Lead / Supervisory Transportation Security Officer - Now Hiring in Winchester, MA
TSA Careers Center
Supervisory Transportation Security Officer Opportunities in Winchester
Supervisory Transportation Security Officers—or STSOs—manage the people and daily decisions behind airport passenger and baggage screening operations. They supervise Transportation Security Officers and Lead Transportation Security Officers, coordinate staffing, address operational concerns, and help ensure that security procedures are carried out accurately and consistently.
This role calls for sound judgment, clear communication, and the ability to lead during both routine operations and fast-moving security situations. STSOs may oversee one or more screening checkpoints, checked-baggage operations, or other transportation-security activities at the assigned airport.
Position Details
- Location: Winchester, MA
- Employer: Transportation Security Administration, Department of Homeland Security
- Pay: $21 – $34 per year
- Pay Band: SV-F
- Appointment Type: Fulltime
Transportation-security operations may continue around the clock. Depending on the vacancy, supervisors may be required to work early mornings, evenings, overnight shifts, weekends, federal holidays, or overtime. Refer to the official announcement for the exact work schedule.
What You May Do
- Supervise Transportation Security Officers and Lead Transportation Security Officers
- Oversee passenger, carry-on baggage, checked baggage, or cargo-screening operations
- Assign work, establish priorities, and coordinate employee rotations and coverage
- Make security-based decisions using TSA procedures, operational information, observation, and professional judgment
- Review employee performance and provide coaching, instruction, and developmental feedback
- Approve leave and address routine employee or workplace concerns
- Respond to security incidents, checkpoint disruptions, and emergency situations
- Prepare operational briefings, checkpoint logs, incident reports, and management communications
- Coordinate with airport stakeholders, law-enforcement personnel, and TSA leadership when required
- Recommend improvements to screening procedures, staffing plans, and airport operations
Experience Requirements
Applicants generally need at least one year of specialized experience that demonstrates the knowledge and judgment required to supervise transportation-security operations. Qualifying experience is typically related to work performed by a Transportation Security Officer or Lead Transportation Security Officer and must meet the pay-band level specified in the vacancy announcement.
Candidates must also generally have at least six months of experience as a work leader, team leader, or supervisor. This experience should demonstrate the ability to distribute workloads, train employees, maintain work records, monitor performance, and resolve routine workplace concerns. The leadership experience may have been gained during the same period as the specialized security experience.
Many Supervisory TSO vacancies are limited to current permanent or eligible temporary TSA employees. Applicants should carefully review the eligibility section of the active announcement before applying.
General Conditions of Employment
- Must be a U.S. citizen or U.S. national
- Must be at least 18 years old when applying
- Must successfully complete the required background investigation
- Must be able to obtain and maintain the security clearance listed in the vacancy
- Must pass pre-employment drug screening and remain subject to applicable testing requirements
- Must meet TSA medical, vision, hearing, color-perception, and physical standards
- Must be available for varying shifts and overtime when required
- May be required to complete a one-year supervisory trial period
- Must remain available for duty during certain emergencies because this may be designated an Emergency Essential position
Physical Requirements
Although this is a supervisory position, STSOs remain involved in active screening operations. Candidates must be capable of repeatedly lifting and carrying baggage or other items weighing up to 50 pounds, standing for prolonged periods, walking up to two miles during a shift, and bending, leaning, or squatting during screening activities. Applicants must also meet the medical, hearing, vision, and color-perception standards required for security-screening work.
Federal Benefits
Eligible employees may receive federal benefits that include health, dental, vision, life, and long-term-care insurance; paid leave and federal holidays; participation in a federal retirement program and the Thrift Savings Plan; flexible spending accounts; employee-assistance resources; and career-development opportunities.
Other benefits may include tuition support, transportation subsidies, a uniform allowance, wellness programs, and applicable premium pay. Actual eligibility depends on the appointment, schedule, duty location, and terms of the official vacancy announcement.
How to Apply
Read the complete official vacancy before applying. Pay particular attention to the eligibility group, specialized-experience requirement, leadership experience, security clearance, required supporting documents, and application deadline. TSA does not charge an application fee.
Prepare for the TSA Supervisory Hiring Process
Our independent preparation program helps candidates organize their leadership experience, understand the selection process, practice employment-assessment skills, and prepare stronger responses for a supervisory interview.
- Step-by-step application guidance
- Leadership and workplace-assessment practice
- Resume and experience-statement support
- Supervisory interview preparation
- Job-search tools and candidate support
Apply for Supervisory Transportation Security Officer opportunities in Winchester.
