Outbound Sales Representative

Kenyan Edu; Wisconsin; Hybrid; USD 50,000 - 75,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

HSA options

401(k) with company match

Paid time off

Job summary

Itechra, Inc. is seeking an experienced Outbound Sales Representative to work remotely in the United States. You will open doors for the sales team by reaching business owners and IT decision-makers at mid-sized companies, conduct high-volume calls, and set qualified appointments.

A structured onboarding plan and ongoing coaching accompany this role. You will earn a base hourly wage with bonuses and commissions, with potential on-target earnings around $75,000+ per year, reflecting performance

Qualifications

• 3+ years in outbound B2B sales, inside sales, or lead gen.
• Proven cold calling, prospecting, appointment setting, and CRM management.
• Comfort engaging business owners, executives, and decision-makers.
• Resilient and persistent when handling objections and rejection.
• Self-motivated with a focus on measurable goals.
• Willingness to receive coaching and feedback.
• Strong organizational skills and CRM documentation accuracy.
• Able to work independently in a remote environment.
• Quiet, professional home workspace with reliable internet.

Responsibilities

• Prospect daily by high-volume outbound calls, emails, and LinkedIn outreach.
• Do homework on target companies and gather decision-maker details before outreach.
• Qualify opportunities by understanding IT needs and authority.
• Book First Time Appointments (FTAs) to create opportunities for Second Time Appointments (STAs).
• Manage pipeline with consistent follow-ups and CRM updates.
• Maintain accurate CRM records, notes, and next steps in HubSpot.
• Track, report results, and provide weekly activity and pipeline updates.
• Participate in coaching, role-playing, and training to improve performance.

