💸 Find DESPERATE Clients 💸 Turn Small Jobs into a Goldmine 🤑

Clients on freelance platforms who genuinely want to hire a freelancer but cannot find one, resulting in little to no competition for their job postings.

An Upwork search filter that limits results to job postings with fewer than five submitted proposals, used to identify underserved or overlooked job listings with minimal competition.

The Upwork success principle of accepting small or unusual jobs as entry points to build relationships with clients, leading to larger ongoing work and positive reviews.

Job postings with unusual, niche, or highly specific requirements that fall outside the standard workflows of established freelancers, making them less competitive but potentially lucrative.

Job listings where clients accidentally post in an incorrect category, reducing the visibility of the post to relevant freelancers and creating a low-competition opportunity.

The principle that it is far easier to win additional, larger contracts from existing clients who already know and trust you than to convert entirely new prospects.

Unlike most successful platforms, Upwork has more service providers (freelancers) than service buyers (clients), creating high competition and shaping Upwork's incentive to attract and retain clients.

The primary guest and SEO expert featured in the video, founder of an AI SEO agency that developed the Core 30 local SEO methodology and scaled to 97 plumber clients using AI-driven content and local link-building strategies.

The common situation where clients post unrealistically low fixed-price budgets because they don't know the true market cost of the work, which should not deter freelancers from applying.

The observation that Upwork's job search algorithm is poor, meaning miscategorized or oddly-titled jobs receive very little visibility, creating opportunities for attentive freelancers.

A historical example used to illustrate the concept of finding mispriced or mislisted opportunities — buying eBay items listed in wrong categories or with typos at below-market prices and relisting them correctly for profit.

Using AI tools like ChatGPT in combination with SEO optimization tools to quickly and affordably produce SEO-optimized content for clients, even at low budget price points.

An Upwork search filter that restricts job results to clients based in the United States, used to narrow down relevant opportunities.

The key filter is to set 'Number of Proposals' to 'Less than 5.' This immediately narrows down job listings to those that haven't attracted many applicants, which often indicates a desperate client — someone who posted a bad job listing, posted in the wrong category, or has an unusual/esoteric requirement that most established freelancers skip over.

Desperate clients on Upwork typically can't find freelancers for one of two reasons: (1) The job is weird or esoteric — it has some strange requirement that doesn't fit into established freelancer processes or procedures, so most experienced freelancers skip it. (2) The client posted the job in the wrong category or used typos in the job posting, making it hard for the right freelancers to find it through Upwork's search algorithm.

Small, esoteric jobs can become large opportunities because clients who have a weird issue usually need more than just that one issue fixed. Once you solve their immediate problem, you've built trust, and it's much easier to get second, third, and fourth jobs from clients who already know and trust you. For example, Caleb trained someone who landed a small $50 graphic design job, knocked it out of the park, and the client then hired him for a major rebrand worth $10,700.

Upwork has intense competition because it is one of the only major technology platforms where there are more people who want to get paid (freelancers) than people who want to hire. Caleb compares it to a version of Uber where there are hundreds of drivers waiting around but very few people who need a ride. This imbalance means freelancers constantly compete for the same limited pool of jobs.

No, new freelancers should absolutely not ignore small or low-budget jobs on Upwork. These small jobs — especially the weird, esoteric ones — are ideal for building your first reviews and establishing trust with clients. A client who posts a $40 budget often has no idea what things actually cost and may need much more work done. Applying, delivering great results, and building a relationship can turn a $40 job into a much larger, ongoing engagement.

The two-step process is: (1) Search for your skill or niche (e.g., 'SEO') and optionally filter by location (e.g., US only) to narrow down results. (2) Under the 'Number of Proposals' filter, select 'Less than 5.' This combination surfaces job postings that have been seen by very few freelancers, helping you identify desperate clients who are struggling to find help — whether because of a bad job posting, wrong category, or an unusual requirement.

