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Why this role

Helpware is a people-first outsourcing and customer experience partner helping fast-growing companies scale support, operations, and revenue teams with AI-enabled CX solutions. We work with SaaS, Fintech, Healthcare, Ecommerce, and Logistics brands across the US, UK, and beyond.

We're hiring a Sales Development Representative to support outbound sales and build qualified pipeline for our Account Executive team. This role is for someone hungry, coachable, and ready to build a real sales career with structured onboarding, hands-on coaching, and earning upside tied directly to your performance. You'll have the tools, training, and support you need to learn fast and deliver results.

What you'll do

• Cold outreach — make outbound calls to prospective clients across Helpware's target verticals (SaaS, Fintech, Healthcare, Ecommerce, Logistics) using Genesys

• Email & LinkedIn — execute pre-built email sequences in HubSpot and run LinkedIn touches alongside your calls for full multi-channel coverage

• Prospect research — research target accounts and decision-makers using LinkedIn, Apollo, ZoomInfo, and our CRM data

• Lead qualification — qualify outbound leads against target criteria using the team's discovery framework, identify pain points, and handle objections professionally

• Meeting bookings — schedule qualified discovery calls for Account Executives with confirmed prospects and complete handoff context

• CRM management — keep HubSpot records accurate and up-to-date; document every conversation, follow-up, and next step

• Hit your activity targets — meet weekly and monthly KPIs on calls, emails, sequence enrollment, and meetings booked

• Collaborate & improve — share what you're hearing on calls with Sales Enablement, RevOps, and Marketing so we can sharpen scripts, sequences, and targeting together

What you bring

• At least 1 year of experience in sales, sales development, lead generation, appointment setting, or B2B/B2C outbound—or strong customer-facing experience (CSR, retention, telemarketing) with a clear commitment to building a sales career

• Good verbal and written English — comfortable speaking with US, UK, and Australian prospects on the phone and via email

• Phone confidence — willing and able to make high volumes of outbound calls and stay resilient through rejection

• Coachability — open to feedback, eager to be coached, willing to practice scripts and role-play until they're sharp

• Organized and self-motivated — can manage your own follow-ups, prioritize your day, and stay on top of multiple prospects simultaneously

• Goal-oriented mindset — you want to hit targets, not just do activity for its own sake

• Basic CRM familiarity — exposure to HubSpot, Salesforce, GoHighLevel, or similar platforms is a plus (we'll train you on our stack)
  

Nice to have

• Exposure to selling BPO, customer support, AI-enabled services, or SaaS

• Familiarity with LinkedIn Sales Navigator, Apollo, ZoomInfo, or similar prospecting tools

• Experience supporting US-based clients on night-shift schedules

• Basic understanding of B2B sales processes and pipeline management

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