Skills

Outbound sales

B2B sales

Cold calling

Prospecting

Appointment setting

CRM management

HubSpot

Education

Associate degree or higher in sales, business, marketing

Tools

HubSpot

LinkedIn Sales Navigator

ZoomInfo

Job description

# Outbound Sales RepresentativeItechra IncRemote Full Time Remote Posted 7 hours agoShare this job:WhatsApp LinkedIn X Facebook Email#### Job DescriptionHeadquarters: United States URL: https://workforcenow.adp.com/mascsr/default/mdf/recruitment/recruitment.html?cid=f67f7ff8-709a-4bcc-9c67-48e44a5e71e6 Outbound Sales Representative (Inside Sales) – Remote, U.S.Location: 100% Remote – United StatesSchedule: Full-Time, Monday–Friday, 8:00 a.m.–4:30 p.m. Central TimeEmployment Type: Hourly, Non-ExemptBase Pay: $24.00–$28.85 per hour (approximately $50,000–$60,000 annually), plus uncapped FTA bonuses and commission opportunitiesOn-Target Earnings (OTE): Approximately $75,000+ annually, based on performanceReports To: VP of Sales100 Dials a Day. Real Coaching. Get Paid When Your Appointments Convert.We're looking for an experienced outbound sales professional who enjoys prospecting, tracks their numbers, and wants to be rewarded for results.At Itechra, you'll make the calls, build relationships, and book qualified meetings. We'll train you on IT, support you through a structured 30/60/90-day onboarding plan, and provide ongoing coaching to help you succeed.You'll earn a bonus for every qualified First Time Appointment (FTA) that converts to a Second Time Appointment (STA), plus commission on qualifying deals that close and generate client payment.You don't need an IT background. You do need outbound sales experience, resilience, confidence on the phone, and the motivation to consistently achieve your goals.This is a fully remote, phone-based sales position focused on generating business opportunities for our sales team.What You'll DoAs an Outbound Sales Representative, internally classified as an Inside Sales Representative (ISR), you'll open doors for our sales team by connecting with business owners and IT decision-makers at companies with 25 or more computers.Your responsibilities will include:Prospect every day. Make high-volume outbound calls, send emails, and use LinkedIn to reach business owners and decision-makers.Do your homework. Research target companies, identify decision-makers, and gather relevant business information before reaching out.Qualify opportunities. Ask thoughtful questions to understand each prospect's IT needs, company size, and purchasing authority.Book qualified appointments. Schedule First Time Appointments (FTAs) that create opportunities for Second Time Appointments (STAs) with our sales team.Manage your pipeline. Consistently follow up with prospects, nurture relationships, and keep opportunities moving forward.Maintain accurate CRM records. Document calls, prospect details, activities, and follow-up information in HubSpot.Track and report results. Provide weekly updates on activity, pipeline development, and conversion metrics.Continuously improve. Participate in role-playing, call reviews, sales training, and one-on-one coaching.How We Measure SuccessWe're a metrics-driven sales organization. You'll have clear expectations, ongoing feedback, and visibility into your performance.Our established performance goals include:Outbound Calls: 500+ per week (approximately 100 per day)Decision-Maker Conversation Rate: 5% of outbound dialsQualified First Time Appointments (FTAs): 12+ per monthCRM Accuracy: Complete and accurate documentation of calls, activities, notes, and next steps in HubSpotIf you enjoy measurable goals, friendly competition, and the opportunity to see your hard work translate into results, you'll fit right in.Your First 90 Days: Training, Coaching & PerformanceWe believe strong salespeople deserve clear expectations, quality training, and consistent coaching.Our structured 30/60/90-day onboarding program is designed to help you learn our business, build confidence, develop your skills, and understand exactly what success looks like.Days 1–30 | LearnComplete onboarding and training on Itechra's services, ideal clients, sales processes, and technology solutions.Learn our prospecting tools, talk tracks, objection-handling strategies, and HubSpot CRM.Participate in daily role-playing and coaching before and during your first live calls.Days 31–45 | RampBuild toward and achieve 500+ outbound dials per week.Participate in weekly call reviews and coaching sessions.Demonstrate consistent prospecting, follow-up, and CRM documentation.Days 46–90 | PerformMaintain established outbound activity expectations.Demonstrate consistent prospecting, qualification, and pipeline management.Work toward the monthly goal of 12 qualified FTAs.Meet individual ramp-up milestones outlined in your onboarding plan.You'll always know where you stand. If you're coachable, accountable, and committed to improving, we'll invest in helping you succeed.What You'll EarnYour effort and results should create opportunity.Itechra offers competitive hourly base compensation along with performance-based bonuses and commission opportunities.Base Pay: $24.00–$28.85 per hour, equivalent to approximately $50,000–$60,000 annually based on a 40-hour workweek, depending on experience and qualifications.FTA-to-STA Bonus: $250 for every qualified FTA that converts to an STA, with no stated cap. The bonus is earned when the qualifying STA is scheduled with a confirmed date and time, subject to the sales compensation plan.Closed-Won Commission: 10% of the first month's recurring revenue for qualifying deals originating from your FTA. Commission eligibility is based on the applicable client invoicing and payment requirements outlined in Itechra's sales compensation plan.On-Target Earnings: Approximately $75,000+ annually, including base pay and performance incentives. Actual earnings vary based on individual performance.What Qualifies as an FTA?A qualified First Time Appointment is a meeting you schedule with an IT purchasing decision-maker at a company