When a client posts a job in the wrong category, Upwork's weak search algorithm means the right freelancers rarely find it. This leaves the job with very few proposals, making the client 'desperate' for someone to respond. Caleb compares this to early eBay, where items listed in the wrong category or with typos sold below market value because buyers couldn't find them. For a freelancer who does find these mislisted jobs, it means almost zero competition.

No, Upwork's search algorithm is described as 'absolutely terrible.' You should not rely on it to surface the best or most relevant jobs. However, this weakness actually works in your favor when looking for desperate clients — because a client who posts in the wrong category or uses unclear language will have their job hidden from most freelancers, giving you a competitive advantage if you find it manually using the 'less than 5 proposals' filter.

You should still apply, especially if you can deliver something of real value at that price. Clients often post low budgets because they have no idea what things actually cost. Caleb's rule of thumb is: if you can do something meaningful for $40 that genuinely helps the client, go ahead and apply at that price. For example, for a $40 content job you could use tools like ChatGPT and Page Optimizer Pro to write an SEO-optimized article. The key insight is that clients who post low budgets often need much more ongoing work, so that $40 job can be a foot in the door for a larger relationship.

Esoteric or niche jobs are great for new freelancers for several reasons: (1) Most established freelancers skip them because they don't fit into standard workflows, meaning there's little to no competition. (2) You don't need a strong review history to stand out — just the ability to solve the specific problem. (3) Clients with unusual problems often have deeper needs, creating opportunities for repeat business. (4) Solving a unique problem builds trust quickly, making it easier to expand the relationship into bigger, higher-paying projects.

Caleb explains that about 20 years ago, he made money on eBay by finding products listed in the wrong categories or with typos in the brand name or description. Because buyers couldn't find these items through normal searches, they sold below market value. He would relist them correctly and pocket the difference. He draws a direct parallel to Upwork: clients who post jobs in the wrong category or with unclear descriptions get very few proposals because the right freelancers can't find them — creating an arbitrage opportunity for savvy freelancers who do find those listings.

When filtering SEO jobs on Upwork to 'less than 5 proposals,' Caleb found several types of mismatched or unusual jobs, including: a WordPress/WooCommerce page fixes job (a developer job posted in SEO), a company rebrand integrating audio/video into a Divi website, a $40 blog content writing job, a Google Merchant Center expert role paying $250–$375/week for 3–6 months, someone looking for an Upwork expert to help them apply for jobs on Upwork, and a cold email domain setup job. Most of these were posted in the wrong category or had unclear job descriptions, which is why they had few proposals.

Caleb built a seven-figure SEO agency using Upwork as his primary platform for landing clients. He also used the strategies he teaches — including finding desperate clients with few proposals, taking small esoteric jobs and turning them into larger ongoing relationships, and focusing on clients who have genuine problems they can't find help for. He has also helped hundreds of others build their own six- and seven-figure agencies using similar approaches.

The core principle is to avoid competing with hundreds or thousands of freelancers for the same popular job postings, and instead focus your time and energy on jobs with little to no real competition. By targeting clients who are struggling to find help — because of bad job postings, wrong categories, or unusual requirements — you can walk in as the only (or one of very few) candidates and position yourself as the solution to their problem. This is especially valuable when you're new and don't yet have many reviews to differentiate yourself.

The long-term value is significant: once a client knows and trusts you from solving their initial problem, it becomes much easier to land second, third, and fourth jobs from them compared to convincing a brand-new client to hire you. Small jobs serve as entry points into larger, ongoing relationships. A real example from Caleb's training program: a freelancer landed a $50 graphic design job, delivered excellent work, and was subsequently hired for a $10,700 rebrand project by the same client.

If you have experience with Google Merchant Center, you should definitely pursue these jobs when they appear with fewer than 5 proposals. Google Merchant Center is complex and specialized, meaning few freelancers are qualified, which makes it a classic 'esoteric job' with little competition. A job like the one Caleb highlighted — paying $250–$375 per week for a 3–6 month engagement — represents solid, long-term income. Apply promptly, highlight your specific Merchant Center experience, and emphasize your ability to handle its complexity.

Imagine a version of Uber where there are more drivers than people who want a ride. Upwork and most other freelance platforms are the only major technology platform with more people who want to get paid than people who want to hire people.

