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From flower farms to design studios, Southside Blooms grows opportunity right along with flowers. Explore our open roles below and apply online in minutes.

GENERAL OPERATIONS MANAGER

Operations · Chicago, IL · Full Time

$75,000 - $85,000

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About the role

Southside Blooms is a mission-driven, farm-to-vase florist and workforce development organization in Chicago. We are looking for a General Operations Manager to lead day-to-day operations, people, events, financial performance, and customer experience.

This is a hands-on leadership role for an experienced operations professional who can take ownership of results, develop employees, improve systems, and build a strong, accountable team.

The General Operations Manager will oversee daily operations, staffing, labor, budgets, expenses, inventory, events, customer service, performance management, and continuous improvement. You will work closely with leadership to identify operational challenges, improve efficiency, control costs, and strengthen overall business performance.

A major focus of this role is developing people. You will coach employees, establish clear performance expectations, identify high-potential team members, and help build a pipeline of team leads, supervisors, managers, and future organizational leaders.

Key responsibilities include:

Lead daily operations and ensure safe, efficient, consistent, and profitable execution.
Develop staffing plans, workflows, operating priorities, and performance standards.
Manage labor costs, budgets, expenses, productivity, and operational performance.
Identify bottlenecks, inefficiencies, and unnecessary costs and implement practical solutions.
Oversee the operational planning and execution of events, including staffing, inventory, transportation, setup, breakdown, timelines, and customer service.
Lead, coach, train, and hold employees accountable for performance, attendance, productivity, quality, and customer service.
Develop SOPs, processes, checklists, training materials, and accountability systems.
Establish and monitor KPIs across operations, people, customer experience, and financial performance.
Use operational and financial data to identify problems, understand root causes, and improve results.
Provide leadership with clear reporting on performance, staffing, risks, opportunities, and recommended actions.
Develop employees and create opportunities for increased responsibility and leadership growth.

Compensation: $75,000–$85,000 annual base salary plus performance-based incentives.

Southside Blooms offers a mission-driven workplace, professional development opportunities, paid holidays, paid time off, a 401(k) retirement plan, and medical, dental, and vision insurance.

Requirements

5+ years of progressively responsible leadership or management experience.
Experience managing an operationally intensive environment such as retail, hospitality, food service, manufacturing, logistics, floral, or a similar industry.
Demonstrated experience managing budgets, labor, expenses, productivity, and operational performance.
Strong people leadership, coaching, training, and performance management skills.
Ability to analyze financial and operational data and turn findings into practical action.
Experience developing employees and holding teams accountable for performance.
Strong organizational, analytical, decision-making, and problem-solving skills.
Ability to build and maintain systems, processes, SOPs, and accountability structures.
Strong customer service orientation.
Excellent written and verbal communication skills.
Ability to work hands-on in a fast-paced operational environment.
Ability to work in Chicago and support the day-to-day operational needs of Southside Blooms.

Benefits

Medical, dental and vision insurance; 401(k); paid time off; paid holidays; performance-based incentives

Florist – Recipe Creation & Proposal Review Specialist

Floral Design · Remote · Part Time

$25/hour

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About the role

We are a growing floral design company seeking an experienced florist to support our design and client proposal processes. We specialize in beautiful floral arrangements for weddings, events, and custom occasions. We are looking for a detail-oriented professional who can create detailed floral recipes and review client-facing proposals and moodboards. This role is ideal for someone with a strong floral design background who can translate creative concepts into practical floral plans. This is a long-term, part-time remote opportunity requiring approximately 10–15 hours per week.

Key Responsibilities
Create detailed floral recipes for bouquets, centerpieces, installations, and event arrangements.
Develop flower selection recommendations based on color palettes, themes, seasonality, and budgets.
Review client proposals for floral accuracy, design consistency, and feasibility.
Evaluate moodboards and provide professional design feedback.
Ensure floral recipes align with client vision and project requirements.
Recommend flower substitutions when necessary.
Collaborate with design and sales teams to refine floral concepts.
Maintain consistent floral standards and design quality.
Support ongoing wedding and event floral projects as needed.

Requirements

3+ years of professional florist or floral design experience preferred.
Strong knowledge of flowers, greenery, seasonal availability, and floral design principles.
Experience creating floral recipes for weddings, events, or commercial floral projects.
Ability to review moodboards and provide professional design feedback.
Excellent attention to detail and organizational skills.
Strong written English communication skills.
Ability to work independently and meet deadlines.
Portfolio demonstrating floral recipes, arrangements, and moodboards is required.
Ability to work remotely for approximately 10–15 hours per week.

Benefits

Flexible remote work, long-term project stability, and a collaborative and supportive team environment.

Event & Strike Team Member

Operations · 6250 S Morgan St, Chicago, IL · Part Time

Competitive pay based on event size and scope

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About the role

Event & Strike Team Member (Part-Time) – Chicago, IL

We are a nonprofit flower shop dedicated to creating jobs for at-risk youth by transforming vacant lots into sustainable urban flower farms. Through community empowerment, environmental stewardship, and creative floral design, we bring beauty and opportunity to underserved communities. We are seeking a reliable, detail-oriented, and hardworking Event & Strike Team Member to support the planning, setup, execution, and breakdown of weddings, corporate functions, markets, and community events. This is a hands-on role requiring flexibility, physical stamina, attention to detail, and a strong team-oriented mindset.

