Where do you actually begin when trying to make money online?
The overwhelm: “Tried freelancing, YouTube, dropshipping… all at once. Made nothing. Where should I have started?”
The confusion: “Everyone says ‘just start!’ but start with WHAT exactly?”
The truth: Most people fail because they skip the foundation work and jump straight to tactics.
The real starting path has three phases that take 6-18 months total: foundation phase (pick ONE model matching your situation, set up properly), building phase (create your first income-generating asset or client base), and scaling phase (systemize what works, then expand).
Skip phase one and you’ll restart every 3-6 months. The difference between earning $500 and $5,000 monthly isn’t working harder—it’s following the right sequence.
First – This Is Important…
Before diving into steps, understand this: the starting path depends entirely on whether you need income fast or can invest time building assets. These require completely different starting strategies.
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After helping 200+ people start making money online over 8 years, I’ve noticed the pattern: those needing income within 90 days start with services (trading time for money), while those who can wait 6-12 months build assets that eventually become passive. Both paths work, but mixing them guarantees failure.
The distinction matters because your starting moves are completely different. Someone needing rent money next month shouldn’t be building a YouTube channel that takes 18 months to monetize. Someone with savings shouldn’t be grinding Upwork when they could be building something sellable.
I’ll walk through both paths clearly, but picking the wrong one for your situation is why most people restart three times before figuring this out. For context on how to make money online successfully, matching strategy to situation prevents wasted months.
Click here to see the asset-building starting path
Phase 1: Foundation (Weeks 1-4)
Most people skip this entirely and wonder why they’re stuck at $200/month after a year. The foundation isn’t sexy, but it determines everything that follows.
Step 1: Honest Situation Assessment
You need to answer three questions truthfully, because lying to yourself here wastes months.
Question 1: How long until you MUST make money?
If the answer is “30-60 days or I’m in trouble,” you’re starting with services. There’s no other realistic option. Services are the only model where you can go from zero to paid within weeks. Everything else—content creation, digital products, e-commerce, lead generation—takes minimum 3-6 months before meaningful income appears.
This isn’t a judgment. Services built my first business to $8,000 monthly in 9 months, which funded everything that came after. But if you have 6-12 months of runway, you should skip services entirely and build assets instead.
Question 2: What resources do you actually have?
Not what you wish you had—what’s sitting in your bank account right now and how many hours weekly you can genuinely commit. Someone working full-time with two kids has maybe 10-15 hours weekly. Someone recently laid off has 40-60 hours. These situations require different starting models.
The resource assessment determines your model choice. You can’t build a lead generation portfolio working 8 hours weekly—each site takes 20-40 hours to build. But you can absolutely do freelance writing or consulting with those hours.
Question 3: What skills do you have that people pay for?
This is where most people get stuck in false humility. “I don’t have any valuable skills” is almost never true. Can you write clearly? That’s worth money. Can you use Canva or Photoshop? That’s worth money. Do you understand social media? That’s worth money. Have you managed teams, projects, or budgets? All worth money.
The mistake is thinking you need expert-level skills. You don’t. You need skills one level above the people who’d pay you. Small business owners paying $500-$1,500 monthly for social media management don’t need an expert—they need someone who knows more than they do.
Step 2: Choose ONE Model (Not Three)
Here’s where everyone screws up. They read about affiliate marketing, dropshipping, freelancing, YouTube, blogging, and decide to try all five simultaneously. Six months later they’ve made $300 total and don’t know which model failed.
The rule is brutally simple: pick one model, commit for minimum 6 months, and only switch if you’ve genuinely tried it properly. Not “tried” meaning posted twice on Upwork and got no responses. Tried meaning executed the model fully for 90+ days.
If you need money within 60 days: Start with service-based freelancing. Writing, design, social media management, virtual assistance, consulting—whatever matches your skills. You can land your first client within 2-4 weeks if you actually do the outreach work.
