The Power of a Self-Multiplying Company

Let our team help you build an additional business that diversifies or future proofs your existing business, in a way that doesn't distract your current team.
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More Reasons Than Ever to Start a Side Business

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Optionality Is Power

A CEO with a side business and potential new revenue stream always has options — a side business future proofs and diversifies your existing business.
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Your Core Business Will Die Someday

Be ready by starting a tangential business, testing a business model that could disrupt your business someday, or utilizing A.I. to reinvent a portion of your company as a stand-alone business.
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Creation Beats Preservation

CEOs who only protect the core slowly become risk-averse operators; executives who build something new stay sharp, ambitious, and opportunity-oriented.
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Relevance Requires Reinvention

Operating a side venture forces you to stay close to emerging technology, customer behavior, and new business models instead of managing yesterday’s playbook.
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Distribution Is the New Company (and Job) Security

In a world where roles disappear, owning an audience, IP, or customer base gives you multiple ways to monetize that audience through different businesses.
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Cash Flow Is Strategic Defense

A profitable side business reduces dependency on board politics, market cycles, or single-company performance — it becomes financial armor.
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Types of Side Businesses We Help Start

Here are 10 types of side businesses any company can launch — not as distractions, but as strategic hedges, reinvention labs, or future growth engines.
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The Digital Twin Business

Turn your expertise into software, AI, or automation.

Every company has processes, IP, and know-how that could become:

  • SaaS

  • AI copilots

  • Internal tools turned external productsand long term plans

Example: A consulting firm launches an AI advisory engine.
Why it matters: Software scales faster than services.

The Media & Distribution Arm

Own attention in your category.

Launch:

  • A podcast network

  • A newsletter with 100,000 subscribers

  • A YouTube education channel

  • A niche executive community

Why it matters: Distribution lowers customer acquisition cost across all future products.

The Community Platform

Turn customers into members.

Instead of selling transactions, create:

  • Membership programs

  • Paid communities

  • Mastermind groups

  • Certification ecosystems

Why it matters: Recurring revenue + loyalty + feedback loops.

The Data Monetization Layer

Package your internal data into insights.

Many companies sit on:

  • Market behavior data

  • Industry benchmarks

  • Consumer trends

Turn it into:

  • Subscription dashboards

  • Annual reports

  • Industry intelligence products

Why it matters: High-margin information business.

The Acquisition Micro-PE Arm

Buy small, adjacent businesses quietly.

Acquire:

  • Niche software tools

  • Small agencies

  • E-commerce brands

  • Content properties

Why it matters: Faster than building from scratch and diversifies revenue.

The Training & Certification Division

Monetize your methodology.

Create:

  • Certification programs

  • Executive education

  • Online academies

  • Corporate workshops

Why it matters: Turns internal playbooks into external revenue.

The Venture Studio / Incubator

Launch startups adjacent to your core market.

Use:

  • Your customer base

  • Your distribution

  • Your expertise

Spin up 2–3 small experiments per year.

Why it matters: Keeps innovation muscles active and creates optional equity upside.

The Direct-to-Consumer Offshoot

Go closer to the end customer.

If you’re B2B → create a B2C offering.
If you’re wholesale → go direct.

Why it matters: Control margin and customer data.

The Technology Enablement Arm

Productize the tools you use internally.

Your internal stack likely includes:

  • AI workflows

  • Automation scripts

  • CRM systems

  • Playbooks

Package and sell them to your industry.

Why it matters: Others struggle with what you’ve already solved.

The IP & Licensing Model

License your brand, process, or systems.

Create:

  • Franchises

  • White-labeled offerings

  • Licensing deals

  • Strategic partnerships

Why it matters: Scales without proportional overhead.

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Your best defense is offense.

More than 50% of the Fortune 500 from the year 2000 have disappeared...

and the average S&P 500 company lifespan has shrunk from about 60 years in the 1950s to under 20 years today — reinvention cycles are accelerating.

According to research cited by McKinsey & Company....

companies that actively reallocate capital and reinvent their business models significantly outperform peers over time, while those that cling to legacy models dramatically underperform or exit the index altogether.

88% of the Fortune 500 companies from 1955 are gone today...

(bankrupt, merged, or fallen off the list), proving that size and market leadership offer no long-term immunity from disruption.
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Who we are

A team of experts

A team built on strategy, design, and clarity.

SideStarter helps CEOs and companies start side businesses by providing the strategy, resources, and team to launch and run them on their terms.

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Our team is your team.

At SideStarter, our team works with select CEOs and companies to start and run a side business. Our analysts, finance experts, marketers, logistics coordinators, customer service professionals, and legal team handle the day-to-day operations — so you don’t have to. We manage every moving part while you stay focused on your current business, and when it's ready for you or a team member to take over, we'll have it ready for them.