Senior Sales Development Representative

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.

Were hiring a Senior SDR to drive outbound pipeline into mid-market and enterprise accounts. Youll lead a focused outbound team by running multi-channel campaigns qualifying decision-makers and producing high-quality opportunities for our Account Executive team. This senior full-cycle prospecting role offers strong earning potential modern tools and direct partnership with Sales Leadership and Revenue Operations.

What youll own

• Pipeline generation own outbound prospecting strategy and execution for mid-market and enterprise accounts across Helpwares target verticals (SaaS Fintech Healthcare Ecommerce Logistics)

• Multi-channel outreach manage cold calling with Genesys email sequencing with HubSpot and LinkedIn outreach in coordinated ICP-targeted campaigns

• Qualification run structured discovery calls with decision-makers document qualification thoroughly and identify business pain points worth pursuing for Helpware

• Account research develop deep account intelligence on enterprise prospects decision-makers and buying committees

• Opportunity handoff book qualified discovery meetings for Account Executives with complete context and clear next-step plans

• Campaign optimization collaborate with RevOps Sales Enablement and Marketing on A/B-tested scripts sequences and playbook variants

• Performance ownership meet weekly and monthly activity KPIs while maintaining high conversation quality and CRM hygiene

What you bring

• 3 years of B2B outbound sales experience SDR BDR lead generation appointment setting or similar (exceptional candidates with 2-year and proven track records will be considered)

• Excellent verbal and written English comfortable engaging C-level VP and Director-level decision-makers at US Canadian UK and Australian companies

• Confident phone presence comfortable with cold outreach professional objection handling and consultative selling under sales pressure

• CRM fluency strong working knowledge of HubSpot (preferred) or comparable platforms (Salesforce GoHighLevel); experience maintaining accurate pipeline data and using sales engagement tools

• Prospecting tool experience familiarity with LinkedIn Sales Navigator Apollo ZoomInfo or similar B2B intelligence platforms

• Self-directed work ethic comfortable managing your pipeline prioritizing high-value accounts and working independently in a remote setting

• Track record of meeting quota references or documented performance showing consistent achievement of activity and pipeline targets

Nice to have

• Experience selling BPO customer support CX outsourcing AI-enabled services or SaaS to North American buyers

• Background in account-based outbound prospecting against named enterprise account lists

• Familiarity with outbound sequence design and A/B testing principles

• Prior experience on US-aligned night-shift schedules