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Outbound Sales Representative (Job ID:ALEREG1)

Role overview

Qualifications

  • Proven track record in outbound cold-calling, lead generation, or telemarketing
  • High assertiveness with strong objection-handling skills
  • Near-native or native English fluency
  • Bilingual fluency in Spanish and English

Responsibilities

  • Conduct daily outbound sales calls using an in-house manual dialer
  • Maintain daily call volume metrics of at least 65 dials per day
  • Pitch property tax refund services clearly and persuasively
  • Execute a two-step intake and closing process

Key facts

Hard skills

Other skills

  • Microsoft Office
  • Resilience
  • Communication

About the company

InsideOut logo

InsideOut

Outsourcing & Offshoring

Inside Out empowers growth-focused small businesses with elite support services that drive scale, boost margins, and reclaim valuable time. We combine two high-impact solutions under one brand to help founders grow without growing overhead: 1. Inside Out VA Headhunting Tired of hiring headaches and overpriced agencies? We deliver world-class virtual assistantsβ€”sourced, vetted, and hired direct by you. No markups. No ongoing fees. Just elite global talent from Latin America, South Africa, Egypt, and the Philippinesβ€”placed in under 3 weeks with a 6-month replacement guarantee. 2. Inside Out Virtual Receptionists Missed calls = lost revenue. Our 24/7 virtual receptionist team answers every call, books appointments, and handles your front-line communicationβ€”so you never lose a lead or interrupt your focus again. Fully trained, bilingual, and always on-brand. Why Businesses Choose Inside Out: βœ” Save up to 80% vs. local hiring βœ” Scale with margin, not stress βœ” Eliminate missed revenue and admin burden βœ” Plug-and-play solutions for lean, high-growth teams We’re not just a staffing company or call centerβ€”we’re your outsourced growth layer. Trusted by U.S. entrepreneurs across industries like law, health, home services, and consulting. Let’s simplify your scale. Support that grows with youβ€”without adding overhead. Connect with us today. ** Remote Workers ** Join our community to get free training! https://www.skool.com/virtual-assistant-academy

Company details

Company typeSME
IndustryOutsourcing & Offshoring
Company size51 - 200

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Job description

🌟 Exciting Remote Opportunity! We're Hiring an Outbound Sales Representative! 🌟

Are you an ambitious, resilient sales professional with a talent for closing deals? We are looking for a dedicated Outbound Sales Representative to drive growth for a leading Chicago-based property-tax services firm!

🚨 IMPORTANT - Watch this quick Loom video on how to get hired: πŸ”— https://www.loom.com/share/345f776084e642ba99c24aabe40a67a0

πŸ—£οΈ C1 ENGLISH LEVEL IS REQUIRED. The selected candidate will be speaking strictly in English during their whole shift. πŸŽ™οΈ PLEASE SUBMIT YOUR RESUME AND AUDIO RECORDING IN ENGLISH!!

πŸ“‹ Job Details at a Glance

  • Job Title: Outbound Sales Representative

  • Job ID: ALEREG1

  • Industry: Property Tax Advisory & Consulting Services

  • Location: LATAM

  • Job Status: Full Time (40 hours per week - including breaks)

  • Work Schedule: Monday–Thursday (8:00 AM – 5:00 PM CST) and Friday (8:00 AM – 12:00 PM CST)

  • Salary: $8 to $10 per hour (Plus incentive bonuses/commissions)

  • Target Start Date: ASAP

🏒 About the Client

Our client is a leading property-tax services firm based in Chicago, IL, specializing in helping property owners secure property tax refunds and navigate tax appeals. To support their next phase of growth, they are expanding their outbound sales operations with dedicated representatives targeting the Greater Chicagoland area. The immediate priority is hiring an ambitious, resilient Outbound Sales Representative to drive their Property Tax Refunds division.

πŸ’Ό About the Role

As an Outbound Sales Representative, you will focus on reaching out to pre-qualified prospects to introduce property tax refund services and guide them through a two-step closing process (initial signature agreement followed by notarized documentation).

This is a dedicated outbound sales roleβ€”you will not be managing existing accounts, but executing high-volume cold calls and structured follow-ups. Product-specific, one-on-one training will be provided during onboarding.

🎯 Key Responsibilities

  • Outbound Calling: Conduct daily outbound sales calls using an in-house manual dialer (Twilio platform).

  • Metrics Management: Maintain daily call volume metrics of at least 65 dials per day (Estimated 1 hour and 45 minutes of talk time).

  • Sales Pitching: Pitch property tax refund services clearly, assertively, and persuasively while taking control of the call.

  • Deal Execution: Execute a two-step intake and closing process:

    • Secure the initial signed client agreement electronically.

    • Follow up consistently to assist and drive clients through obtaining third-party/online notarized closing paperwork.

  • Target Attainment: Achieve monthly targets of 20 completed (notarized) deals per month (~5 per week).

  • Internal Communication: Communicate internally via Microsoft Teams and manage internal/external correspondence using Microsoft Outlook and online Excel.

βœ… Qualifications & Skills

⭐ Core Requirements:

  • Sales Experience: Proven track record in outbound cold-calling, lead generation, or telemarketing.

  • Resilience & Control: High assertiveness ("thick skin") with strong objection-handling skills; comfortable navigating prospective clients through confidential service offerings.

  • Language Proficiency:

    • Near-native or native English fluency.

    • Bilingual fluency in Spanish and English is required (to engage the region's strong Spanish-speaking market).

  • Technical & Software Skills: Proficiency with Microsoft Office (Teams, Outlook, online Excel). Familiarity with web-based CRMs, dialers, and e-signature platforms.

πŸ’» Hardware & Technical Requirements:

  • Personal computer/laptop with high-speed internet (fiber optic preferred) and a reliable power/hotspot backup plan.

  • USB noise-canceling headset and webcam.

  • Screen setup: Minimum 23-inch monitor required (dual-monitor setup strongly preferred).

πŸš€ Submit your application today and take the first step toward your next great opportunity!

🌎 LATAM Candidates: Don't forget to join our exclusive Facebook community for more updates and remote opportunities specifically for LATAM candidates: πŸ”— Join our LATAM-Only Facebook Group Here!

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MR

Marcus Rivera

Chief Revenue Officer

m.rivera@company.com
linkedin.com/in/marcusrivera
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