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Virtual Assistant Jobs in Brookfield, IL (NOW HIRING)

Sales Enablement Trainer

Chicago, IL · Remote

$29K - $35K/yr

Wing Assistant is hiring a hands on Sales Enablement Trainer to level up our sales team -- not with ... Nice to have Experience in virtual staffing, BPO, or managed services · Pipedrive or CRM ...

The Medical Assistant is a key component of our care team and works closely with a primary care ... Free Marathon membership for in person and virtual care, employer paid life and disability ...

Front Office Assistant

Chicago, IL · On-site

$49K - $59K/yr

We are a full service live, hybrid and virtual event and branding company combining innovation and ... We are looking for a capable and friendly Front Office Assistant to work at our reception area. In ...

Front Office Assistant

Chicago, IL · On-site

$49K - $59K/yr

We are a full service live, hybrid and virtual event and branding company combining innovation and ... We are looking for a capable and friendly Front Office Assistant to work at our reception area. In ...

Sales Enablement Trainer

Chicago, IL · On-site

$29K - $35K/yr

Wing Assistant is hiring a hands on Sales Enablement Trainer to level up our sales team - not with ... Nice to have Experience in virtual staffing, BPO, or managed services Pipedrive or CRM automations ...

Sales Enablement Trainer

Chicago, IL · On-site +1

$29K - $35K/yr

Wing Assistant is hiring a hands on Sales Enablement Trainer to level up our sales team - not with ... Nice to have Experience in virtual staffing, BPO, or managed services • Pipedrive or CRM ...

Dental Assistant

Naperville, IL · On-site

$18 - $23.50/hr

Elyn Salvador | Virtual Recruiter's Assistant P: 407-553-8641 | E: elyn@alliedsearchpartners.com Schedule a Meeting: - alliedsearchpartners/30min Job ID: 3426977 Job Title: Permanent Dental Assistant ...

Dental Assistant

Naperville, IL · On-site

$18 - $23.50/hr

Elyn Salvador | Virtual Recruiter's Assistant P: 407-553-8641 | E: elyn@alliedsearchpartners.com Schedule a Meeting: - alliedsearchpartners/30min Job ID: 3426977 Job Title: Permanent Dental Assistant ...

Dental Assistant

Naperville, IL · On-site

$18 - $23.50/hr

Elyn Salvador | Virtual Recruiter's Assistant P: 407-553-8641 | E: elyn@alliedsearchpartners.com Schedule a Meeting: - alliedsearchpartners/30min Job ID: 3426977 Job Title: Permanent Dental Assistant ...

Dental Assistant

Naperville, IL · On-site

$18 - $23.50/hr

Elyn Salvador | Virtual Recruiter's Assistant P: 407-553-8641 | E: elyn@alliedsearchpartners.com Schedule a Meeting: - alliedsearchpartners/30min Job ID: 3426977 Job Title: Permanent Dental Assistant ...

Dental Assistant

Naperville, IL · On-site

$18 - $23.50/hr

Elyn Salvador | Virtual Recruiter's Assistant P: 407-553-8641 | E: elyn@alliedsearchpartners.com Schedule a Meeting: - alliedsearchpartners/30min Job ID: 3426977 Job Title: Permanent Dental Assistant ...

Dental Assistant

Naperville, IL · On-site

$18 - $23.50/hr

Elyn Salvador | Virtual Recruiter's Assistant P: 407-553-8641 | E: elyn@alliedsearchpartners.com Schedule a Meeting: - alliedsearchpartners/30min Job ID: 3426977 Job Title: Permanent Dental Assistant ...

Medical Assistant

Countryside, IL · On-site

$20 - $23/hr

As a Full Time Medical Assistant , you'll provide care to client employees and their dependents in ... to virtual primary care and virtual behavioral health at no cost for team members and their ...

With nationwide onsite, nearsite, and network health centers, and virtual primary care, Marathon ... The Medical Assistant is a key component of our care team and works closely with a primary care ...

