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How solopreneurs will use AI to rival mid-sized companies

Through the end of the 2010s, people were a company’s infrastructure. Large workforces provided the scaffold upon which a business could build capacity for complexity: hire more people, take on more work.

Artificial intelligence has upended this relationship, decoupling a company’s potential productivity from its headcount and redefining which businesses will fare best.

As a result, America’s mid-sized companies are disappearing: the number of businesses with between 250 and 499 employees has fallen by 22.5% since 2020. Meanwhile, the independent professional economy is quickly growing to take their place: 30.4 million U.S. solopreneurs (businesses with a single employee) now collectively generate over $1.75 trillion in output, rivaling that of larger firms.

As mid-size companies dwindle, their economic role will be replaced by individuals using AI as their infrastructure. The next five years will see the rise of an entirely new model of work, one in which savvy service professionals—from lawyers to plumbers—will operate at a scale previously possible only for mid-sized or even larger companies.

EXPANDING SOLO WORK

When surveyed, entrepreneurs note that they spend 36% of their working hours on administrative tasks, leaving little capacity to think about business growth or transformation.

Single process automations have historically helped to free up some of this brain space, but AI does this on an entirely different level. Pearl’s proprietary research shows 50% of white-collar workers believe AI could handle over half of their job responsibilities in the next five years. For a new crop of solopreneurs, AI will completely assume their burdensome administrative work.

But AI won’t be just another “force multiplier” akin to digitizing invoices in QuickBooks or tracking a customer’s status in Salesforce. For solopreneurs, AI will add entirely new forces, equipping them with super agents to expand their business to the heft of a mid-sized firm while leaving them room to focus on mastering their craft.

Middle-sized companies used to occupy a protected niche, gathering trusted groups of professionals to offer formalized work too specialized for large enterprises and too complicated for solo workers. Now, a solopreneur can harness the power of a 250-person firm, not by replacing hundreds of employees but by using AI to replicate the coordination that previously made this size staff necessary.

THE DIGITAL WORKFORCE

Solopreneurs will match the quantity and quality of work of a mid-sized business by assembling a digital workforce to coordinate across five distinct categories:

Sales and Marketing

The solopreneur already has a distinct advantage over mid-size companies in acquiring customers: their singular voice. AI helps them extend this voice to find new leads far beyond their network and maintain sales relationships at a capacity far higher than what one person can manage alone.

Businesses are currently using AI to make faster marketing decisions and even automate entire workflows, such as sending tailored emails to capture a potential customer who has abandoned their cart and tracking the results. Future sales and marketing will hand off even more of the strategic work to AI, allowing it to lead entire accounts, negotiate pricing, and derive new messaging based on real-time customer signals, all to extend a professional’s personal reach.

Research

For client work already secured, solopreneurs are using tools like Perplexity’s Deep Research to create expert-level briefs in minutes, earning the company an $18 billion valuation from investors betting on AI-driven knowledge work.

From synthesizing multiple earnings call transcripts to surfacing the latest news on competitors and novel techniques, AI is giving sole proprietors access to an exponentially wider breadth of knowledge and eliminating the fluff so they can absorb only the most consequential information.

As AI matures, it will help solopreneurs continually update a research memory bank, question initial output for factuality, and flag missing data.

Execution

For a legal issue, for example, customers would rather avoid paying for the overhead of a large firm and work solely with the most experienced lawyer. AI’s execution power finally enables this, connecting trusted experts directly with customers.

The most advanced sole proprietors today compete with mid-size companies by running multiple specialized agents, automating workplace tasks like drafting informed email responses, summarizing meetings through different expert lenses, and preparing tailored reports. Already, U.K. civil servants have reported that they save an average of two weeks per year with similar AI automations.

In the next five years, AI will evolve from requiring explicit instructions to only needing intent. Instead of requesting email drafts for review, a solo lawyer might ask AI to “keep a client warm” or “move this deal forward” and let an agent do the rest. Humans will still play the most important role, consulting on nonnegotiable accuracy checks and strategy decisions.

Compliance

Though famously unsexy, compliance is essential to company growth and what keeps many smaller firms from venturing outside their core pursuits. With AI anticipating compliance issues, solopreneurs can more quickly expand into new areas of business, rivaling larger firms whose governance teams protect them in these pivots.

AI compliance platforms already track and map relevant changing regulations, allowing solopreneurs to keep up with shifting legal obligations without a large compliance team. What will come next is AI-generated audit trails and compliance assessments for real-time operations, shifting the work of keeping a company in line completely into the background.

Management

Coordinating an entire infrastructure of autonomous agents will be essential to scaling a business with only one human employee. The startup period will likely be much more extensive than for a human-staffed company, with the solopreneur needing to define a vision for the business and reiterate it to management agents to get processes right.

When management agents are finally aligned with the company leader, they’ll be able to predictively schedule subordinate agents, balance workloads, and uplevel important considerations before they turn into problems. Today, an AI agent can launch tens of others to complete a complex process. Tomorrow, a network of management agents will continuously reprioritize work to meet the solopreneur’s long-term goals.

SCRAMBLING THE PROFESSIONAL FIELD

Rather than a distant vision, the multi-million-dollar solo business is already here. In just six months, Maor Shlomo alone built vibe coding platform Base44. He garnered tens of thousands of customers and sold it to Wix for $80 million. Meanwhile, 50% of global freelancers are already earning more on projects when they use AI tools.

62% of GenZers are interested in starting their own business so America can expect a continuing increase in sole-proprietor firms from the next generation of knowledge workers. However, not every professional will be equipped to immediately become a solopreneur. They will still need training grounds like enterprises, continuing education programs, and peer mentorship to hone the expertise necessary to justify staking out on their own. What AI has changed is that anyone in the professional sphere can now go solo, they just have to choose the right moment in their career.

Even as more Americans consult AI for advice, they will continue to seek out human experts for the best service. Increasingly, however, these professionals will be powered by AI infrastructures complex enough to rival mid-sized firms.

Ria.city






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