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Jason Sherwood

Jason H. Sherwood, Founder and Principal, is Managing Partner at Sherwood Law Group with specialties in personal injury and accident, real estate, collections, business and contract disputes, and all other civil litigation in both state and federal court. Jason’s experience, veracity, and dedication to his clients have made him one of the top young litigators in the State of Illinois. His determination for excellence and results has factored into his obtaining favorable resolutions for his clients in all aspects of civil litigation. Whether by trial, negotiation, mediation, arbitration, or other dispute resolution, Jason will analyze your case and provide the proper roadmap and legal vehicle for getting to the desired destination.

Personal Injury

Jason H. Sherwood, has been a personal injury litigation and trial attorney in Illinois since 2004. His specialties include automobile accidents, premises liability, slip and fall, products liability, construction accidents, work accidents/injuries, motorcycle, trucking, boat, and all other vehicle, premise, and products-related accidents. Jason has uniquely developed skills to represent clients in injury cases that range from whiplash to fractured bones, concussions, ligament/muscular injuries, debilitating spinal injuries, disfigurement, permanent conditions, mental trauma, and death.

Jason is an expert in the negotiation and advocacy against the Defendant’s insurance carriers and pre and post litigation representation on behalf of his clients. Jason uses technology and investigation to prosecute cases at an expeditious rate to recover all damages available, including, but not limited to, medical bills, lost wages, disability, pain and suffering, loss of normal enjoyment of life, disfigurement, permanency, loss of consortium and wrongful death. Jason often uses expedited investigation and expert analysis early on in cases to successfully have them mediated or arbitrated prior to trial. Jason is tremendous advocate to and for alternative dispute resolution.

He has successfully represented countless clients in all types of injury cases, including: motor vehicle accidents, pedestrian cases, taxi, bus, and train accidents, slip and fall injuries, premises liability cases, animal bites, construction negligence, nursing home negligence, medical malpractice, wrongful death, trucking injuries, workplace injuries, catastrophic injuries, and workers’ compensation matters. As an experienced attorney, Jason has litigated thousands of personal injury matters resulting in successful jury trial verdicts, mediations, and settlements on behalf of Plaintiffs in Illinois.

Recent Settlements:
  • $1,750,000.00 settlement for a Plaintiff involved in an automobile accident on the highway.
  • $1,200,000.00 settlement for a Plaintiff who suffered severe injuries to his hand at work in a trucking accident.
  • $1,000,000.00 settlement for a Plaintiff who suffered severe injuries to her shoulder and back when she tripped and fell down the stairs in her apartment complex.
  • $900,000.00 settlement for a Plaintiff injured in a slip and fall on ice.
  • $800,000.00 settlement for a Plaintiff who slipped and fell in a shopping mall as a result of an uncleaned spill and suffered a T12 compression fracture. Liability, causation, nature and extent of the injury were disputed by the Defendant(s).
  • $720.000.00 settlement for a Plaintiff who slipped and fell in a factory.
  • $675,000.00 wrongful death settlement for a Plaintiff at work in an elevator accident.
  • $650,000.00 third party settlement for a Plaintiff (46) who slipped and fell on oil/substance in a loading dock while taking out the garbage in the course of his employment and suffered injuries to his right knee and shoulder that required both conservative care and eventual surgery. Liability was disputed by owner of the property, property manager and additional tenant that allegedly spilled the oil/substance.
  • $622,500.00 settlement for wrongful death of a Plaintiff involved in a highway accident with a tow truck in a construction zone;
  • $500,000.00 settlement for an eighty-three (83) year old Plaintiff that tripped, slipped, and fell down the staircase of his apartment building because of lack of stable railings and level steps wherein he suffered bilateral subdural hematomas and soft tissue injuries to his shoulder. Both liability and causative damages based upon a fall history were disputed by the defense.
  • $500,000.00 settlement for a fifty-eight (58) year old Plaintiff truck driver that was injured when his truck was impacted and backed into in a parking lot by another truck. Plaintiff suffered injuries to his left shoulder including rotator cuff repair and arthroplasty along with soft tissue injuries to his neck and back. Liability, causation of injury and mechanism of injury where all disputed by the Defense.
  • $450,000.00 settlement for a Plaintiff injured at work in a motor vehicle and luggage truck accident at an airport.
  • $400,000.00 settlement for the Wrongful Death of a Plaintiff that slipped, tripped, and fell in a parking lot of an apartment complex as a result of snow and ice accumulation and negligent snow and ice removal.
  • $400,000.00 settlement for a Plaintiff who suffered an ankle fracture requiring surgical repair, developing arthritis and CRPS (disputed) from a slip, trip, and fall related to negligent removal of snow and ice and improper salting of a parking lot in a residential townhome community. Both liability and the permanency of the injury were disputed by the owner, property manager, and snow and ice removal contractor.
  • $375,000.00 settlement for a forty-two (42) year old Plaintiff who was rear-ended in an automobile accident and suffered soft-tissue injuries to her neck, lower back, and shoulder which required injections. Nature of injury and causation were disputed by the Defendant.
  • $320,000.00 settlement for a fifty-two (52) year old truck driver who suffered lumbar and thoracic disc bulges, hernia, and right shoulder soft tissue injuries requiring epidural injections in two (2) separate impacts to this truck in a parking lot.
  • $305,000.00 settlement against a general contractor for negligence and construction negligence for a Plaintiff employee sub-contractor injured while working in a commercial office construction project when he tripped and fell and suffered multiple shoulder injuries, including a rotator cuff tear with surgery.
  • $300,000.00 settlement for a Plaintiff that was visiting at a friend's house when she went to retrieve food from the deep freezer and the freezer door broke, causing frozen meat to fall on her foot. She suffered a sesamoid fibular fracture requiring surgery.
  • $250,000.00 settlement for a thirty (30) year old Plaintiff who was injured while working for Home Depot, when a third-party loading truck disengaged from the loading dock while the Plaintiff was still working inside the cargo bed. Plaintiff suffered neck and back injuries, including a herniated disc that required conservative care. both liability and damages were disputed.
  • $236,000.00 settlement for a Plaintiff involved in a side-swipe motor vehicle accident where he suffered a complex medial meniscus tear recovering from both third-party and underinsured coverage;
  • $230,000.00 settlement for a Plaintiff crossing the street who was struck by an uninsured motorcyclist who suffered right knee meniscal flap tear, blunt head trauma, and soft tissue injuries.
  • $230,000.00 settlement for a Plaintiff passenger in a single-vehicle accident in Indiana where driver lost control of the vehicle, causing Plaintiff to suffer multiple fractures to her hand requiring surgery and soft-tissue injuries to her neck. Plaintiff recovered both in third-party and underinsured motorist coverage.
  • $194,000.00 settlement for a Plaintiff involved in a four-car motor vehicle accident where she aggravated pre-existing injuries, requiring left shoulder arthroscopy.
  • $190,000.00 settlement for a Plaintiff who suffered soft tissue injuries as a result of a trucking accident on an Illinois Highway.
  • $185,000.00 settlement for a Plaintiff who suffered displaced bimalleolar fracture requiring surgical repair to his ankle from a slip, trip, and fall related to snow, ice, and negligent construction/maintenance of the asphalt parking lot of a Restaurant;
  • $150,000.00 settlement for a sixty-eight (68) year old Plaintiff who was rear ended in an automobile accident and suffered neck and back soft tissue injuries with radiculopathy. Nature and extent of the injury were disputed by the defense as Plaintiff had an intervening accident.
  • $140,000.00 settlement for a Plaintiff injured at a go-cart facility when her go-cart underwent a speed burst.

