Future Proof Your Company, Start a Side Business

Let our team help you build an additional business on the side in a way that doesn't distract your current team.
Talk to Us

Why start an additional business?

Icon imag 4
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.
Icon image 2
Reward a star-performer...
Have something ready to hand off so that you don't lose him or her to another company.
Icon imag 3
Succession planning....
Give yourself multiple ways to give key people responsibility, upside and an exciting new challenge.
Talk to Us

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.
Talk to Us

Our Principles

Discuss icon 1

Optionality Is Power

A CEO with a side business and potential income stream is never negotiating from weakness — a side business turns business and career risk into strategic leverage.
Discuss icon 2

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.
Discuss icon 3

Distribution Is the New Company (and Job) Security

In a world where roles disappear, owning an audience, IP, or customer base is more defensible than owning a title.
Discuss icon 4

Cash Flow Is Strategic Defense

A profitable side business reduces dependency on board politics, market cycles, or single-company performance — it becomes financial armor.
Discuss icon 4

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.
Talk to Us

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.
Talk to Us

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.

Talk to Us

Who we are

A team of experts

A team built on strategy, design, and clarity.

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

Talk to Us

Our team is your team.

At SideStarter Ventures, 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.