Medical Assistant

Naperville, IL · On-site

$21 - $25/hr

With nationwide onsite, nearsite, and network health centers, and virtual primary care, Marathon ... The Medical Assistant is a key component of our care team and works closely with a primary care ...

Event Promotions Assistant

Chicago, IL · On-site

$51K - $61K/yr

We are a full service live, hybrid and virtual event and branding company combining innovation and ... to assist with our promotional campaigns. This position will be the key point of contact for ...

Event Promotions Assistant

Chicago, IL · On-site

$51K - $61K/yr

We are a full service live, hybrid and virtual event and branding company combining innovation and ... to assist with our promotional campaigns. This position will be the key point of contact for ...

Assistant Store Manager

Aurora, IL · On-site

$20 - $24/hr

The Assistant Manager Position is a progression from the AIT position and therefore includes ... Virtual Care 24/7 access to general, behavioral, and dermatology consultations. Mental Health ...

Virtual Care 24/7 access to general, behavioral, and dermatology consultations. Mental Health ... Assist Store Manager in Recruitment of all store staffing needs Understand how to explain pay and ...

The Assistant Manager Position is a progression from the AIT position and therefore includes ... Virtual Care 24/7 access to general, behavioral, and dermatology consultations. Mental Health ...

Showing results 21-40

Virtual Assistant information

See Brookfield, IL salary details

$11

$24

$33

How much do virtual assistant jobs pay per hour?

As of Aug 21, 2026, the average hourly pay for virtual assistant in Brookfield, IL is $24.47, according to ZipRecruiter salary data. Most workers in this role earn between $20.48 and $27.50 per hour, depending on experience, location, and employer.

What is a virtual assistant?

Virtual assistants are remote professionals who provide a variety of administrative, technical, or creative support services to businesses, entrepreneurs, or individuals. Their tasks can include managing emails, scheduling appointments, handling customer inquiries, social media management, bookkeeping, and more. Virtual assistants typically work from home or any remote location, communicating with clients through email, phone, or online collaboration tools. They help clients save time and increase productivity by handling routine or specialized tasks efficiently.

What do virtual assistants do?

Virtual assistants perform the typical duties and services of an assistant, except instead of going into the office every day, they complete their tasks from home or another remote location. You may not even work in the same city or state as your employer. Some virtual assistants work for an agency that fills job openings or requests for virtual assistants. Specific job duties vary, depending on the company and industry. Your general responsibilities include organizing electronic files, editing presentation documents, and assisting with the creation of PowerPoint presentations or other sales materials. You may also respond to emails, arrange appointments and travel plans, and return phone calls for their employer.

What are the key skills and qualifications needed to thrive as a virtual assistant, and why are they important?

To thrive as a Virtual Assistant, you need strong organizational skills, time management, and proficiency in administrative tasks, often supported by experience or coursework in office administration. Familiarity with productivity tools like Microsoft Office, Google Workspace, project management platforms, and communication apps is typically required. Excellent written and verbal communication, attention to detail, and self-motivation are crucial soft skills for excelling in this remote role. These abilities enable Virtual Assistants to efficiently support clients, manage multiple tasks, and maintain smooth operations in a virtual work environment.

What are some common challenges virtual assistants face when managing multiple clients, and how can they overcome them?

Virtual Assistants often juggle tasks and deadlines for several clients at once, which can lead to challenges in prioritization and time management. To overcome this, successful VAs typically rely on digital tools for task tracking, set clear communication channels, and establish boundaries regarding availability. Regular check-ins with clients help clarify expectations and adjust priorities as needed. By staying organized and proactive, Virtual Assistants can ensure quality work for each client while maintaining a healthy work-life balance.

What is the difference between Virtual Assistant vs Data Entry Specialist?

AspectVirtual AssistantData Entry Specialist
Required CredentialsBasic computer skills, organizational skillsTyping speed, accuracy, basic computer skills
Work EnvironmentRemote, flexible hoursRemote or on-site, often office-based
Employer & Industry UsageBusinesses, entrepreneurs, startupsCorporations, data management firms, administrative roles
Common Search & ComparisonYesYes

While both Virtual Assistants and Data Entry Specialists work remotely and require basic computer skills, Virtual Assistants typically handle a broader range of administrative tasks, including scheduling and communication, whereas Data Entry Specialists focus primarily on inputting and managing data accurately. The roles often overlap in remote work environments, but their core responsibilities and skill sets differ.

