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Remote First Companies Jobs in Chicago, IL (NOW HIRING)

Process Street

Account Executive (Remote)

Chicago, IL · Remote

Own your full sales cycle - from first discovery call to close * Run discovery calls to understand ... A chance to shape how companies around the world run through the future of no-code automation.

Fish & Richardson

IP Operations Specialist

Chicago, IL · Remote

$28.02 - $35.16/hr

... companies. Fish was established in 1878, and now has more than 400 attorneys and technology ... This role is part of The Hub, Fish's remote-first group of professionals. Hub employees work ...

Levelociti

Senior Audit Manager

Chicago, IL · Remote

$160K - $260K/yr

... companies, non-profits, and more. * Oversee all phases of audits, reviews, and compilations from ... Supervise, mentor, and develop audit staff and seniors, fostering a high-performance, remote-first ...

Siege Media

Freelance Content Writer

Chicago, IL · On-site +1

... is a growing and remote-first organic growth agency! We are nationally recognized on Inc.'s Best Workplaces list and Inc. 5000 list, highlighting the 5000 fastest-growing private companies.

Siege Media

Freelance Content Writer

Chicago, IL · Remote

... is a growing and remote-first organic growth agency! We are nationally recognized on Inc.'s Best Workplaces list and Inc. 5000 list, highlighting the 5000 fastest-growing private companies.

Siege Media

Data Journalist

Chicago, IL · On-site +1

$60K - $65K/yr

Siege Media is a growing and remote-first GEO agency! We are nationally recognized on Inc.'s Best Workplaces list and Inc. 5000 list, highlighting the 5000 fastest-growing private companies.

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Showing results 1-20

All JobsFirst Companies JobsRemote First Companies JobsRemote First Companies Jobs in Chicago, IL

Remote First Companies information

See Chicago, IL salary details

$15

$28

$38

How much do remote first companies jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for remote first companies in Chicago, IL is $28.51, according to ZipRecruiter salary data. Most workers in this role earn between $22.31 and $34.18 per hour, depending on experience, location, and employer.

What are some common challenges when working for remote first companies, and how can employees overcome them?

Working for remote-first companies can present challenges such as feelings of isolation, difficulty in communication across time zones, and maintaining work-life balance. Employees can overcome these by proactively engaging in virtual team meetings, using collaboration tools effectively, and establishing a dedicated workspace at home. Many remote-first organizations also encourage regular check-ins and virtual social events to foster connection and teamwork. By being intentional about communication and setting clear boundaries, employees can thrive in a remote-first environment.

What are the key skills and qualifications needed to thrive at a remote first company?

To thrive at a remote-first company, you generally need strong self-management, digital communication, and time management skills, along with relevant qualifications for your specific role. Familiarity with collaboration tools like Slack, Zoom, project management platforms, and cloud-based systems is essential. Proactive communication, adaptability, and a high degree of self-motivation are standout soft skills in remote environments. These abilities are crucial for maintaining productivity, clear team alignment, and effective collaboration without the structure of a traditional office.

What are remote first companies?

Remote first companies are organizations that prioritize remote work as the default mode of operation for their employees. This means that most work is designed to be done from anywhere, with physical office spaces being optional or used primarily for collaboration when necessary. Such companies invest in digital tools and communication processes to support distributed teams, ensuring equal access and opportunities for all employees regardless of location. The remote-first approach can help attract top talent, reduce overhead costs, and promote a better work-life balance.

What is the difference between Remote First Companies vs Remote Customer Support Representatives?

AspectRemote First CompaniesRemote Customer Support Representatives
Work EnvironmentCompany-wide remote work culture, flexible policiesIndividual remote role within a company, often flexible hours
Required CredentialsVaries by industry, often includes general business or tech skillsCustomer service experience, communication skills, sometimes technical knowledge
Industry UsageAcross tech, marketing, finance, and morePrimarily in tech, e-commerce, and service sectors

Remote First Companies are organizations that prioritize remote work across all departments, fostering a flexible, distributed work culture. Remote Customer Support Representatives are individual roles within such companies, focused on assisting customers remotely. While both share remote work environments, Remote First Companies emphasize company-wide policies, whereas Customer Support roles are specific job functions within these organizations.

