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Remote Hunting Jobs in Chicago, IL (NOW HIRING)

SharpPencil AI

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Sales Representative

Chicago, IL · Remote

$200K/yr

Flexibility: 100% remote, home-based, with no protected territories--sell to business owners ... Strong negotiation skills and a "hunter" mentality. * Familiarity with CRM platforms and ...

Azelis Holding S.A.

BDM Adhesives

Chicago, IL · On-site +1

Business Development Manager Adhesives FT Salary Remote (Chicago/ Mid-West area) Azelis is a ... Execute hunting initiatives and plans Trend Reporting and Presentation Development * Develop ...

NinjaTrader

Staff Cloud Security Engineer

Chicago, IL · On-site +1

$145K - $195K/yr

Experience building detection engineering or threat hunting programs * Previous experience in ... We are not open to remote candidates for this role. Hybrid: For Chicago-based employees, we follow ...

FORM

Enterprise Account Executive

Chicago, IL · Remote

$250K - $300K/yr

A seasoned, self-driven sales professional with a track record of success in hunting and closing ... Remote-first work environment. * Generous medical, dental, and vision insurance coverage. * Company ...

GLORY

Director, Strategic Accounts -Retail

Chicago, IL · On-site +1

$120K/yr

United States/Remote Reporting To: Regional VP, Key Accounts and Partners Retail Description The ... The ideal candidate will be a "Hunter", while still having the skill set to maintain and grow the ...

New

Matchstick

Business Development

Chicago, IL · Remote

Capture acquisition criteria at two levels -- what the firm itself is hunting for, and what each of ... Fully remote, US-based; no travel required #INDM

Posted today

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All JobsHunting JobsRemote Hunting JobsRemote Hunting Jobs in Chicago, IL

Remote Hunting information

See Chicago, IL salary details

$18.5K

$73.7K

$170.9K

How much do remote hunting jobs pay per year?

As of Aug 14, 2026, the average yearly pay for remote hunting in Chicago, IL is $73,666.00, according to ZipRecruiter salary data. Most workers in this role earn between $35,924.00 and $103,668.00 per year, depending on experience, location, and employer.

What are some of the common challenges faced in remote hunting positions and how can they be overcome?

Remote hunting professionals often face challenges such as sourcing quality leads or candidates without face-to-face meetings, building trust through digital communication, and staying self-motivated in a virtual work environment. Overcoming these challenges involves utilizing robust research techniques, leveraging digital communication strategies to engage prospects, and maintaining regular check-ins with your team. Many professionals find that creating a clear daily routine and actively participating in virtual team meetings helps them stay on track and connected. With the right tools and discipline, remote hunters can achieve high levels of productivity and job satisfaction while working from anywhere.

What is remote hunting?

A Remote Hunting job typically involves finding and recruiting remote talent for companies or assisting hunters in locating game using digital tools like GPS mapping and remote cameras. It may also refer to scouting hunting locations, providing virtual hunting guides, or managing online hunting communities. The responsibilities depend on the specific industry, but they generally require strong research skills, communication abilities, and familiarity with digital tools.

What are the key skills and qualifications needed to thrive in remote hunting, and why are they important?

To thrive in Remote Hunting roles, such as remote sales prospecting or talent hunting, you need excellent research skills, strong communication abilities, and a results-driven mindset, often supported by a relevant background in recruitment or sales. Proficiency with remote collaboration tools, CRM or applicant tracking systems, and digital outreach methods is crucial. Strong organizational skills, adaptability, and self-motivation are standout soft skills for success in remote environments. These skills and qualities are vital for consistently identifying and engaging potential leads or candidates while managing tasks independently and effectively from afar.

What are the most commonly searched types of Hunting jobs in Chicago, IL?

The most popular types of Hunting jobs in Chicago, IL are:

What are popular job titles related to Remote Hunting jobs in Chicago, IL?

For Remote Hunting jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Hunting jobs in Chicago, IL look for?

The top searched job categories for Remote Hunting jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Hunting jobs?

Cities near Chicago, IL with the most Remote Hunting job openings:

Remote Hunting jobs near you
Infographic showing various Remote Hunting job openings in Chicago, IL as of August 2026, with employment types broken down into 74% Full Time, 14% Part Time, and 12% Contract. Highlights an 7% In-person, and 93% Remote job distribution, with an average salary of $73,666 per year, or $35.4 per hour.

Sales Representative

SharpPencil AI

Chicago, IL • Remote

$200K/yr

Full-time

Re-posted 8 days ago

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Job description

About the Role: Sharp Pencil is a rapidly growing startup revolutionizing the financial services industry. We utilize advanced AI technology to provide third-party bookkeeping, accounting, tax preparation, and business consulting services to small and medium-sized businesses.

We are seeking entrepreneurial-minded Sales Representatives to join our team nationwide. This is a purely Commission-Driven, 1099 Independent Contractor position that offers high earning potential through a lucrative residual income model. You will have the freedom to work from home, set your own schedule, and sell without territory restrictions.

Why Join Us?

  • High Commission Rate: Earn a flat 20% commission on all billing.
  • Residual Income: Build a book of business! You earn commission every month the client pays their bill, creating cumulative income that grows over time.
  • Total Account Commission: You get paid on any service the client adds (payroll, merchant services, etc.), even if they add it later without your direct involvement.
  • Growth Potential: As a new company, we offer the unique opportunity to grow your career alongside the business.
  • Flexibility: 100% remote, home-based, with no protected territories—sell to business owners anywhere in the U.S.

Responsibilities:

  • Prospect and contact small to medium-sized businesses to introduce Sharp Pencil’s AI-driven bookkeeping and financial solutions.
  • Present and sell company services to new and existing customers, effectively communicating the value of outsourcing financial tasks.
  • Reach agreed-upon sales targets to maximize personal revenue.
  • Manage the sales cycle from initial contact to closing the deal.
  • Resolve customer inquiries and offer solutions to drive revenue.
  • Set follow-up appointments to keep customers aware of the latest developments and service add-ons.

Qualifications:

  • Self-Starter: Must be disciplined and motivated to work independently in a remote environment.
  • Previous experience in sales, business development, or customer service (B2B sales experience is a plus).
  • Ability to build rapport with clients and maintain long-term professional relationships.
  • Strong negotiation skills and a "hunter" mentality.
  • Familiarity with CRM platforms and comfortable using technology.
  • Deadline and detail-oriented.

Compensation:

  • Type: 1099 Independent Contractor.
  • Pay Structure: 100% Commission-Only.
  • Earning Potential: Uncapped.
    • Note on Earnings: Income is cumulative. While first-year earnings may vary as you build your pipeline (e.g., $60k–$120k), the residual model allows for significant jumps in subsequent years (e.g., $200k+) as your client base renews and expands.