Demo

Aggressive Inside Sales Representative (100% Commission)

All Day Sales Company
Chicago, IL Remote Full Time
POSTED ON 11/23/2025
AVAILABLE BEFORE 12/19/2025

Company Description

All Day Sales Group is a full-service outsourced sales partner specializing in providing customized sales solutions to help businesses expand efficiently. Our offerings include lead generation, sales development, and full-cycle sales execution, empowering companies to build pipelines, close deals, and enter new markets. By leveraging our experienced team, scalable processes, and real-time performance insights, we drive consistent and measurable results. Partnering with us allows businesses to focus on core operations while benefiting from faster go-to-market strategies and reduced customer acquisition costs.

 

Join a performance-driven culture where top producers thrive on clear targets, high activity, and relentless follow-up — and get paid directly for the results delivered.

 

Role summary

Own the full inside sales motion: research and build targeted prospect lists, run high-volume outbound (phone, email, LinkedIn), qualify opportunities, set meetings, and progress deals in coordination with client teams — all while operating from a proven playbook and CRM discipline. This is a fully remote, independent-contractor style role with uncapped, 100% commission compensation tied to meetings set, pipeline created, and revenue closed depending on client program.

 

What you'll do

  • Execute daily outbound sequences across phone, email, and social to hit activity, conversation, and meeting benchmarks.
  • Qualify prospects using clear ICP criteria, compelling discovery questions, and next-step commitments that convert to pipeline.
  • Manage a tight book of business: organize lists, personalize outreach, and follow up with urgency to advance each target.
  • Run crisp handoffs and calendar management for client AEs; confirm agendas, reduce no-shows, and document outcomes.
  • Maintain clean CRM hygiene: log activities, update stages, and report metrics with accuracy and timeliness.
  • Test messaging, handle objections, and iterate talk tracks to improve connect rates and meeting quality weekly.
  • Uphold professional, ethical representation of client brands in every interaction and channel touch.

 

Ideal candidate profile

  • Hunter mindset: competitive, resilient, and energized by outreach, objections, and measurable goals.
  • Confident communicator: clear, concise phone presence; persuasive writing; active listening; executive-appropriate tone.
  • Process driven: plans the day, blocks prospecting time, and runs a consistent cadence with rigorous follow-up.
  • Organized operator: excellent time management, prioritization, and pipeline organization across multiple accounts.
  • Data disciplined: works from lists, tracks KPIs, and self-corrects based on conversion trends and feedback.
  • Coachable and curious: embraces feedback, learns products quickly, and adapts messaging to ICP and persona.
  • Tech fluent: CRM, sequencing tools, LinkedIn Sales Navigator, and productivity suites; fast keyboarding.

 

Qualifications

  • 2 years inside sales, SDR/BDR, or phone-first selling with a track record of meeting or exceeding targets.
  • Proven success setting qualified meetings and building pipeline in B2B environments; agency or outsourced sales experience a plus.
  • Strong planning, time management, organization, and follow-through across multiple clients and priorities.
  • Confident, assertive, and professional demeanor; thrives in high-activity, metrics-driven environments.
  • Self-starter comfortable working 100% remote with accountability to daily/weekly KPI commitments.

 

Compensation and structure

  • 100% commission with uncapped upside; payout aligned to meetings, pipeline, and/or closed-won outcomes by client program.
  • Remote, flexible schedule within agreed client time zones; must consistently hit daily/weekly activity and result targets.
  • Access to proven playbooks, talk tracks, and management support; performance wins more accounts and earning potential.

 

How to apply

Send a short note and resume or sales summary highlighting recent activity metrics (dials, emails, meetings set) and results (pipeline, revenue influence) to katie@alldaysalesco.co with subject "Inside Sales — All Day Sales Group".

Salary.com Estimation for Aggressive Inside Sales Representative (100% Commission) in Chicago, IL
$58,520 to $78,584
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