David Olsky

David Olsky

recognized lawyers icon Recognized in Best Lawyers since 2025
Awarded Practice Areas
Commercial Litigation
Awarded Practice Areas
Commercial Litigation
David Olsky
David Olsky
Boulder, CO
Works at
Olsky Law LLC

1 Best Lawyers award

Biography

David Olsky is a seasoned litigator with more than 20 years of experience handling complex commercial litigation. He represents individuals and companies nationwide in high-stakes matters, including bet-the-company disputes. He has particular expertise in litigating complex commercial cases on a contingency basis, with clients reaping millions of dollars from his efforts.

David has litigated claims involving securities fraud, partnership disputes, employment, wage disputes, executive pay, corporate governance, breach of fiduciary duty, cryptocurrency and initial coin offerings, fraudulent transfer and fraudulent conveyance, real estate, commercial leases, judgment collection, bankruptcy claims, antitrust, unfair competition, breach of contract, tortious interference with contract, violation of trade secrets, equitable subordination, receivers and bankruptcy trustees, payment processing, financial institutions, attorney malpractice, CBD, marijuana, civil theft, construction, UCC sales of goods, hemp starts, asset-based lending, and insurance coverage.

In addition to his civil practice, David has substantial experience representing individuals and companies in responding to government investigations. He has represented clients before the Department of Justice Antitrust Division, the Securities and Exchange Commission (SEC), the Financial Industry Regulatory Authority (FINRA), and the Office of the Comptroller of the Currency (OCC). His experience also extends to state-level oversight, including matters involving the Colorado Department of Securities, and various State Attorneys General.

Prior to founding Olsky Law, David was a partner at Fortis Law Partners in Denver, senior counsel at Perkins Coie LLP in its Denver office, and a counsel at WilmerHale in its Washington, D.C. and New York offices.

Works at
Olsky Law LLC

1 Best Lawyers award

Locations

Education

  • Stanford University, Juris Doctor
  • University of Pennsylvania

Bar Admissions

  • New York, New York State Bar Association
  • District of Columbia, The District of Columbia Bar
  • Colorado, Colorado Bar Association

Affiliations

  • FINRA Arbitration Panel - Member
  • Colorado Judicial Institute - Board Member

Client Testimonials

Awards & Focus

Recognized in The Best Lawyers in America® 2026 for work in:
  • Commercial Litigation

Q&A

I founded Olsky Law to bridge a critical gap in the legal market: the need for ‘Big Law’ intellectual rigor without the institutional bureaucracy and conflicts of interest. I'm not going to hand off your case to a junior associate who lacks the trial experience your case demands. Instead, my clients receive direct engagement with a lawyer who has spent 20 years winning complex disputes with a background shaped at elite national firms in New York, Washington, D.C., and Denver.   

With Olsky Law, the senior strategist you hire is the same person mastering the facts and arguing the case. Whether representing individual investors in obtaining a recovery, navigating disputes among startup owners, or defending financial executives against government inquiries, my approach is the same: total immersion. I don't just manage cases; I master them, ensuring that the partner you hire is the strategist who actually tries your case. 

We recently secured a $3.1 million judgment on behalf of my client Michael Leago and his company, iHempX, in a multi-year partnership dispute involving the misappropriation of hemp assets. I assumed representation of Leago in May 2024 on a contingency basis after the client faced cost constraints. From there, I led the case through intensive discovery, successfully obtained sanctions against the defendant for destruction of key text message evidence, and ultimately prevailed at trial.   

Outside the office, I enjoy performing improv comedy, which helps me hone poise, persuasion, and ability to tackle any topic off the cuff—the same skills I rely on in fast-paced courtroom environments.

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