Business Initiative Home

Case Studies: How Formalizing Turned Side Gigs into Six-Figure Companies



By: Jack Nicholaisen author image
article image

You’re running a side gig.

You’re making some money. You’re getting clients. But you’re stuck. You can’t get bigger deals. You can’t land partnerships. You can’t scale.

Formalizing changes everything.

These stories show how. Real founders. Real transformations. Real results.

This guide shows you the impact.

Before formalizing. After formalizing. What changed. Why it worked.

Read this. See the transformation. Make the change.

article summaryKey Takeaways

  • Forming an LLC or Corporation immediately increases perceived credibility—clients and partners treat you as a real business, not a side gig
  • Formal entities unlock bigger deals—founders report 2-3x increase in average project size after formalizing
  • Partnerships become possible—established businesses only work with formal entities, not sole proprietorships
  • Investor interest increases—formal entities are required for most funding opportunities and partnerships
  • Business growth accelerates—formalizing creates the foundation for scaling, hiring, and serious growth
business formalization case studies side gig transformation

Why Formalizing Matters

Formalizing unlocks growth.

What happens if you stay informal:

  • Stuck at side gig level
  • Can’t get bigger deals
  • Partnerships closed to you
  • Growth limited

What happens if you formalize:

  • Credibility increases immediately
  • Bigger deals become possible
  • Partnerships open up
  • Growth accelerates

The reality: Formalizing is the difference between side gig and real business.

Case Study 1: Consultant

Before Formalizing:

  • Operating as sole proprietor
  • Using personal email
  • Average project: $2,000
  • Stuck at $40,000/year
  • No partnerships

After Formalizing:

  • Formed LLC
  • Custom email domain
  • Average project: $8,000
  • Reached $150,000/year
  • Multiple partnerships

What Changed:

  • Clients saw them as real business
  • Could bid on larger projects
  • Partnerships became possible
  • Credibility increased dramatically

Key Lesson: Formalizing unlocked bigger deals and partnerships.

Pro tip: Even service businesses see massive credibility gains from formalizing. See our credibility guide for more signals.

consultant business formalization success story

Case Study 2: Designer

Before Formalizing:

  • Side gig design work
  • Personal portfolio site
  • Average project: $500
  • Stuck at $25,000/year
  • No corporate clients

After Formalizing:

  • Formed LLC
  • Professional business website
  • Average project: $3,000
  • Reached $120,000/year
  • Multiple corporate clients

What Changed:

  • Corporate clients would work with them
  • Could charge professional rates
  • Credibility increased
  • Growth accelerated

Key Lesson: Formalizing opened corporate client doors.

Pro tip: Corporate clients require formal entities. This is non-negotiable for most businesses.

Case Study 3: Developer

Before Formalizing:

  • Freelance development
  • Personal GitHub only
  • Average project: $1,500
  • Stuck at $50,000/year
  • No team partnerships

After Formalizing:

  • Formed Corporation
  • Professional business presence
  • Average project: $12,000
  • Reached $300,000/year
  • Multiple team partnerships

What Changed:

  • Could form team partnerships
  • Larger projects became possible
  • Investor interest increased
  • Scaling became possible

Key Lesson: Formalizing enabled partnerships and scaling.

Pro tip: Corporations are better for partnerships and investment. See our structure comparison guide for details.

developer business formalization scaling success

Case Study 4: Coach

Before Formalizing:

  • Personal coaching practice
  • No business structure
  • Average client: $200/month
  • Stuck at $30,000/year
  • No institutional clients

After Formalizing:

  • Formed LLC
  • Professional business setup
  • Average client: $800/month
  • Reached $180,000/year
  • Multiple institutional clients

What Changed:

  • Institutional clients would work with them
  • Could charge professional rates
  • Credibility increased
  • Growth accelerated

Key Lesson: Formalizing opened institutional client doors.

Pro tip: Professional services need formal entities. Clients expect it.