Remote First Companies jobs near you
Infographic showing various Remote First Companies job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 76% Full Time, 19% Part Time, and 4% Contract. Highlights an 87% Physical, 1% Hybrid, and 12% Remote job distribution, with an average salary of $59,297 per year, or $28.5 per hour.

Sales / Go-To-Market Recruiter

ActiveProspect, Inc.

Chicago, IL • Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 19 days ago

Job description

Company Overview

ActiveProspect is on a mission to make consent-based marketing the best channel for online customer acquisition. We provide marketers the products they need to acquire qualified customers at scale. Our platform is trusted by thousands of companies engaged in direct-to-consumer marketing, helping them save wasted spend, comply with ever-changing regulations, and manage a constantly evolving partner landscape. Our flagship product, TrustedForm is used to certify over 1 billion opt-in digital customer leads every year and is the gold standard for documenting prior express written consent for TCPA compliance.

Job Summary

We are looking for a Sales/GTM Recruiter to drive the hiring efforts primarily for our Go-To-Market teams, including Sales, Customer Success, Customer Support, Implementation Engineering, and Marketing. This role will focus on sourcing, engaging, and hiring top-performing sales professionals, such as Sales Directors, Inside Sales Directors, Customer Success Managers, Marketing team members, and Implementation Engineers. The ideal candidate will have experience recruiting for high-growth SaaS companies in the Lead Generation, MarTech, or AdTech industries, while also possessing a strong understanding of quota-carrying roles, sales methodologies, and revenue-driven hiring.

Responsibilities
  • Own the full-cycle recruiting process for sales and GTM roles, from sourcing to offer stage.
  • Partner with Sales, Marketing, and Customer Experience leaders to understand hiring needs and develop targeted and effective recruitment strategies.
  • Proactively source and engage passive candidates, leveraging LinkedIn Recruiter, AI, Boolean search, networking, and Lead Gen industry connections.
  • Screen candidates for sales acumen, pipeline and quota attainment history, and motivational and cultural fit.
  • Coordinate and schedule interviews, while providing prompt guidance and feedback to hiring teams.
  • Leverage data and analytics to track key recruitment metrics and optimize hiring processes dedicated to driving down time to fill while also measuring quality of hire.
  • Ensure a smooth and engaging onboarding experience for new hires.
  • Stay up to date on industry trends, salary benchmarks, and best practices in technical recruiting.
  • Build and maintain a proactive pipeline of top-tier sales talent for current and future hiring needs.
  • Ensure a world-class and engaging candidate experience at every stage of the hiring process through onboarding.
Qualifications
  • 5-7 years of experience in full-cycle recruiting in the Lead Generation, MarTech, or AdTech industries, with a focus on sales and GTM roles.
  • Ability to work independently, source strong candidates, and be self directed
  • Proven ability to quickly hire quota-carrying sales professionals with a track record of hitting or exceeding targets.
  • Strong sourcing skills with experience using LinkedIn Recruiter Lite, AI, Boolean search, and other sourcing techniques.
  • Understanding of sales processes, commission compensation structures, and performance metrics.
  • Ability to assess candidates for consultative selling skills, negotiation abilities, and resilience.
  • Experience working in a remote-first, fast-paced, high-growth environment.
  • Familiarity with applicant tracking systems (ATS), Talent Intelligence Platforms, and other recruitment technologies (we currently use JazzHR, but are always exploring alternative tools).
  • Passion for diversity, equity, and inclusion in hiring.
Benefits and Perks
  • A collaborative work environment with the freedom and opportunities of a startup culture
  • A global, remote-first company that encourages occasional team get-togethers
  • Life and work balance
  • Flexible vacation time
  • Retirement plan matching up to 3% of your salary
  • Varied options for health, dental, vision, disability and life insurance

ActiveProspect is an Equal Opportunity Employer committed to diversity and inclusion in the workplace.


 

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