- ...Supervisory Transportation Security Officer Opportunities in Chelsea Supervisory Transportation... ...Security Officers and Lead Transportation Security Officers... ...Location: Chelsea, MA Employer: Transportation... ...Prepare for the TSA Supervisory Hiring Process Our independent...Immediate startPermanent employmentFull timeTemporary workTrial periodFlexible hoursShift workNight shiftWeekend workDay shiftAfternoon shiftEarly shift
$25 - $50 per hour
Role Overview TSA is accepting applications for Lead and Supervisory Transportation Security Officers at airports in Carlisle. These roles are ideal for individuals... ...operations How Our Program Helps Step-by-step hiring guidance Practice tests Interview preparation Job...SuggestedShift workNight shiftWeekend work- Role Overview TSA is accepting applications for Lead and Supervisory Transportation Security Officers at airports in San Mateo. These roles are ideal for individuals... ...Ensure TSA compliance Train and mentor officers Manage checkpoint operations #J-18808-Ljbffr TSA Hiring HubImmediate startShift workNight shiftWeekend work
$25 - $50 per hour
Role Overview TSA is accepting applications for Lead and Supervisory Transportation Security Officers at airports in Nutting Lake. These roles are ideal for individuals... ...fees. How Our Program Helps Step-by-step hiring guidance Practice tests Interview preparation Job tools...SuggestedShift workNight shiftWeekend work$2,546 - $2,725 per week
...Registered Nurse (RN) | Progressive Care Unit Location: Winchester, MA Agency: Host Healthcare Pay: $2,546 to $2,725 per week Shift Information: Nights Contract Duration: 8 Weeks Start Date: 10/19/2026 About the Position Host Healthcare...Immediate startFull timeContract workShift workNight shift$2,578 - $2,757 per week
...Ultrasound Tech Location: Winchester, MA Agency: Host Healthcare Pay: $2,578 to $2,757 per week Shift Information: Days Contract Duration: 13 Weeks Start Date: 11/9/2026 About the Position Host Healthcare is an award-winning travel...Immediate startFull timeContract workShift work$2,519 per week
...Ultrasound Tech Location: Winchester, MA Agency: FlexCare Pay: $2,519 per week Shift Information: Days - 4 days x 10 hours Contract Duration: 13 Weeks Start Date: ASAP About the Position Position Details Profession: Allied Assignment...Immediate startFull timeContract workShift work$2,984 - $3,162 per week
...Registered Nurse (RN) | Case Manager Location: Winchester, MA Agency: Host Healthcare Pay: $2,984 to $3,162 per week Shift Information: Days Contract Duration: 13 Weeks Start Date: 11/9/2026 About the Position Host Healthcare is an...Immediate startFull timeContract workShift work$2,280 per week
...Physical Therapist Location: Winchester, MA Agency: SnapCare Pay: $2,280 per week Shift Information: Rotating Contract Duration: 13 Weeks Start Date: ASAP About the Position Physical Therapist - Contract Role Role Type: Contract...Immediate startFull timeContract workShift work$2,597 per week
...Registered Nurse (RN) | Intermediate Care Location: Winchester, MA Agency: Malone Healthcare Pay: $2,597 per week Start... ...opportunity. Ready to take your IMC experience on the road? Apply now to connect with a recruiter and learn more about this exciting...Immediate startFull timeContract workSummer workShift work$2,583 per week
...Ultrasound Tech Location: Winchester, MA Agency: Advantis Medical Staffing Pay: $2,583 per week Shift Information: Days - 4 days x 10 hours Contract Duration: 13 Weeks Start Date: 10/26/2026 About the Position Advantis Medical, the...Immediate startFull timeContract workShift work$2,414 per week
...Registered Nurse (RN) | Progressive Care Unit Location: Winchester, MA Agency: Advantis Medical Staffing Pay: $2,414 per week Shift Information: Nights - 3 days x 12 hours Contract Duration: 8 Weeks Start Date: 10/19/2026 About the Position...Immediate startFull timeContract workShift workNight shift$2,901 per week
...Registered Nurse (RN) | Case Manager Location: Winchester, MA Agency: FlexCare Pay: $2,901 per week Shift Information: Days - 5 days x 8 hours Contract Duration: 13 Weeks Start Date: ASAP About the Position Position Details Profession...Immediate startFull timeContract workShift work$2,414 per week
...Registered Nurse (RN) | Progressive Care Unit Location: Winchester, MA Agency: Advantis Medical Staffing Pay: $2,414 per week Shift Information: Nights - 3 days x 12 hours Contract Duration: 8 Weeks Start Date: 10/19/2026 About the Position...Immediate startFull timeContract workShift workNight shift$2,546 - $2,725 per week
...Registered Nurse (RN) | Med/Surg / Telemetry Location: Winchester, MA Agency: Host Healthcare Pay: $2,546 to $2,725 per week Shift Information: Nights Contract Duration: 8 Weeks Start Date: 1/4/2027 About the Position Host Healthcare...Immediate startFull timeContract workShift workNight shift$2,597 per week
...Registered Nurse (RN) | Intermediate Care Location: Winchester, MA Agency: Malone Healthcare Pay: $2,597 per week Start... ...opportunity. Ready to take your IMC experience on the road? Apply now to connect with a recruiter and learn more about this exciting...Immediate startFull timeContract workSummer workShift work$2,930 per week