If you have 6-12 months: Build digital assets. The specific asset depends on your preference—lead generation sites if you’re okay with some technical learning, digital products if you have expertise to teach, or content sites if you love creating. But the key is accepting that month one through four will generate zero dollars. That’s not failure—that’s the model.
If you’re somewhere in between: Do both sequentially. Spend 60% of your time on immediate income (services) and 40% building an asset. Once the asset starts generating, flip the ratio until you can drop services entirely. This takes 12-18 months but gives you income stability while building long-term value.
For those exploring online business ideas that actually work, committing to one model for six months minimum is what separates people who succeed from those who restart perpetually.
Step 3: Set Up Properly (Not Perfectly)
You don’t need the perfect website, logo, or business cards. You need the minimum setup to take money and deliver value. For services, that’s a LinkedIn profile, an Upwork account, or a simple one-page website with your offer and how to contact you. For asset building, it’s your domain, hosting, and basic tools.
The perfectionism trap kills more beginners than anything else. You spend three weeks designing the perfect website that no one visits instead of three weeks finding your first client. Done is better than perfect, especially when you’re at zero income.
Phase 2: Building Your First Income (Months 2-6)
This is where the real work happens and where most people quit. Not because it’s impossibly hard, but because progress feels invisible for weeks.
The Service Path: Getting Your First Clients
If you chose services, your entire focus is simple: find three paying clients within 90 days. Not perfect clients paying premium rates. Just three people paying you anything to do work you can actually deliver.
Where to find them isn’t the mystery everyone pretends it is. You have four realistic options as a beginner: freelance platforms like Upwork or Fiverr (yes, the rates are low initially, but you need those first testimonials), direct outreach on LinkedIn (100 personalized messages to your ideal clients will get 5-15 responses), your existing network (tell everyone you know what you’re doing—most first clients come from weak ties), and local business outreach (small businesses in your area need help and don’t know where to find it).
The outreach is uncomfortable. You’ll write messages that get ignored. You’ll have calls where people say no. You’ll do work that feels underpriced. Everyone goes through this. The difference between people earning $5,000 monthly and those earning nothing isn’t talent—it’s willingness to do uncomfortable outreach consistently for 90 days.
Your pricing shouldn’t be complicated. Pick a number that doesn’t make you laugh nervously when you say it, then charge that. For most beginners, that’s $500-$1,500 per project or $25-$75 per hour. Yes, you could potentially charge more. Yes, experts charge 3x that. But you need clients and testimonials more than maximum rates right now. You can raise rates every 3-6 months once you have proof you deliver results.
Client delivery is where you actually build value. Do exactly what you promised, on time, without drama. That sounds obvious, but the number of freelancers who overpromise and underdeliver is shocking. If you simply do good work reliably, you’re already in the top 30%. Ask for testimonials immediately after delivering. These become your leverage for the next client.
The timeline for this path is predictable: weeks 1-3 you’re doing outreach and probably getting mostly silence, weeks 4-6 you land your first client, months 2-3 you have 2-3 active clients, and months 4-6 you’re at 5-8 clients and can be selective. That’s when you raise rates and fire difficult clients.
The Asset Path: Building Your First Property
If you chose asset-building, the first 90 days look completely different. You’re not chasing clients—you’re building something that generates value repeatedly.
For lead generation sites, you’re building your first 3-5 sites. Each one takes about 20-40 hours when you’re learning, so across three months working 15-20 hours weekly, you can build five sites. They won’t be perfect. Some might never rank. But you need those first sites to learn what works. The ranking process means months three through six is when you start seeing leads generate and can approach businesses about renting the sites.
For digital products, you’re creating your first course or productized service. This isn’t about creating the perfect comprehensive program. It’s about solving one specific problem for one specific type of person. A 2-hour course teaching beginners how to do exactly what you know is better than an imagined 20-hour masterclass. You’re aiming to have something sellable by month three, even if it’s not comprehensive yet.
For content creation, you’re publishing consistently and learning what resonates. If you picked YouTube, that’s 2-3 videos weekly. Blogging, that’s 3-5 posts weekly. The content will feel like shouting into the void for months. View counts in double digits are normal for months. You’re not building an audience yet—you’re finding your voice and testing topics. The audience comes in months 6-12 if you keep showing up.