Common Patterns

These stories show clear patterns:

Pattern 1: Credibility Boost

What happens:

  • Immediate credibility increase
  • Clients treat you as real business
  • Professional perception changes

Why it works:

  • Formal entity signals serious business
  • Separates you from hobbyists
  • Creates professional foundation

Pattern 2: Bigger Deals

What happens:

  • Average project size increases 2-3x
  • Can bid on larger projects
  • Revenue increases significantly

Why it works:

  • Formal entity required for larger deals
  • Clients trust formal entities more
  • Professional rates become possible

Pattern 3: Partnerships Open

What happens:

  • Partnerships become possible
  • Corporate clients open up
  • Institutional clients accessible

Why it works:

  • Formal entities required for partnerships
  • Corporate clients have policies
  • Institutional clients need formal structure

Pattern 4: Growth Acceleration

What happens:

  • Revenue growth accelerates
  • Scaling becomes possible
  • Hiring becomes possible

Why it works:

  • Formal entity enables growth
  • Foundation for scaling
  • Professional structure supports growth

Pro tip: These patterns are consistent across industries. Formalizing unlocks growth for most businesses.

business growth patterns formalization impact

Your Transformation

Your story can follow these patterns.

Step 1: Formalize

What to do:

  • Form LLC or Corporation
  • Get EIN
  • Set up business bank account
  • Use entity name consistently

Why it matters: This is the foundation of your transformation.

Step 2: Upgrade Signals

What to do:

  • Custom email domain
  • Professional website
  • Business branding
  • Professional materials

Why it matters: Signals reinforce your credibility.

Step 3: Target Bigger Deals

What to do:

  • Identify larger opportunities
  • Position for bigger projects
  • Build credibility
  • Pursue partnerships

Why it matters: Bigger deals drive growth.

Step 4: Scale

What to do:

  • Build systems
  • Hire help
  • Expand services
  • Grow revenue

Why it matters: Scaling builds real business.

Pro tip: Start with formalizing. Then upgrade signals. Then target bigger deals. Then scale. See our signals guide for upgrading your professional image.

Your Next Steps

See the transformation. Make the change. Build your business.

This Week:

  1. Review these case studies
  2. Identify your current situation
  3. Plan your formalization
  4. Start the process

This Month:

  1. Form your entity
  2. Upgrade your signals
  3. Target bigger deals
  4. Build credibility

Going Forward:

  1. Continue building credibility
  2. Pursue partnerships
  3. Scale your business
  4. Grow revenue

Need help? Check out our credibility guide for more signals, our signals guide for upgrading your image, and our liability shield guide for setting up protection.


Stay informed about business strategies and tools by following us on X (Twitter) and signing up for The Initiative Newsletter.




FAQs - Frequently Asked Questions About Case Studies: How Formalizing Turned Side Gigs into Six-Figure Companies

Business FAQs


How much revenue increase can you expect after formalizing a side gig into an LLC or Corporation?

Founders in these case studies report 2-3x increases in average project size and reaching six-figure annual revenue after formalizing.

Learn More...

The case studies show dramatic revenue jumps. A consultant went from $2,000 average projects to $8,000 projects after forming an LLC, reaching $150,000/year from $40,000. A designer went from $500 to $3,000 average projects, reaching $120,000/year.

A developer who formed a Corporation saw the largest jump—from $1,500 average projects to $12,000, reaching $300,000/year from $50,000. A coach went from $200/month per client to $800/month, reaching $180,000/year.

The revenue increase isn't from the paperwork itself—it comes from the credibility, partnership access, and ability to charge professional rates that formal entities unlock. Corporate and institutional clients simply won't work with unregistered sole proprietors.

Why do corporate and institutional clients refuse to work with sole proprietors?

Corporate clients have procurement policies that require vendors to be registered business entities, and they need formal invoicing, liability protections, and contractual standards that sole proprietors can't provide.

Learn More...

Most corporations and institutions have vendor qualification processes that require a business entity, EIN, proof of insurance, and formal contracts. Sole proprietors typically can't meet these requirements.

From the client's perspective, working with a formal entity reduces their legal risk. A registered LLC or Corporation provides a clear legal counterparty for contracts, carries its own liability insurance, and offers recourse if something goes wrong.

