Current Listings: Part-Time & Flexible

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Job Title: Concierge Patient Advocate (Private Health Advisor) 

Part-Time

Hours: Flexible, based on client needs

Location: Hybrid - remote and onsite with clients as needed

Compensation: Monthly retainer, depending on client roster

Benefits: Liability insurance, technology and admin support provided

This private healthcare advisory firm supports families navigating complex medical diagnoses through a highly personalized, white-glove service model. This is a sophisticated, high-touch role for a professional who blends clinical expertise with strategic thinking and exceptional discretion. The Concierge Patient Advocate serves as the single, trusted point of contact for families, acting as advocate, healthcare “Chief of Staff,” and anticipatory problem-solver. This is not traditional case management. It is a deeply relational role focused on transforming fragmented healthcare experiences into seamless, dignified journeys marked by clarity, calm and confidence.

Qualifications

• Some healthcare  or medical-adjacent experience (advocacy, case management, oncology navigation, palliative or geriatric care preferred)
• LPN, RN or MSW welcome (not required)
• Exceptional communication and interpersonal skills
• High emotional intelligence, empathy and discretion
• Strong organizational skills with the ability to manage complex logistics
• Team-oriented, self-motivated and accountable
• Ability to operate independently while collaborating within a high-performance team
• Comfortable interfacing with physicians, specialists, families and professional advisors

Technical Skills:

• Tech-savvy with strong administrative and documentation skills
• Comfortable managing medical records, scheduling systems, insurance portals and care coordination tools
• Ability to synthesize complex clinical information into clear, executive-level summaries

Duties of Role:

• Serve as the primary liaison between clients, families and medical providers
• Coordinate and manage all medical scheduling, records transfer and necessary follow-up
• Accompany clients to critical medical appointments and provide clear post-visit summaries
• Advocate for clients during insurance pre-authorizations and billing disputes
• Vet and coordinate care with top-tier physicians and medical institutions
• Implement discreet lifestyle and home-care logistics when needed (home care, nursing, safety systems)
• Anticipate client needs and resolve issues proactively with full ownership
• Maintain the highest standard of professionalism, confidentiality and service excellence

Job Title: Marketing Intern

Part-time

Hours: 10 hours/week or minimum for course credit

Location: Hybrid (combo onsite + remote)

Compensation: Unpaid 

Benefits: N/A

ALR Connections is seeking a reliable and motivated Marketing Intern to support social media campaigns and assist with client outreach for small businesses in Chicago’s northern suburbs. This remote opportunity is ideal for college students looking to gain practical, real-world marketing experience while working with entrepreneurs and a growing brand. This role is mostly remote with occasional in-person meetings and errands in and around Chicago’s northern suburbs.

Qualifications:

• Currently enrolled in a college or university (marketing, communications, or related field)
• Excellent communication skills - strong listener, good conversationalist, creative writer
• Familiarity with major social media platforms and content creation
• Organized, dependable, and able to work independently in a remote setting
• Interest in small businesses, entrepreneurship, or women-owned brands is a plus

Duties of role: 

• Assist with planning and executing social media campaigns (FB, IG, LinkedIn, etc.)
• Manage and schedule social media content for small business clients
• Support client outreach efforts, including canvassing office buildings and attending networking events 
• Track engagement metrics, help compile performance summaries and present to team
• Provide general marketing and administrative support as needed
  

What Students Can Expect:

• Hands-on experience supporting small businesses
• Exposure to client-facing marketing work
• Portfolio-building opportunities and professional mentorship
• College course accreditation if accepted by institution

Job Title: Law Practice Manager

Part-time/Flexible hours

Hours: +/-20 hours/week 

Location: Evanston office, mostly remote  

Compensation: based on level of experience 

A boutique national law firm serving early-stage companies and entrepreneurs is seeking a Law Practice Manager who thrives on structure, efficiency, and innovation. This role is ideal for someone who loves technology, takes initiative, and can bring order and strategy to a busy legal practice. You will streamline operations, integrate systems, support attorneys, and ensure the firm runs smoothly from lead capture to matter closeout. 

Qualifications:

• Highly tech-savvy; comfortable learning, integrating, and optimizing new systems and tools.
• Strong understanding of workflows, automation, CRM systems, project management platforms, and digital file systems. 
• Experience in operations, legal administration, project management, or law firm management preferred. 
• Excellent organizational skills with the ability to consolidate processes and create structure. 
• Strong analytical skills with the ability to interpret financial reports and identify operational issues.
• Proactive, takes initiative, and thrives in a fast-paced boutique environment.
• Forward-thinking and open to trying new tools, technologies, and process improvements. 
• Strong written and verbal communication skills.
• Ability to manage multiple projects, deadlines, and stakeholders simultaneously.
• High attention to detail and commitment to accuracy.