The emotional difficulty of the asset path isn’t the work itself—it’s the zero income period. Months one through four you’re working 15-25 hours weekly and earning nothing. Your brain screams that you should be doing something that pays immediately. This is where people break and switch to services or give up entirely. The only solution is accepting beforehand that months 1-4 generate zero. If you can’t handle that psychologically or financially, don’t choose this path.
Phase 3: First Real Income (Months 3-8)
This is the breakthrough phase where you actually see money and start believing this might work.
The Service Breakthrough
By month three to four, you should have 3-8 active clients if you did the work in phase two. You’re earning somewhere between $2,000-$6,000 monthly. This feels incredible after earning zero, but it’s also where the next trap appears.
You’re tempted to just keep adding more clients to increase income. The math seems simple: if three clients pay $2,000, twelve clients should pay $8,000. But you discover you physically can’t serve twelve clients well. You’re working 50-70 hours weekly and feeling burned out. The service path doesn’t scale infinitely.
The smart move at this stage is raising rates and being selective. You should be charging 30-50% more than when you started. Some clients will leave—that’s fine. The ones who stay plus new clients at higher rates give you the same income for 30% less work. This creates space to either enjoy life more or start building assets on the side.
Some people are perfectly happy staying in the service zone forever. They get to $8,000-$15,000 monthly, work 40-50 hours weekly, and that’s their business. There’s nothing wrong with that. But if you want something more passive or sellable, this income should fund building assets starting now.
The Asset Breakthrough
For asset builders, months five through eight is when things start clicking. Your lead gen sites begin ranking and generating leads. Your course has its first few sales. Your content starts getting traction. The income is still small—maybe $500-$2,000 monthly—but it’s happening without you actively working every hour.
This is the psychologically important moment because it proves the model works. You can now see the path: if one site generates $800 monthly, twenty sites is $16,000 monthly. If one course sells 10 copies monthly at $200, you’re at $2,000 monthly and can create more courses or scale traffic.
The temptation is to relax because you’re making some money. Wrong move. Months 5-10 are when you should be building hardest. You now know what works and should be creating more of it. Build five more lead gen sites. Create two more courses. Double your content output. The momentum compounds faster than you expect.
Month 6-12: Scaling What Works
By month six, you know what’s working and what isn’t. This is where you go all-in on what’s proven.
If services are working, you’re systematizing delivery and raising rates further. You’re at $6,000-$12,000 monthly and can choose between staying there with less work, scaling to $20,000+ with a team, or transitioning some time to asset building. Most successful people do the third option—they maintain 3-5 high-paying service clients for steady cash while building assets that will eventually replace the client work.
If assets are working, you’re scaling the same model. Built three lead gen sites that work? Build ten more. Created one course that sells? Create three more. Getting traction on YouTube? Double down on the content style that’s working. This isn’t the time to diversify into other models—it’s the time to pour fuel on what’s already burning.
The income trajectory in months 6-12 varies wildly by model. Service people typically hit $5,000-$15,000 monthly. Asset builders are usually at $2,000-$8,000 monthly but with better long-term prospects. Combined approach people (services funding asset building) are earning $6,000-$12,000 monthly from services while their assets are at $1,000-$5,000 monthly.
For context on best side hustles that become full-time income, this 6-12 month period is where side hustles graduate to real businesses.
What Actually Derails People
Most failures happen for predictable reasons that have nothing to do with the model itself.
Switching models too early is the number one killer. You try freelancing for three weeks, get discouraged by rejection, switch to YouTube. Two months later YouTube feels slow, so you switch to dropshipping. Six months later you’ve “tried” five models and made $400 total. Each model needs minimum 90 days of genuine effort before you know if it works. That means daily work, not hoping it works out while doing nothing.