In the case studies, the designer couldn't get corporate clients until forming an LLC, and the coach couldn't access institutional clients. This pattern is consistent across industries—formalizing is essentially a prerequisite for accessing the larger, more profitable client segment.

What are the common patterns seen across all business formalization success stories?

Four patterns emerge consistently: immediate credibility boost, ability to pursue bigger deals, partnerships opening up, and accelerated revenue growth.

Learn More...

Pattern 1 is an immediate credibility boost. Simply having a formal entity with a professional email domain, business website, and legal structure causes clients and partners to perceive you as a serious business rather than a hobbyist.

Pattern 2 is accessing bigger deals. Average project sizes increase 2-3x because formal entities can bid on larger contracts, meet procurement requirements, and justify professional rates that sole proprietors can't.

Pattern 3 is partnership access. Established businesses require formal entities for partnerships—this is non-negotiable. Pattern 4 is growth acceleration: once the foundation is in place, revenue growth compounds as credibility builds and referral networks expand.

What are the first steps to formalize a side gig into a real business?

Form an LLC or Corporation, get an EIN, set up a business bank account, and use your entity name consistently across all business activities.

Learn More...

Step 1 is forming your entity—an LLC is the most common choice for its balance of protection and simplicity. File with your state and obtain an EIN from the IRS (free and takes 5 minutes online). Open a dedicated business bank account to separate personal and business finances.

Step 2 is upgrading credibility signals: get a custom email domain (not Gmail), build a professional website, create business branding, and develop professional materials like proposals and contracts.

Step 3 is targeting bigger opportunities with your new credibility. Identify larger projects you couldn't previously pursue, position for professional-rate work, build partnerships, and pursue corporate or institutional clients. Step 4 is scaling with systems, hiring, and service expansion.

Should I form an LLC or a Corporation when formalizing my side gig?

Most side gigs should start with an LLC for its simplicity and flexibility, but choose a Corporation if you plan to seek investors, form team partnerships, or eventually scale significantly.

Learn More...

The case studies show both paths working. The consultant, designer, and coach all formed LLCs and saw dramatic results. The developer chose a Corporation because they wanted to form team partnerships and attract investor interest.

LLCs are generally the better starting point: simpler formation, lower compliance requirements, pass-through taxation, and flexible management. You can always convert to a Corporation later if your needs change.

Choose a Corporation from the start if you plan to raise investment capital, want to offer equity to partners or employees, or plan to scale into a larger company. Corporations are more investor-friendly and better suited for complex ownership structures.

How long does the transformation from side gig to six-figure business typically take after formalizing?

The credibility boost is immediate, but building to six-figure revenue typically takes 6-18 months of consistent effort after formalizing.

Learn More...

The credibility increase happens immediately—clients perceive you differently the moment you have a formal entity, professional email, and business presence. This can lead to larger projects within the first few weeks.

Reaching six-figure revenue depends on your industry, pricing, and effort. The case study consultant was already at $40K and reached $150K by landing larger projects over about a year. The developer went from $50K to $300K, though that included building team partnerships.

The key is that formalization removes the ceiling that keeps side gigs small. Without it, you're limited to small, informal clients. With it, you can pursue the larger deals and partnerships that make six figures possible. The speed of growth depends on how aggressively you pursue those opportunities.



Sources & Additional Information

This guide provides general information about business formalization case studies. Your specific situation may vary.

For more credibility signals, see our Credibility Guide.

For upgrading signals, see our Signals Guide.

For setting up protection, see our Liability Shield Guide.

Consult with professionals for advice specific to your situation.

Ask an Expert

Not finding what you're looking for? Send us a message with your questions, and we will get back to you within one business day.

About the Author

jack nicholaisen
Jack Nicholaisen

Jack Nicholaisen is the founder of Businessinitiative.org. After acheiving the rank of Eagle Scout and studying Civil Engineering at Milwaukee School of Engineering (MSOE), he has spent the last 5 years dissecting the mess of informaiton online about LLCs in order to help aspiring entrepreneurs and established business owners better understand everything there is to know about starting, running, and growing Limited Liability Companies and other business entities.