The Trademark Grind: 50 Letters, 4 Years, 1.10x

The Trademark Enforcement Campaign

15 lawsuits, 4+ years, and a 1.10x return — the economics of volume trademark litigation


The Numbers

Invested $50,000
Returned $54,970
Net Profit $4,970
MOIC 1.10x
IRR 2.1%
Holding Period 1,673 days
Distributions 5 payments

The Case

A financial advisor built a nationally-recognized brand around his radio program. His company owned registered trademarks across multiple classes: educational services, entertainment, financial planning, investment advisory, and retirement services.

The problem: More than 150 companies in the financial industry were allegedly using his trademarked brand name without authorization.

The strategy: File lawsuits against non-compliant infringers, seek damages and injunctive relief. Claimed damages: $25 million+.

This was a volume play — many small settlements rather than one big verdict.


All 15 Defendants Tracked

I tracked every lawsuit filed in this campaign:

Defendant Filed Terminated Duration
Defendant A Jan 2018 Mar 2018 3 mo
Defendant B Jan 2018 Apr 2018 4 mo
Defendant C Jan 2018 May 2018 4 mo
Defendant D Jan 2018 Jun 2018 6 mo
Defendant E Jan 2018 Oct 2018 10 mo
Defendant F Feb 2018 Jul 2019 17 mo
Defendant G Jul 2018 Jan 2019 6 mo
Defendant H Jul 2018 Mar 2019 8 mo
Defendant I Mar 2018 Mar 2019 12 mo
Defendant J Aug 2018 Mar 2019 7 mo
Defendant K Jul 2018 May 2019 10 mo
Defendant L Jul 2019 Jan 2020 6 mo
Defendant M Jul 2019 Sep 2020 14 mo — $100K
Defendant N Feb 2018 Feb 2022 4 years
Defendant O Jul 2019 Dec 2022 3.5 years — problematic

Pattern: Most defendants settled quickly (3-12 months). The money came from early settlements. The last two cases (Defendants N and O) dragged on for years and produced minimal returns.


The Four Key Settlements

Defendant Settlement Notes
Defendant L Jan 2020 Quick settlement
Defendant M Aug 2020 $100,000 — largest disclosed
Defendant N Feb 2022 4 years to resolve
Defendant O Dec 2022 “Small cash payment + injunction”

Defendant O: 18 Months of Fighting Over Scraps

Defendant O was the last to resolve — and the most problematic. Here’s what happened after settlement:

Date Update from LexShares
Oct 2020 Mediation — “parties did not arrive at a resolution”
Oct 2021 Defendant filed motion for summary judgment. Trial date set for Jan 2022.
Apr 2022 Summary judgment denied. Trial set for May 23.
Oct 2022 Trial postponed — plaintiff had COVID
Nov 2022 Court orders ADR by Jan 15, 2023
Dec 2022 Settlement reached
Aug 2023 “Management for the SPVs is reviewing this response in connection with determining how to proceed regarding securing payments now due and owing”
Feb 2024 “The settlement was significantly below plaintiff’s counsel’s projections… included a small cash payment and a non-monetary component in the form of injunctive relief. We are still negotiating the release of the cash payment… trying to determine a cash value, if any, of the non-monetary component. We anticipate a very limited recovery.”
May 2024 “We recently made further written outreach to counsel for plaintiff… proposing a dialogue to resolve outstanding issues concerning unreimbursed litigation expenses… and the non-cash consideration issue. We await a response.”

18 months after settlement, they were still fighting with plaintiff’s counsel over expenses and trying to figure out if the injunction was worth anything to investors. Spoiler: it wasn’t.


The Broken Promise

February 2020, LexShares told investors: “Claims against more than 80 additional defendants are currently being litigated or may be filed.”

Zero additional defendants were filed after 2019. The campaign peaked at 15 lawsuits.


Distribution Timeline

Date Amount Cumulative
May 15, 2018 $5,590.65 $5,591
Jan 31, 2019 $9,667.34 $15,258
Mar 5, 2020 $20,724.95 $35,983
Oct 9, 2020 $4,408.27 $40,391
Feb 17, 2022 $14,579.24 $54,970
Total $54,970 1.10x

Note: 73% of returns ($40,391) came by October 2020 from early settlements. The last 2+ years of litigation produced only $14,579.


What I Learned

  • Volume plays depend on volume. The pitch promised 150+ infringers. Only 15 were ever sued. The “80+ additional defendants” mentioned in 2020 never materialized.
  • Early settlements = real money. The quick settlements (3-12 months) paid. The ones that dragged on for years produced almost nothing.
  • Injunctions don’t pay investors. The final settlement was “small cash + injunctive relief.” Great for the trademark holder. Worthless for funders.
  • When lawyers fight over scraps, you know returns are thin. 18 months post-settlement, they were still arguing over “unreimbursed litigation expenses” and whether the injunction had any cash value.
  • 2.1% IRR over 4.5 years is a loss after inflation. Treasury bonds would have done better.

The Bottom Line

Claimed damages $25,000,000+
Defendants promised 150+
Defendants actually sued 15
My investment $50,000
My return $54,970
Net profit $4,970

Technically profitable. Practically disappointing. The trademark holder protected his brand. The lawyers got their fees. The investors got 1.10x after 4.5 years and are technically still waiting on the final settlement scraps.


Investment date: July 2017 (pre-litigation). Total funding: $620,000. Held for nearly 5 years. 5 distributions received. A reminder that “volume plays” against small defendants rarely deliver the returns the pitch deck promises.