The role involves outbound prospecting to secure meetings with enterprise decision-makers, conducting discovery conversations, and developing strategic account plans.
Remote Enterprise Sales Development Representative (Strategic Accounts)
Brafton is a large and established content marketing agency. Our full-scale, in-house teams create exceptional content to execute on custom, data-led strategies, delivering strong measurable results. Since 2008, we've been a leading content marketing provider and a full-service digital marketing partner for brands needing results from content, SEO, and digital campaigns.
Our growth is fueled by our people. We are building an enterprise pipeline engine to match the scale of our delivery.
This role is remote and open to applicants across Canada.
POSITION SUMMARY
The Enterprise Sales Development Representative (Strategic Accounts) is a critical role focused on accelerating Brafton's growth. You will open doors inside large, complex organizations and secure high-quality meetings with senior marketing and business decision-makers.
This is a professional, account-based prospecting role, not high-volume and generic. It's designed for an outbound expert who:
• Thrives in account-based prospecting.
• Understands enterprise buying cycles.
• Consistently creates interest with executives through sharp positioning, research-driven outreach, and confident discovery.
You will partner closely with enterprise sales leadership to target priority accounts, multi-thread stakeholders, and generate pipeline for strategic, high-value engagements.
KEY RESPONSIBILITIES
- Own outbound prospecting into strategic enterprise accounts across defined target segments.
- Build and execute account-based outbound plans (stakeholder mapping, messaging angles, sequencing, follow-up strategy).
- Engage senior stakeholders (Director/VP/Head/CMO) through:
- Conduct high-quality discovery conversations to uncover business drivers including:
- Develop messaging aligned to executive priorities (revenue impact, efficiency, speed-to-market, measurable performance).
- Partner with enterprise AEs to support pursuits (intelligence gathering, buying committee insights, competitive context, clean handoffs).
- Maintain excellent CRM discipline and activity tracking for forecasting and performance analysis.
- Provide feedback loops to marketing and leadership on what's resonating in the enterprise market.
Phone outreach
Email campaigns
LinkedIn engagement and social selling
Targeted multi-touch sequences
Growth goals and pipeline targets
SEO and organic visibility challenges
Content velocity and scale needs
Internal resourcing constraints
Performance marketing priorities
Brand authority and thought leadership initiatives
IDEAL CANDIDATE PROFILE
- You are a consultative outbound professional who is confident speaking with senior leaders and skilled at breaking into large organizations.
- You’re strategic, disciplined, and persistent—and you take pride in high-quality outreach that earns responses.
REQUIRED EXPERIENCE & QUALIFICATIONS
- Bachelor’s degree required.
- 5+ years experience in Sales Development, Business Development, or Enterprise Prospecting.
- Demonstrated success booking meetings with enterprise-level decision-makers.
- Proven ability to open net-new accounts (not just inbound follow-up).
- Strong discovery skills and the ability to create urgency without being transactional.
- Comfortable navigating longer buying cycles and multi-stakeholder environments.
- Excellent written communication with a professional, executive tone.
- Confident phone presence and objection-handling skills.
- Strong working knowledge of digital marketing concepts, including:
- High proficiency with prospecting and research tools such as:
Content strategy and production at scale
SEO performance and search visibility
Inbound marketing and lead generation
Paid media and conversion considerations
Analytics and reporting expectations for enterprise teams
LinkedIn Sales Navigator
CRM systems (HubSpot and/or Salesforce)
SEMrush, SimilarWeb, Google Analytics or equivalent
Outreach, Salesloft, or Apollo (nice to have)
WHAT SUCCESS LOOKS LIKE
- Consistently generating qualified meetings with large target accounts.
- Securing meetings with VP and C-level marketing leaders.
- Building repeatable outbound plays that generate real enterprise pipeline.
- Producing high-quality handoffs that lead to progressed opportunities.
- Becoming a trusted partner to enterprise sales leadership in strategic pursuits.
COMPENSATION & GROWTH
- Competitive base salary plus performance-based incentive compensation.
- Clear growth pathways into enterprise closing roles and sales leadership opportunities.
Benefits Include: Competitive Incentive plan, Health Savings Account, pension, paid vacation, flexible remote schedule, and more!
Top Skills
Apollo
Google Analytics
Hubspot
Linkedin Sales Navigator
Outreach
Salesforce
Salesloft
Semrush
Similarweb
Brafton Inc. Chicago, Illinois, USA Office
1 N State St, Chicago, IL, United States, 60602
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