Established 1994 · Tampa, FL

Corporate Counsel Built for What's at Stake

From boardroom transactions to high-stakes commercial disputes, Caldwell Sterling LLP delivers institutional-grade legal strategy to businesses that cannot afford second-best.

Practice Areas
  • Corporate & Mergers and Acquisitions
  • Commercial Litigation & Arbitration
  • Securities & Capital Markets
  • Employment & Labor Counsel
  • Commercial Real Estate
  • Intellectual Property & Licensing

Available Now: (813) 255-0100 Mon to Fri 8am, 7pm · Urgent matters after hours
Recognition Super Lawyers Corporate, 12 Consecutive Years
Peer Rating AV Preeminent® Martindale-Hubbell, Highest Peer Rating
Global Ranking Chambers USA Band 1 · Corporate / M&A
Established 1994 30+ Years of Business Law
Recognition Best Law Firms® U.S. News, Tier 1, Tampa Region
Practice Areas

Comprehensive Corporate Legal Services

We counsel businesses at every stage, from emerging companies securing their first financing to established enterprises navigating multi-jurisdiction transactions and complex disputes.

Corporate attorneys reviewing merger documentation in a conference room

Corporate & M&A

We structure, negotiate, and close deals, acquisitions, divestitures, joint ventures, and recapitalizations, with counsel that protects value from letter of intent through integration.

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Legal team in a courtroom setting representing a commercial client

Commercial Litigation

When disputes escalate to litigation, we bring experienced trial lawyers and a rigorous case-management approach to federal courts, state tribunals, and arbitration proceedings.

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Attorney advising executives on securities and capital markets compliance

Securities

From private placements and IPO readiness to SEC investigations and shareholder disputes, our securities practice navigates the full scope of capital markets law.

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Employment law attorneys meeting with a business client in a modern office

Employment Law

Executive agreements, non-competes, workforce reductions, and EEOC defense, we represent employers in matters where employment law intersects with business strategy.

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Real estate attorney reviewing commercial property transaction documents

Real Estate

Commercial acquisitions, ground leases, financing, zoning, and development disputes, we handle the full lifecycle of commercial real estate matters with efficiency and precision.

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Intellectual property attorneys reviewing technology licensing agreements

Intellectual Property

Patent strategy, trademark portfolio management, IP licensing transactions, and trade secret enforcement, protecting the intangible assets that drive enterprise value.

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Lead attorney at Caldwell Sterling LLP, a senior corporate law partner
30+
Years of Practice
About the Firm

Credentialed Counsel. Decisive Strategy.

Caldwell Sterling LLP was founded on a straightforward premise: that mid-market and growth-stage businesses deserve the same caliber of corporate legal counsel as the largest companies in the country, delivered with personal accountability and without unnecessary overhead.

Our team of 24 attorneys brings deep experience across every dimension of business law. We integrate into your operations as a trusted partner, not just outside counsel, and we staff matters leanly so the attorneys who win your trust are the attorneys who do your work.


Marcus A. Caldwell, Managing Partner

A former Wall Street mergers attorney, Marcus founded the firm after recognizing a gap in serious corporate representation for Florida's fastest-growing businesses. He has led counsel on more than 400 transactions exceeding $6.5B in combined deal value, and serves as chair of the Florida Bar's Business Law Section. He is ranked in Chambers USA Band 1 and is a consistent selection to Florida Super Lawyers.

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Corporate legal proceeding documents and case files on a conference table
Notable Matters

Results That Speak to Our Capability

A sample of representative matters. Identifying details are generalized to protect client confidentiality.

M&A

$340M Cross-Border Acquisition, Manufacturing Sector

Lead acquisition counsel for a Florida-based private equity firm acquiring a Canadian precision-manufacturing group with operations in three provinces. Coordinated multi-jurisdiction due diligence, negotiated seller representations and indemnities, and closed in 74 days.

Litigation

Breach of Contract Defense, $85M Claim Dismissed

Secured summary judgment for a regional logistics company facing an $85M breach-of-contract and tortious interference claim from a former national distribution partner. The court adopted our framing in full; no settlement paid.

Securities

Series B & C Financing, $62M Total Raise

Served as issuer's counsel through a $24M Series B and subsequent $38M Series C for a healthcare technology company, structuring preferred equity terms and navigating SEC Reg D and state Blue Sky requirements across 12 investor jurisdictions.

Employment

Non-Compete Enforcement, Preliminary Injunction Granted

Obtained a preliminary injunction within 17 days of filing, restraining a former C-suite executive from soliciting the client's top 40 customer accounts and joining a direct competitor during a 24-month restriction period.

Prior results do not guarantee a similar outcome. Each matter is fact-specific.

Client Testimonials

What Our Clients Say

"We've worked with large-firm counsel before, but Caldwell Sterling is the first firm where the partner who pitched us actually ran our deal. The M&A team understood our business from day one and moved with a speed and discipline we've never seen."
R. Patel CEO, Regional Distribution Group
"When a former partner filed an $85 million claim against us, we needed confident, experienced litigators, not a firm learning our industry on our dime. Caldwell Sterling neutralized the threat and we never wrote a settlement check."
K. Morrison CFO, Logistics Services Company
"Marcus and his team guided us through our Series B and C raises with a level of sophistication and investor-side empathy that made every negotiation more productive. Our VCs specifically commented on the quality of our deal documents."
T. Walsh Founder & President, HealthTech Startup
Firm Insights

Perspectives from Our Attorneys

Practical analysis of legal developments that affect businesses operating in competitive markets.

Business documents and legal analysis materials on a desk
M&A

Rep-and-Warranty Insurance in Mid-Market Deals: What Buyers Need to Know in 2026

The RWI market has tightened. We break down current carrier appetite, exclusion trends, and how to structure your deal to still get coverage at reasonable premiums.

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Attorneys discussing commercial litigation strategy in a law office
Commercial Litigation

Forum Selection Clauses After the 2025 Supreme Court Term: Enforcement Outlook

A pair of decisions has clarified when federal courts will enforce contractual forum selections over objection. Here's what commercial drafters should update now.

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Legal team reviewing corporate compliance and securities documentation
Securities

Navigating the SEC's Updated Reg D Disclosure Expectations for Private Offerings

Recent enforcement actions signal a shift in how the SEC approaches private placement disclosure. We outline the practical steps issuers should take before their next raise.

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Get in Touch

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Contact Caldwell Sterling LLP

Our Tampa office is available Monday through Friday, 8:00 a.m. to 7:00 p.m. For urgent matters outside business hours, call our direct line and select the after-hours option.

Office Address
400 North Ashley Drive, Suite 2800
Tampa, Florida 33602
Office Hours
Monday, Friday: 8:00 AM, 7:00 PM