Duties of Role: 

• Manage incoming leads, conflict checks, and proposals.
• Maintain engagement templates and ensure smooth onboarding of new matters
• Open matters across all systems and send automated client communications.
• Track retainers, bill upfront and final fees, and manage closeout steps.
• Improve processes, workflows, and automations across the practice.
• Provide project management support to keep matters moving efficiently 
• Prepare monthly invoicing and follow up on receivables.
• Record client payments and support payroll/accounts payable tasks.
• Generate financial and operational reports and highlight improvement opportunities.
• Complete journal entries and assist with monthly financial closing.
• Evaluate and integrate firm platforms (CRM, project management, timekeeping, storage).
• Enhance workflows and maintain operational tools.
• Prepare and send newsletters; update CRM and mailing lists 
• Download, organize, and maintain bank, loan, and credit card statements.
• Complete monthly bank, loan, and AmEx reconciliations across multiple entities and ensure all transactions have proper coding, receipts and backup

Job Title: Paralegal 

Part-time/Flexible hours

Hours: +/-20 hours/week 

Location: Evanston office, mostly remote  

Compensation: ($50/$60 or based on level of experience)

A national law firm founded to serve the needs of early-stage companies and entrepreneurs is looking for a tech-savvy paralegal.  They are looking for someone who has the skills that their clients need, and the mindset to build the legal practice of tomorrow and will take initiative and think outside the box  

Qualifications: 

• Prior experience as a paralegal (startup, corporate, or tech law experience a plus).
• Strong technology skills with the ability to learn new platforms quickly.
• Experience with legal tech tools, CRM systems, or workflow automation preferred
• Excellent organizational skills and attention to detail.
• Ability to think creatively and propose innovative solutions. 
• Strong written and verbal communication skills.
• Comfort working in a boutique, fast-paced, entrepreneurial environment.
• Self-starter who takes initiative and thrives in a collaborative culture.

Duties of Role: 

• Support attorneys with document preparation, drafting, and legal research.
• Assist with entity formations, corporate governance, and startup documentation.
• Manage and organize digital files, client data, and workflow systems.
• Identify opportunities to streamline processes using technology and automation.
• Collaborate with attorneys to improve templates, checklists, and internal tools.
• Help support clients navigating legal tech platforms or digital onboarding.
• Take initiative to solve problems proactively and suggest new, efficient processes.
• Maintain accurate records, deadlines, and case/project management systems.
• Communicate professionally with startups, founders, and internal team members.

Job Title: Client Sales Consultant

Part-time

Hours: Flexible, minimum of 15 hours per week

Location: Hybrid - mostly remote with in-person meetings as needed

Compensation: 100% commission with no cap

Reconnect with Your Career on Your Terms! Are you a busy mom who is ready to return to work in a fulfilling, but flexible way? Want to use some of your kid-free time to earn some extra income? We are looking for a sales-driven, relationship-oriented woman who is well-connected in their local community and passionate about supporting other women in business. In this commission-only role, you can set your own schedule, work with a great team, network and build your own business relationships, and get back to the professional world at your own pace. 

This job is a great fit for someone who:

• Has keen sense of sales and new business development
• Is active in area professional networking groups, connected with small business professionals, and local community groups and/or chambers of commerce 
• Thrives on building relationships and making meaningful introductions
• Wants to contribute financially while maintaining flexibility for family life
• Is looking for a pathway back to professionalism that is less stressful and not as demanding as a traditional full-time desk job at a corporation
• Wants to be part of a collaborative, supportive team that values authenticity, autonomy, and impact

Qualifications:

• Excellent communication skills: clear and conscious writing, speaking and listening abilities
• Self-motivated and goal-oriented: prioritize time and efforts to meet goals and maximize results
• Personable and professional: understand how to read an audience, connect with all types of people, and build positive networking relationships
• Creative thinker: able to develop plans and determine best practices for success
• Adaptable and very proficient in most tech platforms, particularly Google Workspace, Social Media platforms such as LinkedIn and Canva
• Experience in new business development or sales is a bonus

Duties of Role:

• Develop relationships by networking or by creating opportunities for connection with small businesses to source new clients 
• Research, strategize and implement outreach to local small businesses: determine strong leads and opportunities for exposure, then represent company’s services accordingly
• Travel to networking events, office buildings, or other meetings when appropriate and worthwhile
• Track leads and keep client database updated
• Be available for weekly staff meetings as needed, virtual or in-person