Pipeline Development and Prospecting: Convert inbound inquiries from referrals and marketing
Build a CASL-compliant outbound prospecting motion on LinkedIn
Attend Winnipeg business and professional networking events to develop referral relationships
Run structured discovery conversations to understand each prospect's financial situation
Qualify opportunities against the firm's ideal client profile
Build tailored proposals for accounting and advisory services
Present proposals, handle objections, and negotiate engagement terms professionally
Maintain accurate deal stages, close date forecasts, and complete activity records in HubSpot

Proven, verifiable track record in B2B sales of professional services: accounting, legal, consulting, financial services, or a closely related field
Demonstrated experience selling directly to business owners, operators, or senior executives
A history of hitting or exceeding revenue targets, with real numbers you can speak to
Comfort and competence running the complete sales cycle: prospecting, discovery, proposal, negotiation, and close
A CRM as a daily operating tool, not an afterthought. HubSpot experience is a meaningful advantage
The discipline to manage your own pipeline and the self-awareness to know when it is not healthy

4-Day Work Week
Competitive Base $100,000 annual salary
Uncapped Commission $20,000 for every $100,000 of new revenue above your target
Hybrid Remote Work from home most days
Generous Time Off 3 weeks of vacation plus a paid week during the December holidays
Paid Training Firm-funded ramp including Sales Gravy University masterclasses and HubSpot Sales certifications
RRSP Matching Contribution matching to support your long-term financial security
Comprehensive Benefits Prescription, dental, and vision coverage

Director of Business Development

Key skills