A Moore County man was charged with sex crimes that occurred while he was a teacher in Randolph County Public Schools in 2005.

GREGORY WINTON SIMMONS

Name: Gregory Winton Simmons
Age: 50
Charge(s): 3 counts sex offense with a student (Class G)
Charge Type(s): (View Sentencing Chart)
Arrest Date: 11-25-24
Bond Details: $500,000 secured per Randolph County Sheriff’s Office press release. Court records show an amended $75,000 secured bond was posted.

Victim /Case Details: 

Randolph County Sheriff’s Office press release
Posted on: December 2, 2024

In January of 2023, the Randolph County Sheriff’s Office (RCSO) received a report of a possible sex offense upon an unknown minor (or minors), which occurred in 2005 in Randolph County.

The initial offense was reported to the Randolph County Sheriff’s Office following an investigation conducted by the Moore County Sheriff’s Office and the NC State Bureau of Investigations (NCSBI).

The Randolph County Sheriff’s Office and the NCSBI initiated an investigation into the allegations, which involved a prior Randolph County School system employee, who was last employed with the school system on June 15, 2006, and an unknown juvenile victim. After completing an investigation and identifying the victim, RCSO Detectives sought charges against Gregory Winton Simmons for three counts of felony sex offense with a student.

On November 25, 2024, Simmons was located in Moore County, arrested, and transported to the Moore County Detention Center, where he was served the warrant. The magistrate issued a $500,000 secured bond and a first appearance was set for November 27, 2024, in Randolph County District Court.

Name of Defendant(s):
Gregory Winton Simmons
West End, NC
Age:  50

Court Records:

Case No. 24CR455449-750  – Randolph County Superior Court
Records show the offense Simmons is accused of took place in Aug. 2005.

Additional Details:
Simmons was also arrested in April 2023 during an undercover child exploitation investigation in Moore County. At that time, he was arrested and charged with one count of third degree sexual exploitation of a minor. (Source: Sandhills Sentinel)

Court records list this case as disposed with a guilty plea entered. (Case No. 23CR273055-620)
The final disposition notice on the case file states the following:

06/24/2024
Offense Disposition Correction
Method of Disposition Code: Judge Verdict
Ruling Code: Guilty
Plea Type: Guilty
Offense Code: 3612
Offense Class: H
Prior Record Points: 0
Other Special Conditions: Destroy all illegal video files and all electronic devices that contain such files. Not be on any social media websites
Installment Plan and Set Up Fee: Y
Sentence Type: Intermediate
Sentence Range: Presumptive
Minimum Term: 6.0 Months
Maximum Term: 17.0 Months
In Custody Of: NC DAC
Payment Schedule: Determined by Probation Officer
Provide DNA: Y
Psychiatric/Psychological Counseling: Y
No Pretrial Jail Credit for This Sentence: Y
Driving Suspended Privileges Indicator: N
Not Operate Motor Vehicle Until Properly Licensed: N
Probation Term: 18.0 Months
Probation Type: Supervised
Initial Evaluation By: Licensed Facility for a Sex Offender Specific Evaluation
Other Sex Offender Condition: Y
Sex Offender Condition Type: Reportable Sex Offender Conviction
Warrantless Search – Child Pornography: Y

Simmons’ sex offender registration can be viewed here. The conviction date on the registration is 6-25-24.

District: Randolph
Current Role: Former teacher
History: Former Randolph County educator. Also taught social studies and history in Moore County Public Schools as evidenced by an active teaching license and LinkedIn profile.
Employment status: Former teacher; resigned.
Per the district, here is his employment history:

Name: Gregory Winton Simmons
Started: 8/18/2010
Ended: 6/12/2018
Reason: Resignation

Assignments:
North Moore High School: Social Studies teacher 8/18/2010 – 11/25/2012
Union Pines High School: Social Studies teacher 11/26/2012 – 06/12/2018

Extra Curricular Assignments:
North Moore High School: Head Football Coach 2010 – 2012
Union Pines High School: Assistant Football Coach 2013 – 2017
Union Pines High School: Head Track Coach 2014 – 2016

Statement from District: No statement from either Randolph or Moore County school districts at this time.

NC Teacher License Information: 

License Number: 886952
Name: SIMMONS, GREGORY WINTON
License Type: Educator
License Status: Current
Expiration Date: 06/30/2027
Effective Date: 07/01/2022
License Area(s): Social Studies 6-9, Social Studies 9-12, School Administrator: Principal

Note: Simmons may have been actively teaching in Moore County but is not currently listed in the Moore County Public Schools (MCPS) staff directory. A request for his Moore County employment has been placed with MCPS.
A LinkedIn profile for “Greg Simmons,” located in West End, North Carolina shows he teaches social studies for MCPS.

Updates

Simmons was convicted on June 6, 2024 on the charge of third degree sexual exploitation of a minor. He was given a suspended sentence of 18 months probation/parole. The case, (24CR455449-750) still shows as pending in Randolph Superior Court  per eCourts records as of May 27, 2025.

Simmons was required to register as a sex offender.