CDL Driver/Outreach Worker-Seasonal

United Planning Organization Inc; Washington (Washington County); Hybrid; USD 23,000 - 32,000; Full time

Job summary

United Planning Organization (UPO) seeks Seasonal CDL Driver/Outreach Workers to support the Shelter Hotline program in the Washington, DC area. Two positions available, $20.00 per hour, November 1, 2026 through April 16, 2027.

Roles involve transporting clients and providing outreach services to homeless individuals as part of Community Health Division. Responsibilities include pre-trip and post-trip vehicle inspections, maintaining logs, and coordinating with emergency response teams to

Qualifications

• High school diploma or GED required.
• Two years of experience operating a 25-passenger vehicle.
• Current CDL A or B with passenger endorsement, air brakes, and DOT passenger safety knowledge.

Responsibilities

• Present valid driver’s license and vehicle readiness before assignments.
• Transport and escort clients to shelters and designated locations.
• Maintain daily trip logs and vehicle inspections (pre/post-trip).
• Provide outreach to homeless adults and families and coordinate with emergency services.

Skills

CDL driving

Outreach

Safety compliance

Geographic knowledge DC

Time management

Education

High school diploma or GED

Tools

Microsoft Office (Outlook, Word)

Job description

If you are unable to complete this application due to a disability, contact this employer to ask for an accommodation or an alternative application process.

CDL Driver/Outreach Worker-Seasonal

Full Time Temp Limited Benefits Full-Time Washington, DC, US

The United Planning Organization (UPO) is the designated Community Action Agency for Washington, District of Columbia, and has served the residents of the District since 1962. Our Vision for the future is “UPO’s Washington: A city of thriving communities and self-sufficient residents”; our Mission is “Uniting People with Opportunities.”

All qualified applicants are encouraged to apply for this position or any other position currently advertised on our website. Please visit us at www.upo.org to view all of our vacancies and to learn more about our company and services.

Seasonal (2 Positions)

Community Health Division

BULLETIN No: 5082026

HOURLY RATE: $20.00

OPENING DATE: August 11, 2026

FIRST SOURCE: N/A

BRIEF DESCRIPTION:

The Shelter Hotline Program transports clients to various shelters and other programs designated locations 365 days per year, 18-24 hours per day. CDL Driver/ Outreach workers are expected to operate UPO Shelter Hotline vehicles to transport clients along assigned routes and/or designated point to point service destinations.

MAJOR DUTIES:

Present current, valid, actual driver’s license to Transportation & Logistics Manager/or designee prior to receiving daily driving assignment. Ensure the road worthiness of each vehicle to be personally drive, by performing a pre-trip inspection prior tovehicle operation: this includes checking levels of fuel, water, tire pressure and general condition, both interior and exterior for damage and wear and tear prior to departure from assigned site. Complete Direct Fix forms for vehicle repair, as required. Provide outreach and transportation services to homeless adults and/or families to (designated/or) available shelters in the DC area. Canvas the Washington, DC city streets looking for homeless, at-risk clients who need assistance with transportation and/or comfort items.

Ensure passengers are properly seated and given proper safety instructions that must be observed and abided by while being transported in any UPO vehicle. Transport and escort, as required, identified clients to and from scheduled and approved locations; such as vacancies within the overnight shelter system, and other approved destinations as directed. Communicate with hotline dispatcher via two-way radios to obtain resources to assist persons identified as at-risk or requiring services to combat hazards due to inclement weather. Work closely with the Comprehensive Psychiatric Emergency Program (CPEP), DC Fire and Police departments, to relocate clients from the streets to shelter. Perform a post-trip inspection of the UPO vehicle to ensure it is properly cleaned, fueled, and secured for use by next driver, following the conclusion of the driving shift as required. Maintain a daily log of all trips, to include recording the number of passengers, purpose of trips, origin, destination, and mileage.

Complete detailed DHS Unusual Incident Reports and/or UPO Incident/Accident Reports, as required, for submission by supervisor. Assist with the delivery of packages, documents, parcels, distribution of blankets, cots, hot/cold drinks, and food. Become familiar with the UPO’s vision, mission, strategic plan, goals, and strategies.

Other duties as assigned.

MINIMUM QUALIFICATIONS :

Candidate must have the qualifications listed in this section to be considered for the position. High school diploma or GED. Two years of experience operating a 25- passenger vehicle. Must possess a current CDL driver’s license with an A or B class license with passenger endorsement, air brakes, DOT passenger safety protocol, emergency procedures and 2 years of CDL driving experience. Current five (5) year driving record cannot exceed more than two points.

Must be able to work a varied schedule, including nights, holidays and weekends, and drive during all types of weather. Must have strong comprehensive geographic knowledge of Washington, DC in order to effectively navigate the streets and neighborhoods. Must be able to work sensitively and effectively with individuals of diverse educational, socio-economic and cultural backgrounds.

Ability to effectively use or learn to use Microsoft Office programs (specifically, Outlook and Word) and use electronic time-keeping program. Possess effective organizational and professional communication skills, both written and verbal. Ability to prepare written reports as required. Possess the abilities to work well under extreme pressure. Ability to work effectively both independently and in team environments.

DESIRED QUALIFICATIONS :

First-Aid & CPR certification. Experience working with homeless population.

OTHER REQUIREMENTS :

In the event that an offer is extended, the candidate will be required to successfully complete a criminal background check and/or FBI fingerprinting, as well as pre-employment drug screening, as applicable for the position.

UPO designates an employee as essential if s/he is required to work during a business closure (e.g., federal/District holidays, snow closures, pandemic) in order to meet operational requirements. Essential employees who are customer-facing (e.g., nurses, transportation, facilities) who deliver essential services are not eligible for Teleworking/Remote Work

This is a Safety Sensitive position subject to mandatory random drug and alcohol testing.

Additionally, this position requires the incumbent to submit to yearly tuberculosis testing.

This position IS not in the collective bargaining unit of the CWA Union.

NOTE: This position requires a recent driving record with no more than two (2) points.

TB test must be presented upon date of hire .

THIS SEASONAL POSITION IS FOR THE PERIOD NOVEMBER 1,2026 THROUGH April 16, 2027.