel like. There is no structure, no predictable cadence, no topic, no accountability. But once I decide that I want to be a writer for hire, I would have to be a lot more accountable. Someone said it right that a predictable routine is one of the secrets behind a free, wild, flowing, interesting life – the kind that gives you experiences that you long for. And the experiences that can shape you into a better man! 

So, I need to probably pull them socks up and get to a routine. For what I write, even if it’s across genres and all that. No?

***

So yeah, these things. 

What started as a rant, a comparison between tweets and blog posts has become a tome that I am not sure who would read. 

I will decide over the next few days and I will of course keep you guys posted. Till then, it’s over and out!