Real Estate

Jason Sherwood provides both transactional and litigation real estate services for all of your real estate needs. In litigation, whether breach of contract based upon a residential or commercial purchase/sale, dispute over commissions, lease enforcement or defense, foreclosures, evictions, construction dispute, condo law, condo association disputes, landlord/’tenant actions or any other form of real estate litigation both residential and commercial Jason provides excellence in representation. Jason is advocate of dispute resolution outside of the court system and often promotes and encourages his client to take the best financial path to resolving a dispute. With vast knowledge and experience on the transactional side, Jason has a unique ability to represent clients in all aspects of real estate-related matters, both in formation and dispute. In transaction, since 2004 Jason has represented clients in both commercial and residential real estate matters, including sales and acquisitions of single-site and multi-unit residential properties from contract to closing. Furthermore, he has represented client in commercial developments, existing shopping centers, financing, construction contracts and leasing. Again with the ability to handle both transaction and litigation Jason uses that experience to save clients in time and costs in finding the most expeditious and cost effective way to close a deal.

General Litigation/Business

In all matters of civil litigation, whether in state or federal court, Jason will represent your business or individual interests to pursue or defend your rights under the applicable state or federal law. With experience in criminal law, consumer fraud, employment matters, breach of contract, privacy torts, collections, personal and business disputes, Jason will represent defend your action with integrity, confidence, and focus to get the results you desire. Jason often uses mediation, arbitration and other alternative dispute resolution in finding cost effective solutions to a resolution.  His ability to represent both employer and employee has allowed Jason to successfully prosecute and defend actions in state and federal court. On the transaction side Jason’s litigation experience also allots his client the protection of knowing the matter is being reviewed by litigation counsel from inception of the executed and reviewed transaction.

To contact Jason H. Sherwood for a free consultation or to discuss representation, please email him at jhs@sherwoodlawgroup.com or call 312-627-1650.

J.D., Chicago Kent College of Law, 2004
B.A., University of Illinois at Urbana-Champaign, 2001

Bar Admissions

Illinois, 2005
Professional Associations and Memberships

Illinois State Bar Association
Illinois Trial Attorney Lawyers
Illinois Rising Star, Super Lawyers, 2011
Illinois Rising Star, Super Lawyers, 2012
Illinois Rising Star, Super Lawyers, 2013
Leading Lawyer, Emerging Lawyers, 2017
Leading Lawyers, Peer Selected, 2022
Best of Thervo, 2018
Top 100 Civil Plaintiff Trial Lawyers in Illinois, National Trial Lawyers, 2020
Top 100 Civil Plaintiff Trial Lawyers in Illinois, National Trial Lawyers, 2021
Top 100 Civil Plaintiff Trial Lawyers in Illinois, National Trial Lawyers, 2022
Top 100 Civil Plaintiff Trial Lawyers in Illinois, National Trial Lawyers, 2023
Leading Lawyer, Leading Lawyers Magazine, 2022

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