What can you do as a virtual assistant?

A virtual assistant performs administrative tasks such as managing emails, scheduling appointments, data entry, customer support, and social media management. They often use tools like calendar apps, communication platforms, and project management software to complete their work efficiently.

What is the easiest virtual assistant job?

The easiest virtual assistant jobs typically involve basic administrative tasks such as data entry, email management, and scheduling. These roles often require minimal technical skills and can be performed with common tools like spreadsheets and calendar apps, making them accessible for beginners.

What are the most commonly searched types of Virtual jobs in Brookfield, IL?

The most popular types of Virtual jobs in Brookfield, IL are:

What job categories do people searching Virtual Assistant jobs in Brookfield, IL look for?

The top searched job categories for Virtual Assistant jobs in Brookfield, IL are:

What cities near Brookfield, IL are hiring for Virtual Assistant jobs?

Cities near Brookfield, IL with the most Virtual Assistant job openings:

Infographic showing various Virtual Assistant job openings in Brookfield, IL as of August 2026, with employment types broken down into 2% As Needed, 76% Full Time, 19% Part Time, 1% Temporary, and 2% Contract. Highlights an 96% Physical, 2% Hybrid, and 2% Remote job distribution, with an average salary of $50,899 per year, or $24.5 per hour.

Sales Enablement Trainer

Wing Assistant

Chicago, IL • Remote

$29K - $35K/yr

Full-time

Re-posted 29 days ago


Job description

Wing Assistant is hiring a hands on Sales Enablement Trainer to level up our sales team — not with generic intro decks, but by improving the actual emails, calls, and cadences our reps use every day. This is a coach who has carried a quota and closed, and uses that credibility to make real, measurable improvements on the floor.

If your first instinct when a deal stalls is "let me see the thread and the call recording" — read on.

Responsibilities
  • Sit in the calls — live and recorded — and find exactly where deals are being lost.
  • Rewrite the copy, scripts, and sequences that aren't converting, and prove the new version works.
  • A/B test sales emails, call openers, demo pitches, and tactics like personalized video — keep the winners, kill the losers.
  • Build and tune outbound cadences so reps follow up at the right time, on the right channel, with the right message.
  • Coach reps one-on-one on real calls and build the objection-handling playbook for our market — then drill it until it's reflexive.
  • Produce a video training series and self-serve modules with assessments, so new reps ramp fast and tenured reps keep sharpening.
Requirements

You'll thrive here if you

  • Have personally sold and closed — ideally outbound/high-volume B2B — and can show your numbers.
  • Write sales copy that converts and can explain why it works.
  • Are comfortable on camera and can produce clean training videos without a production team.
  • Can structure an A/B test, read the result honestly, and make the call.
  • Coach without crushing — you leave reps better and more confident.
  • Move fast: a diagnosis becomes a usable fix in hours, not weeks.
  • Know your way around a CRM (Hubspot plus) and a sales sequencing tool.

Nice to have

Experience in virtual staffing, BPO, or managed services · Pipedrive or CRM automations · video editing · sequencing tools (Apollo, Outreach, Salesloft, Instantly, Smartlead) · prior sales enablement assets (playbooks, battle cards, certification programs).

Why the Role

How the role actually runs — fast loop, not slow decks: Listen → Diagnose → Build → Intervene.

  • You hear the calls, name the specific problem, build the fix the same day, and get it into reps' hands immediately. A pattern that shows up Monday should have a tested correction in motion by midweek.

Why this role

  • You're joining at a build moment. You'll start lean and resourceful — and as the program proves it drives revenue, it ears more investment and room to grow. This is a roll-up-your-sleeves, multi-hat seat for someone who wants to own the engine, not manage a slide deck.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.