Instead of competing with a thousand freelancers for the same job, you focus your time and energy on jobs with no real competition at all.

If someone's having a weird issue, they probably need more than just that weird issue fixed.

It's so much easier to get second and third and fourth jobs from clients who know and trust you than it is to convince someone who has no idea who you are that you're a trustworthy person.

One of the tenets of success on Upwork is taking these small jobs and turning them into big wins.

He landed a small graphic design job for around $50, knocked it out of the park, and the client hired him to do another major rebrand with a price tag of $10,700. Do not ignore small jobs on Upwork.

I used to make money on eBay by finding products listed in the wrong categories or with typos so other people couldn't find them. That arbitrage is almost impossible on eBay today — but that's still where Upwork is.

Upwork's search algorithm is absolutely terrible. And what helps us there is if a client makes a mistake, their job isn't going to be seen by very many appropriate freelancers.

A client will post a budget and they have no idea what things should actually cost. So they just post a budget.

It's a bad job posting, but it could be a good job — and that bad job posting could turn into a larger opportunity for you.

This is the core trick to find desperate clients who haven't been able to attract freelancers — eliminates most competition immediately

Reduces irrelevant results and focuses on a more targeted client base

Older postings with few proposals are the most desperate clients — they've been waiting and can't find help

Miscategorized jobs are seen by fewer appropriate freelancers, meaning less competition for you

Bad job postings attract fewer proposals, giving you an opening to apply with little competition

Established freelancers skip these jobs because they don't fit their systems — this is your opportunity as a newer freelancer

Small jobs can turn into much larger contracts; one example given was a $50 graphic design job that led to a $10,700 rebrand

Clients often post unrealistic budgets because they don't know what things cost — the real opportunity is in follow-on work

This gets your foot in the door cheaply and efficiently, opening the door to larger ongoing work

It's easier to get second, third, and fourth jobs from existing clients than to convince new strangers to hire you

Upwork's search algorithm is poor, which means good jobs can be missed if you rely on it passively

These jobs are hard to fill because few freelancers have the specific knowledge, making them high-value low-competition opportunities

Creator mentions a detailed guide is coming out based on their own agency-building experience

Main platform discussed for finding freelance clients; speaker built a seven-figure agency on it

"I built a seven-figure agency on Upwork and helped hundreds of others build their own six- and seven-figure agencies."

Used as an analogy/example for arbitrage opportunities from miscategorized listings

"way back in the halcyon early days of eBay like 20 years ago I used to make money by finding products on eBay that were listed in the wrong categories"

Used as an analogy to explain the supply/demand imbalance on Upwork

"Imagine a version of Uber where there are more drivers than people who want a ride."

Recommended as a tool to write SEO-optimized articles for clients cheaply

"For $40, you could use ChatGPT to write a couple of articles for them, maybe even just one article that's SEO optimized with ChatGPT and Page Optimizer Pro."

Recommended alongside ChatGPT for creating SEO-optimized content

"maybe even just one article that's SEO optimized with ChatGPT and Page Optimizer Pro."

Mentioned as an example of a weird/esoteric job category on Upwork that has few applicants

"Google Merchant Center that I've used the Google Merchant Center once before, it's complicated to put it mildly."

Mentioned as a website builder framework referenced in a sample Upwork job posting

"they want someone to integrate audio and video into their Divi based website."

Mentioned as part of a sample Upwork job posting for web development work

"WordPress WooCommerce page fixes and this is somebody who just needs some fixes"

Mentioned as part of a sample Upwork job posting for web development work

"WordPress WooCommerce page fixes"

Mentioned as an example platform where clients might have strange issues needing freelance help

"They're having some strange issue on Facebook and they need help solving it."

Mentioned as an example platform where clients might have strange issues needing freelance help

"Or they're having some strange issue with Google Ads."

Speaker references their own upcoming guide on how they built a seven-figure SEO agency

"I have a guide coming out that breaks down exactly how I built a seven-figure SEO agency so you don't want to miss that one."