Comparing your beginning to others’ middle destroys motivation. You’re on month two earning $500, you see someone posting about their $20,000 month, and you feel like a failure. What you don’t see is they’ve been at it for three years. Or that they spent $50,000 getting there. Or that they’re lying. Your month two should be compared to your month one, not to someone else’s highlight reel.
Not tracking what works means you can’t scale it. You do outreach on LinkedIn and Upwork simultaneously, land three clients, and don’t know which platform worked. You publish blogs and YouTube videos, one gets traction, but you didn’t note what made it work. Then you can’t repeat your successes. Simple tracking—which outreach got responses, which content performed well, which offers converted—lets you double down on what works.
Perfectionism disguised as preparation keeps you permanently in research mode. You spend six months watching YouTube videos about dropshipping but never actually start a store. You read twenty articles about freelancing but never send a proposal. You plan your content calendar for three months but never publish. Research feels productive but generates zero income. At some point you have to do the uncomfortable thing of putting real work out there and seeing what happens.
The Realistic Timeline
Here’s what actually happens for people who stick with it:
Months 1-3: Mostly learning and setup. Income is $0-$500 monthly. This feels like nothing is working. Most people quit here.
Months 4-6: First real income appears. You’re at $500-$3,000 monthly depending on your model. This is enough to keep going but not life-changing yet.
Months 7-9: Things click. You understand the model and can see the path forward. Income is $2,000-$8,000 monthly for most people. This is where you decide if you’re going all-in or keeping it as a side income.
Months 10-12: You’ve proven it works and are scaling. Income is $3,000-$15,000 monthly. You can see how to get to $10,000+ monthly from here.
Year 2: This is where significant income happens. Most people making $10,000+ monthly are in their second or third year, not first year.
The people who make it to month twelve and beyond are the ones who accepted months 1-4 would feel like nothing was working and did the work anyway.
Common Questions At Each Stage
Month 1-2: “Am I doing this right? I’m not making money yet.”
If you chose services and have sent 30+ proposals, you’re doing it right even if you haven’t landed clients yet. If you chose assets and have your first site built or 20 content pieces published, you’re doing it right even though you have no income. The process feels wrong because we expect faster results, but this is the normal timeline.
Month 3-4: “Should I switch models? This one seems slow.”
No. Unless you’ve genuinely executed for 90 days and can clearly identify why the model doesn’t fit your situation, you’re too early to switch. The grass-is-greener feeling is normal at this stage. Push through it.
Month 5-7: “I’m making some money but it’s not scaling fast enough.”
This is exactly when you should be doubling down on what’s working, not looking for new tactics. If three lead gen sites each generate $600 monthly, build seven more. If two types of clients pay you well, find ten more of those exact clients. Scale the proven thing.
Month 8-12: “Should I add another income stream?”
Only if your primary model is running smoothly and you have extra capacity. Most people add too early and end up with two mediocre income streams instead of one strong one.
The Better Starting Path
Here’s the framework that works best for most people starting from zero:
Months 1-6: If you need immediate income, focus entirely on services. Land 3-5 clients, get to $3,000-$6,000 monthly, and stabilize your financial situation. If you don’t need immediate income, spend these months building your first assets with the understanding you’ll earn little to nothing.
Months 7-12: If you started with services, begin transitioning 30-40% of your time to asset building while maintaining client income. If you started with assets, you should be at $2,000-$8,000 monthly now and can double down on building more.
Months 13-18: The goal is reaching $10,000+ monthly through some combination of service income transitioning to asset income, or pure asset income if you started that path. Most people are at $5,000-$15,000 monthly at this point if they stuck with it.
The harsh truth is that most people reading this won’t make it past month three. Not because they can’t, but because they’ll quit when it feels like nothing is happening. The difference between the 5% who succeed and the 95% who don’t isn’t intelligence or luck—it’s showing up when it feels pointless.
Click here to see the asset-building starting path that takes longer initially but builds something sellable long-term.

Mark is the founder of MarksInsights and has spent 15+ years testing online business programs and tools. He focuses on honest, experience-based reviews that help people avoid scams and find real, sustainable ways to make money online.