Key Responsibilities
Pack, transport, set up, and break down floral installations, event materials, and supplies.
Support efficient event execution according to timelines and quality standards.
Operate company vehicles to transport flowers, supplies, and team members.
Support floral designers and event coordinators on-site.
Maintain clean and organized workspaces, vehicles, and materials.
Represent the company professionally when interacting with clients, vendors, and community members.
Assist with inventory management and post-event organization.

Work Structure
Part-time, on-site role in Chicago, IL.
Flexible hours based on event requirements.
Includes occasional overnights and weekends.
Hands-on, field-based work across multiple event locations.

Requirements

Valid driver's license with a clean driving record.
Ability to work flexible hours, including overnights and weekends.
Ability to lift up to 50 lbs and stand for extended periods.
Strong attention to detail and punctuality.
Reliable, proactive, and hardworking attitude.
Ability to follow directions and work effectively as part of a team.
Ability to work on-site in Chicago and travel to event locations as needed.

Benefits

Flexible scheduling, hands-on event experience, and the opportunity to work with a mission-driven nonprofit.

Assistant Operations Supervisor

Operations · 4100 W Fillmore Ave, Chicago, IL · Part Time

$20/hour

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About the role

Assistant Operations Supervisor – Chicago, IL

Southside Blooms is a 501(c)(3) nonprofit farm-to-vase florist dedicated to sustainable flower production, community impact, and thoughtful growth. We provide employment and training opportunities for at-risk youth while creating exceptional floral experiences.

We are seeking a motivated, hands-on Assistant Operations Supervisor to support daily operations across our farm, production, retail, and delivery functions. This role is ideal for an emerging leader who enjoys working in a fast-paced, hands-on environment and is passionate about mentorship, sustainability, and community impact.

The Assistant Operations Supervisor will work closely with the Operations Supervisor to ensure smooth workflows, effective team coordination, timely fulfillment, and operational excellence.

Key Responsibilities
Assist with daily operations across farm, production, retail, and delivery functions.
Support inventory tracking, ordering, and supply management.
Help ensure efficient workflows and timely order fulfillment.
Support supervision, onboarding, training, and coordination of florists, youth employees, and volunteers.
Promote a positive, mission-driven work culture and ensure safety procedures are followed.
Assist with bouquet production, packaging, order processing, and quality control.
Coordinate with farm and production teams to meet quality and timeline standards.
Help organize local deliveries, pop-ups, and retail operations.
Assist with scheduling, time tracking, performance monitoring, and operational records.
Communicate updates, issues, and progress to the Operations Supervisor.
Support maintenance of tools, vehicles, and workspaces and help identify operational issues.
Work Structure
Part-time
On-site in Chicago, IL
$20–$23/hour, commensurate with experience
Flexible schedule, including occasional weekends as needed
Hands-on operational and field responsibilities

Requirements

3–5 years of experience in operations, supervision, or a related role.
Strong leadership, communication, and organizational skills.
Ability to work effectively in a fast-paced, hands-on environment.
Valid driver's license.
Ability to lift 40+ lbs and perform physically demanding tasks.
Flexible availability, including occasional weekends.
Ability to work on-site in Chicago.

Benefits

Opportunity for growth, hands-on experience in sustainable agriculture and operations, and a collaborative, mission-driven work environment.

Operation Supervisor

Operations · 6250 S Morgan St, Chicago, IL · Full Time

$25/hour

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About the role

We are seeking an experienced and hands-on Operations Supervisor to oversee daily operations at our North Lawndale, Chicago location. This role will lead shop staff, coordinate inventory and ordering, maintain high standards of customer service, and ensure smooth, efficient day-to-day operations. The ideal candidate is a strong leader with excellent organizational and problem-solving skills who can manage people, improve workflows, and effectively handle unexpected operational challenges. This is a full-time, on-site position working Monday through Friday, with overtime and weekends as needed.

You will help ensure accurate inventory and sales records, effective staff scheduling, strong shop presentation, regulatory compliance, and an excellent customer experience. Prior floral industry experience is not required; training will be provided.

Requirements

Minimum 5+ years of experience in operations, management, or supervisory roles
Strong leadership, team management, organizational, and problem-solving skills
Experience managing staff and day-to-day business operations
Experience with inventory management and basic budgeting
Proficiency with POS systems, inventory tools, and Microsoft Office or similar software
Valid driver’s license required
Ability to drive SUVs and pickup trucks
Comfortable driving on highways and within downtown Chicago
Stable work history with no significant employment gaps
Must be able to pass a background check
Ability to work in a fast-paced, dynamic environment
Willingness to work flexible hours, including overtime and weekends as needed

Benefits

Employees receive a collaborative and supportive work environment, training for the role, and the opportunity to contribute to a mission-driven nonprofit organization focused on sustainable flower production, employment, and community impact.

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