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WORKPLACE SERVICES

Mediation

Experienced. Impartial. Results-Oriented.

Sheila Maloney, Esq. is a skilled mediator with extensive experience in resolving emotionally charged matters.  Ms. Maloney has reached creative settlements in employment matters, personal injury cases, medical malpractice real estate and business/ commercial disputes.  

Sheila has had a 22 year legal career focused on business/ commercial, employment, bankruptcy and general litigation and legal education including ADR, conflict management and legal skills training.   

 

In addition to mediation, Sheila has served as a hearing officer and administrative law judge for the City of Chicago where she currently serves as the Chief Hearing Officer for the human resources board. Sheila has successfully resolved matters in the following areas:

  • Employment: sexual harassment; racial discrimination; wrongful termination, breach of contract.

  • Medical Malpractice: serious injuries incurred at private care facilities; wrongful death claim based on hospital care

  • Business / Commercial: business partnership dissolution; professional malpractice claims. 

  • Real Estate: zoning matters; condominium disputes; on-going nuisance violations; multiple ownership disputes.

Additionally, Sheila has served as an assistant special master in court-ordered settlement processes involving allegations of racial discrimination and violation of First Amendment Rights.

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Why Work With Sheila?

DEEP LEGAL EXPERTISE

With over two decades in litigation, mediation, and judicial roles, Sheila brings unparalleled insight to every case.

WIDE-RANGING CASE EXPERIENCE

Skilled in resolving employment, medical malpractice, business, and real estate disputes—no matter the complexity.

CLIENT-CENTERED SOLUTIONS

Known for crafting thoughtful, effective resolutions in even the most emotionally charged situations.

EMOTIONALLY INTELLIGENT PROCESS

Sensitive to the emotional dynamics behind legal disputes, Sheila helps clients feel heard while moving toward resolution.

SUSTAINABLE OUTCOMES

Sheila's goal is more than resolution—she helps you walk away with stronger communication and long-term tools for growth.

Hear From Sheila's Past Clients:

"I first engaged Sheila as a meeting facilitator many years ago when I was building a nonprofit organization. She built an agenda that set a positive, welcoming tone from the start. She ensured everyone felt at ease and encouraged meaningful conversation about who we were and what we could become as an organization. The result was a day that energized our team, built shared understanding, and deepened investment in our work. 

If you’re looking for a skilled facilitator who brings warmth, structure, and clarity to your gatherings, someone who helps groups connect deeply, stay focused, and move forward with purpose, I can’t recommend Sheila highly enough."

Katrina Pavlik

Founder of Breastfeed Chicago

Board President of Beverly Arts Center

Find the Path Forward.

Set up a time to speak with Sheila about your needs—and discover what’s possible when mediation is done with both skill and care.

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© 2025 Sheila Maloney Connections

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