Case study . Mid-market reorg

Copperline Co reorganized from one LLC into a 4-entity stack for tax + acquisition optionality

A profitable e-commerce business converted from a single Texas LLC into a 4-entity holdings stack ahead of an expected acquisition exit. File.Business handled the reorg, parent formation, asset transfers, and trademark assignment.

Texas + Delaware E-commerce . $14M revenue
Before File.Business

One Texas LLC owning everything: operations, brand, IP, warehouse, all bank accounts. Founders held membership interests directly. Single-entity tax filings. Trademark registered to founders personally.

After File.Business

Delaware parent LLC. Three Texas operating LLCs (operations, IP holdings, real estate). Trademark assigned to IP holdings. Two clean K-1s per founder. Acquirer can buy the parent or any subsidiary cleanly.

Background

Copperline Co had been operating as a single Texas LLC since 2019. $14M revenue, $2.4M EBITDA, two co-founders splitting 65/35. After an unsolicited LOI at 5x EBITDA, the founders realized the single-entity structure created tax friction for the acquirer (asset purchase vs entity purchase complexity) and personal liability exposure for the founders.

File.Business was engaged to design and execute a reorganization that would (1) isolate the operating business in its own LLC, (2) hold trademarks and domain assets in a separate IP holdings entity, (3) put real estate (a single warehouse) in its own LLC, and (4) sit all three under a Delaware parent holding company. Goal: be ready to sign a deal in 90 days without making structural changes during diligence.

The entity stack

Entity Purpose
Copperline Holdings, LLC (DE)Parent. Both founders are members. Holds 100% of each subsidiary.
Copperline Operations, LLC (TX)Operating entity. Inventory, customer contracts, employees, day-to-day.
Copperline IP, LLC (TX)Trademark, domain, brand IP. Licenses to operating entity at arm-length.
Copperline Real Estate, LLC (TX)Warehouse property. Leases to operating entity.

Outcomes

  • 90-day reorg complete ahead of acquirer diligence.
  • Trademark cleanly assigned from founders personally to IP holdings via USPTO recordation.
  • Real estate isolated . founders retain it post-sale via the real estate LLC.
  • Acquirer signed at 5.2x EBITDA . the cleaner structure improved deal terms.

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