with 25 or more computers.Here's an Example of Your Earning PotentialIf eight of your FTAs convert to STAs in one month, you would earn $2,000 in FTA-to-STA bonuses. Maintaining that performance for 12 months would generate $24,000 in annual bonuses.If one qualifying appointment also results in a new client generating $4,000 in monthly recurring revenue, the associated 10% first-month commission would be an additional $400.Bonuses and commissions are paid according to Itechra's applicable sales compensation plan.Examples are for illustration only and do not represent guaranteed earnings. Actual compensation depends on individual performance, qualifying transactions, and plan requirements.Where This Role Can Take YouWe believe in recognizing performance, developing talent, and promoting from within.Successful ISRs may have opportunities to pursue two career paths:Inside Sales Team LeadLead, coach, and develop a team of Inside Sales Representatives. This potential advancement opportunity may be available to qualified remote employees throughout the United States.Outside Sales RepresentativeAdvance into a client-facing sales position focused on conducting Second Time Appointments, managing opportunities, and closing new business.This career path requires residing in or relocating to one of Itechra's local markets, currently in Minnesota or Wisconsin.Advancement opportunities depend on business needs, performance, qualifications, and position availability.What Makes You a Great Fit?Required QualificationsAt least 3 years of professional experience in outbound B2B sales, inside sales, business development, lead generation, or a closely related role.Demonstrated experience with cold calling, prospecting, appointment setting, and CRM management.Confidence engaging business owners, executives, and decision-makers and asking for the appointment.Resilience and persistence when handling rejection and objections.A competitive, self-motivated mindset with a focus on achieving measurable sales goals.Willingness to receive coaching, apply feedback, and continuously improve.Strong organizational skills, attention to detail, and accurate CRM documentation.Ability to work independently, remain accountable, and maintain productivity in a remote environment.A quiet, professional home workspace with reliable internet access.Preferred QualificationsAn associate degree or higher in sales, business, marketing, or a related field.Experience selling or prospecting within managed IT services, technology, or another consultative B2B industry.Familiarity with HubSpot, LinkedIn Sales Navigator, ZoomInfo, or similar sales tools.Experience prospecting to business owners or C-level executives.This Role May Not Be the Best Fit If You:Prefer working exclusively with inbound leads.Are uncomfortable with daily activity targets and measurable performance expectations.Prefer a highly scripted sales environment with constant supervision.Are not interested in ongoing coaching, feedback, and professional development.Benefits & PerksAt Itechra, we believe taking care of our employees is just as important as taking care of our clients.Our benefits package for eligible full-time employees includes:Medical, dental, and vision insuranceHealth Savings Account (HSA) options, subject to plan eligibility401(k) retirement plan with company matching contributions, subject to plan requirementsPaid time off and paid holidaysEmployee assistance and wellness resourcesOngoing sales training and professional developmentEmployee recognition and performance incentivesRemote work opportunities within the United StatesBenefits eligibility and effective dates vary by benefit and are governed by applicable plan documents and company policies.About ItechraSince 2001, Itechra has been a strategic technology partner to growing businesses.We don't just keep the lights on. We help business leaders put IT, cybersecurity, AI, and automation to work at the core of how they operate, compete, and grow.Our clients see us as an extension of their team, and our success is built on long-term relationships, accountability, and doing what's right for the businesses we serve.We're continuing to grow and are looking for motivated professionals who want to contribute to that growth while developing their own careers.Our Hiring ProcessWe believe in a structured, consistent hiring process that gives candidates the opportunity to demonstrate their qualifications and abilities.Apply Online: Submit your application and resume through Itechra's recruiting portal.Application Review: Our sales leadership team reviews qualifications and relevant experience.Pre-Employment Assessment: Selected candidates complete a 15-minute Criteria Cognitive Aptitude Test (CCAT) designed to evaluate problem-solving and learning ability. Assessment invitations are sent directly through Criteria Corp.Interviews: Candidates selected to advance participate in interviews with our sales leadership team.Assessment results are considered alongside relevant experience, qualifications, and interviews. No single assessment determines a hiring decision.Reasonable accommodations are available throughout the application and hiring process. Applicants who require an accommodation may contact our People & Experience team at [e-mail] to Prove What You Can Do?If you're an experienced outbound sales professional who loves connecting with people, creating opportunities, and achieving measurable results, we'd love to hear from you.Apply today and help drive Itechra's next chapter of growth!This position is open to qualified candidates residing and working within the United States, subject to Itechra's ability to meet applicable state and local employment requirements.Itechra, Inc. is an Equal Opportunity Employer. Employment decisions are made without regard to race, color, religion, sex, national origin, age, disability, veteran status, or any other characteristic protected by applicable federal, state, or local law. To apply: https://weworkremotely.com/remote-jobs/itechra-inc-outbound-sales-representative