Jose J. Caillas-Ayala

Practice Areas

  • Labor and employment
  • Civil Litigation
  • Appellate Practice


  • Commonwealth of Puerto Rico
  • U.S. Court of Appeals for the First Circuit
  • U.S. District Court for the District of Puerto Rico
  • U.S. Supreme Court


  • American Bar Association


  • Bachelor in Business Administration (1993), Cum Laude, from the University of Puerto Rico
  • Juris Doctor (1997), Cum Laude, from the Interamerican University of Puerto Rico School of Law

Mr. Juan J. Casillas-Ayala, Esq. is an Attorney at Casillas, Santiago & Torres, LLC, where he specializes in Labor & Employment and Commercial Litigation. He was a shareholder in the Labor and Employment division of a major law firm in Puerto Rico, where he further sharpened his litigation skills during his 11 years tenure at the firm. Prior to this, he served as law clerk at the Court of Appeals with now Supreme Court Justice Rafael Martínez-Torres and subsequently at the Supreme Court with the retired Supreme Court Justice Francisco Rebollo-López.

Through the years, Mr. Casillas-Ayala has obtained a wealth of experience counseling and representing management in a broad array of employment and labor matters and litigation. This experience includes: employee terminations, reductions in force, reorganizations, complex litigation (i.e. class actions, wage and hour), discrimination/retaliation, sexual harassment, FMLA, arbitration (including FINRA), non- compete/solicitation issues, appellate practice, counseling and guidance in corporate transactions, including mergers and acquisitions.

Mr. Casillas-Ayala has also represented businesses in a wide range of specialized topics, such as torts, civil rights and has assisted corporations in the successful prosecution of employees engaged in complex fraud schemes. There is no better example of Mr. Casillas-Ayala’s counseling and defense record on behalf of Fortune 500 Companies than the prominent cases that he has litigated and that have been reported at both the federal and state levels, as follows:

Supreme Court of Puerto Rico

Ofi. Comisionado de Seguros v. Point Guard Ins. Co., 2020 TSPR 149 (205 DPR ___)

Vélez Cortés v. Baxter Healthcare Corp., 2009 TSPR 45

Empresas Ferrer v. A.R.P.E., 172 D.P.R. 254

Miranda Ayala v. Hosp. San Pablo, 2007 TSPR 62

González v. Merck, Sharp & Dohme, 2006 TSPR 2

Rodríguez v. Interactive Systems, 153 D.P.R. 469 (2001)

United States Court of Appeals for the First Circuit

Portugués-Santana v. Rekomdiv International Inc., 725 F.3d 17 (1st Cir. 2013)

Martinez-Burgos v. Baxter Healthcare, 656 F. 3d 7 (1st Cir. 2011)

Ramos Santiago v. United Parcel Services, 524 F. 3d 120 (1st Cir. 2008)

De Jesús-Rentas v. Baxter Pharmacy Services Corp., 400 F. 3d 72 (1st Cir. 2005)

Ramos v. Davis & Geck, Inc., 224 F.3d 30 (1st. Cir. 2000)

United States District Court, Puerto Rico

González v Spirit Airlines, 922 F. Supp. 2d 178 (2013)

Torres-Ronda v. Joint Underwriting Ass'n, 2012 WL 4681063 (2012)

Rodriguez-Fonseca v. Baxter Healthcare Corp. of Puerto Rico, 899 F. Supp. 2d 141 (2012)

Mendez-Martinez v. Caribbean Alliance Ins. Co., 851 F.Supp.2d 336 (2012)

González v Baxter Sales & Distribution Corp., 2010 WL 359246 (USDC-PR)

Ortiz v United Parcel Services, 736 F. Supp. 2d 428 (2010)

Movimiento Solidario Sindical v Pepsiamericas, Inc., 652 F. Supp. 2d 189 (2009)

Pagán Questell v. United Parcel Services, 2009 WL 1473703 (USDC-PR)

Vázquez Vázquez v. Checkpoint Systems of P.R., 609 F. Supp. 2d 217 (2009)

Fox v. Palmas del Mar Properties Inc., 620 F. Supp. 2d 250 (2009)

Martínez Jordan v. Baxter Healthcare Corp., 608 F. Supp. 2d 224 (2009)

Soto v. BCBG Max Azria, Inc., 589 F. Supp. 2d 147 (2008)

Camacho v. Méndez & Co., 589 F. Supp. 2d 141 (2008) & 573F. Supp. 2d 516 (2008)

Rivera Rosa v. Citibank, 567 F. Supp. 2d 289 (2008)

Reyes Vega v. Pepsi, 371 F. Supp. 2d 21 (2005)