...Registered Nurse (RN) | Case Manager Location: Winchester, MA Agency: Advantis Medical Staffing Pay: $2,930 per week Shift Information: Days - 5 days x 8 hours Contract Duration: 13 Weeks Start Date: 11/9/2026 About the Position Advantis...Immediate startFull timeContract workShift workDay shift$2,600 per week
...Registered Nurse (RN) | Postpartum Location: Winchester, MA Agency: JEDY Network Pay: $2,600 per week Shift Information:... ...Ready to take your Postpartum experience on the road? Apply now to connect with a recruiter and learn more about this exciting...Immediate startFull timeContract workSummer workShift work$3,000 per week
...Registered Nurse (RN) | Intensive Care Unit (ICU) / Critical Care Location: Winchester, MA Agency: Aptiva Corp Pay: $3,000 per week Shift Information: Days - 3 days x 12 hours Contract Duration: 13 Weeks Start Date: ASAP About the Position...Immediate startFull timeContract workLocal areaShift work$2,597 per week
...Registered Nurse (RN) | Telemetry Location: Winchester, MA Agency: Malone Healthcare Pay: $2,597 per week Start Date: ASAP... ...Ready to take your Telemetry experience on the road? Apply now to connect with a recruiter and learn more about this exciting...Immediate startFull timeContract workSummer workShift work$2,527 per week
...Registered Nurse (RN) | Stepdown Location: Winchester, MA Agency: FlexCare Pay: $2,527 per week Shift Information: Nights - 3 days x 12 hours Contract Duration: 8 Weeks Start Date: ASAP About the Position Position Details Profession...Immediate startFull timeContract workShift workNight shift$2,527 per week
...Registered Nurse (RN) | Telemetry Location: Winchester, MA Agency: FlexCare Pay: $2,527 per week Shift Information: Nights - 3 days x 12 hours Contract Duration: 8 Weeks Start Date: ASAP About the Position Position Details Profession...Immediate startFull timeContract workShift workNight shift$2,546 - $2,725 per week
...Registered Nurse (RN) | Progressive Care Unit Location: Winchester, MA Agency: Host Healthcare Pay: $2,546 to $2,725 per week Shift Information: Nights Contract Duration: 8 Weeks Start Date: 10/19/2026 About the Position TravelNurseSource...Immediate startFull timeContract workLocal areaShift workNight shift- ...Registered Nurse (RN) | Postpartum Location: Winchester, MA Agency: Prime Time Healthcare Pay: Competitive weekly pay (inquire... ...Ready to take your Postpartum experience on the road? Apply now to connect with a recruiter and learn more about this exciting...Immediate startWeekly payFull timeContract workSummer workShift workRotating shift
$2,597 per week
...Registered Nurse (RN) | Telemetry Location: Winchester, MA Agency: Malone Healthcare Pay: $2,597 per week Start Date: ASAP... ...Ready to take your Telemetry experience on the road? Apply now to connect with a recruiter and learn more about this exciting...Immediate startFull timeContract workSummer workShift work$2,600 per week
...Registered Nurse (RN) | Postpartum Location: Winchester, MA Agency: JEDY Network Pay: $2,600 per week Shift Information:... ...Ready to take your Postpartum experience on the road? Apply now to connect with a recruiter and learn more about this exciting...Immediate startFull timeContract workSummer workShift work- ...RN) | Intensive Care Unit (ICU) / Critical Care Location: Winchester, MA Agency: Prime Time Healthcare Pay: Competitive weekly... ...to take your ICU/Critical Care experience on the road? Apply now to connect with a recruiter and learn more about this exciting...Immediate startWeekly payFull timeContract workSummer workShift workRotating shift
$2,901 per week
...Registered Nurse (RN) | Case Manager Location: Winchester, MA Agency: FlexCare Pay: $2,901 per week Shift Information: Days - 5 days x 8 hours Contract Duration: 13 Weeks Start Date: ASAP About the Position TravelNurseSource is working...Immediate startFull timeContract workShift work- ...Registered Nurse (RN) | Intermediate Care Location: Winchester, MA Agency: Concentric Healthcare Staffing Pay: Competitive weekly pay (inquire for details) Contract Duration: 8 Weeks Start Date: ASAP About the Position Job Title Registered...Immediate startWeekly payFull timeContract workShift workNight shiftWeekend work
- ...Ultrasound Tech Location: Winchester, MA Agency: Health Advocates Network Pay: Competitive weekly pay (inquire for details) Shift Information: Days - 4 days x 10 hours Start Date: ASAP About the Position Benefits We Offer: Comprehensive...Immediate startWeekly payDaily paidFull timeLocal areaShift work
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Lead / Supervisory Transportation Security Officer - Now Hiring in Winchester, MA. Be the first to apply!
- immediate start Winchester, MA
- now hiring Winchester, MA
- start asap Winchester, MA
- asap Winchester, MA
- full time positions open hiring immediately Winchester, MA
- immediate work Winchester, MA
- immediate temp Winchester, MA
- urgently hiring Winchester, MA
- asap staffing Winchester, MA
- immediate start and paid weekly Winchester, MA

