• Jonathan Sterling
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Jonathan Sterling

Jonathan Sterling



Jon Sterling defends employers against claims by current and former employees, including wrongful discharge, unpaid wages and harassment.  He appreciates that employment disputes often feel personal and his goal is to relieve employers of both the legal and the emotional burden they face. His clients include schools, colleges, businesses, municipalities and other organizations, as well as individuals who have been sued in employment-related litigation.

In court nearly every week, Jon defends employers in cases involving FLSA, FMLA, ERISA, freedom of expression, workers' compensation retaliation, and common law claims. He has obtained numerous dismissals of lawsuits, as well as of administrative complaints filed with the Connecticut Commission on Human Rights and Opportunities (CHRO).  Jon routinely defends employers in CHRO and EEOC investigations, and has successfully litigated against the CHRO in Superior Court. 

Jon also provides proactive advice to help employers stay compliant with employment laws and avoid litigation.  Each day, he assists employers with practical matters, including reviewing and drafting employee handbooks, employment agreements, noncompete agreements and arbitration agreements, and advises them on a variety of issues, such as terminations, investigations, reductions-in-force, and wage and hour issues, and in developing areas like biometrics and medical marijuana. Jon also conducts management, sexual harassment, and other training for employers.

Jon also assists education clients with a variety of matters unique to their industry, including academic and student discipline issues.  He routinely counsels educational clients on a wide variety of student, employment and academic matters, from Title IX to bullying to vaping on campus. For example, in recent years, Jon has obtained judgments following trial for a university on claims brought by former students alleging hazing and alleged failure to pay an athletic scholarship.

Jon has a significant litigation practice outside of the employment and education arena as well. He has represented clients in a number of industries in cases involving contractual, negligence, and other disputes in state and federal court, including class actions.   

Jonathan belongs to the Employers Counsel Network and is an editor and frequent contributor to the Connecticut Employment Law Letter and 50 Employment Laws in 50 States.  He serves as a co-author of the ERISA Litigation Handbook.


  • Child Doe v. Simsbury Board of Education et al., 2019 WL 2142052 (Conn.Super 2019) (granting motion to strike public nuisance claim).
  • Gupte v. Watertown Bd. of Educ., 2018 WL 4054880 (D. Conn. 2018) (dismissing case in its entirety).
  • Reho v. Sacred Heart Univ., Inc., 2017 WL 1014998 (D. Conn. 2017) (granting partial dismissal).
  • Jauhari v. Sacred Heart Univ., Inc., 2017 WL 819902 (D. Conn. 2017) (limiting scope of comparator discovery in denial of tenure lawsuit).
  • Doe v. Trinity College, 2017 WL 7053895 (Conn. Super. Ct. 2017) (sustaining objection to plaintiff’s motion to sue anonymously).
  • DeLucia v. Sacred Heart Univ., Inc., 2017 WL 4273404 (Conn. Super. Ct. 2017) (judgment for defendants on all counts following bench trial).
  • Reid v. Town of West Hartford, 2017 WL 5707522 (Conn. Super. Ct. 2017) (dismissing CHRO’s appeal of dismissal of public accommodation discrimination case).
  • Roberts v. Town of Orange, 2017 WL 4106132 (Conn. Super. Ct. 2017) (granting summary judgment to defendant on all claims in employment discrimination case).
  • DeFusco v. Town of West Hartford, 2016 WL 1225496 (D. Conn 2016) (granting motion to dismiss claims in discrimination/retaliation case).
  • Skinner v. Martin, 2015 WL 2261571 (Conn. Super. Ct. Apr. 22, 2015) (dismissing all claims in employment case).
  • Fasoli v. City of Stamford, 64 F. Supp. 3d 285 (D. Conn. 2014) (granting summary judgment to defendant on all claims in employment discrimination/retaliation case).
  • McMahon v. Chubb Grp. of Ins. Cos., 553 F. App'x 85 (2d Cir. 2014) (affirming dismissal of unpaid wage claims).
  • Vega v. Sacred Heart Univ., 2013 WL 2420329 (D. Conn. June 3, 2013) (judgment for defendant on all counts following bench trial).
  • Connecticut Comm'r of Labor v. Chubb Grp.  of Ins. Cos., 2013 WL 836633 (D. Conn. Mar. 6, 2013).
  • Walsh v. Lebanon Bd. of Educ., 2013 WL 425092 (D. Conn. Feb. 4, 2013).
  • Leichter v. Lebanon Bd. of Educ., 917 F. Supp. 2d 177 (D. Conn. 2013).
  • Connecticut Comm'r of Labor v. Chubb Grp. of Ins. Cos., 2012 WL 3443003 (D. Conn. 2012).
  • Connecticut v. Chubb Grp. of Ins. Cos., 2012 WL 1110488 (D. Conn. 2012).
  • Konspore v. Friends of Animals, Inc., 2012 WL 965527 (D. Conn. 2012).
  • Fitzgerald v. Chubb & Son Inc., 2011 WL 2470701 (D. Conn. 2011).
  • Vega v. Sacred Heart Univ., Inc., 2011 WL 2971782 (D. Conn. 2011).
  • Worthington v. Carris Reels of Connecticut, Inc., 2011 WL 3939005 (D. Conn. 2011).
  • Konspore v. Friends of Animals, Inc., 2010 WL 3023820 (D. Conn. 2010).
  • Tehan v. Sacred Heart University, 2010 WL 2836697 (2d Cir. 2010).
  • Richardson v. Comm'n on Human Rights & Opportunities, 532 F.3d 114 (2d Cir. 2008).
  • Sebold v. City of Middletown, 2007 WL 2782527 (D. Conn. 2007).
  • Brooks v. Sweeney, 2007 WL 1976089 (Conn. Super. Ct. 2007).
  • Goldfarb v. Town of West Hartford, 474 F. Supp. 2d 356 (D. Conn. 2007).
  • Santoro v. Town of Hamden, 2006 WL 2536595 (Conn. Super. Ct. 2006).
  • Rivera v. Men's Wearhouse, Inc., 2006 WL 1801705 (D. Conn. 2006).
  • Deguzman v. Kramer, 2005 WL 2030447 (D. Conn. 2005).
  • Strohmeyer v. Metropolitan Life Ins. Co., 2005 WL 3963770 (D. Conn. 2005).
  • Strohmeyer v. Metropolitan Life Ins. Co., 365 F. Supp. 2d 258 (D. Conn. 2005).
  • Russ v. Town of Watertown, 2005 WL 734344 (D. Conn. 2005).
  • McEwan v. Town of New Canaan, 2004 WL 1897116 (D. Conn. 2004).
  • Jenkins v. Area Co-op Educ. Servs., 2004 WL 413267 (D. Conn. 2004).

All Insights




Speaking Engagements

  • “HR Update,” Carlton Fields In-House Counsel Forum, Orlando, FL (March 2019).
  • “Employment Law Update: Trends From Hollywood to Hartford,” Hartford, CT (May 2018).
  • “Sexual Harassment Prevention Training,” various employers (annually).
  • “Employee Performance Management” Fairfield, CT (June 2018).
  • "Federal Employment Law Roundup 2017: Which Laws Apply to Your Organization, When, and How to Stay Compliant this Year," BLR – Business & Legal Resources Webinar (January 12, 2017).
  • "Family and Medical Leave Act Master Class," Hartford, CT (April 20, 2016).
  • "Exempt vs. Non-Exempt and Independent Contractors: How to Correctly Classify Employees and Avoid Costly Mistakes," BLR – Business & Legal Resources Webinar (March 5, 2015).
  • "How to Avoid Emerging Wage & Hour Risks: Exempt or Nonexempt, Contractor Liability & Minimum Wage Hikes," BLR – Business & Legal Resources Webinar (June 10, 2014).
  • “Perfecting Your PTO Policy: Know Your Obligations When Administering Leave,” BLR – Business & Legal Resources Webinar (December 16, 2013).
  • “Wage and Hour Bootcamp,” BLR – Business & Legal Resources Webinar (October 10, 2012).
  • "LinkedIn, Facebook and Twitter Redux," Hartford County Bar Association (May 12, 2010).


  • University of Connecticut School of Law (J.D., with honors, 2002)
  • Colby College (B.A., 1997)
Bar Admissions
  • Connecticut
Court Admissions
  • U.S. District Court, District of Connecticut


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