Sales And Expansion Director

at BrandBastion
  • Remote - Canada

Remote

Sales

Director

Job description

Help Scale the Future of Social Media Management

Are you a Sales leader who understands SaaS and social media and is passionate about transforming how companies engage on social media? This is your chance to join one of the fastest-growing social media SaaS companies.

The Sales & Expansion Director will report to our CEO & Founder Jenny Wolfram and will play a pivotal role in driving revenue growth by leading our sales team and expansion efforts.

About BrandBastion

The vision for BrandBastion was born from seeing how major brands struggled to manage their social media presence at scale while maintaining authenticity. Since founding BrandBastion, we’ve grown explosively:

  • Partnered with iconic brands like Netflix, Uber, Sephora, GrubHub, The North Face, Red Bull and NARS
  • Integrated with Facebook, Instagram, TikTok, LinkedIn, Youtube, Trustpilot etc.
  • Maintained a 98%+ client retention rate
  • Built a global team across 16 nationalities, with legendary team retreats that bring our remote-first culture to life
  • Processed over 1 billion social media interactions for our clients

What You’ll Do as a Sales & Expansion Director

✅ Forecasting & Revenue Growth

  • Own the overall revenue forecast, spanning both new sales and upsells

  • Analyze pipeline trends and identify opportunities to improve conversion rates

  • Work cross-functionally with Marketing, Customer Success and Product to align on messaging and expansion strategies

  • ✅ Sales Process & Execution

  • Oversee and optimize the sales process and deal stages, ensuring deals are accurately logged and forecasting is precise

  • Own the proposal decks and sales materials, making sure they are polished and aligned with our messaging and frequently updated

  • Oversee all the tools, systems and processes used by sales team

  • Work with the leadership team on pricing strategies, custom deals, and contract structures

  • ✅ Managing & Mentoring the Sales Team

  • Directly manage 3-4 Account Executives and 1-2 Senior BDRs, helping them navigate challenges and close more deals

  • Provide deal coaching, objection handling, and sales training to improve win rates

  • Set and track team-wide new business revenue goals, ensuring accountability and performance

  • Hire new team members, providing onboarding and training

  • ✅ Overseeing Upsell Expansion (CSMs)

  • Lead upsell strategy for existing customers, managing a team of 8 Customer Success Managers from a revenue growth perspective

  • Set upsell and expansion targets, ensuring CSMs actively uncover and close opportunities

  • Step in to assist with high-value renewal negotiations and expansions

  • ✅ Expand through Partnerships

  • Oversee BrandBastion’s strategic partnerships and set up new partnerships with marketing agencies and tech platforms

  • Build channel sales strategies with partners

Why BrandBastion is Positioned for Massive Growth

  • We’re at an incredible inflection point: Social media has become the primary channel for brand-customer interaction and AI is transforming how brands can engage at scale. Companies are desperate for solutions that combine automation with human touch
  • Unlike legacy players like Sprout Social and Sprinklr, we’ve built our platform from the ground up for the AI era and with engagement at the heart of it. Our technology doesn’t just manage engagement – it helps create brand loyalty and measurably improves ROAS for our clients.

Who You Are

🔹 Sales & Revenue Leader: You’ve scaled and optimized a revenue function across both new business and upsells

🔹 Player-Coach Mentality: You love mentoring but can still step in to help close deals when needed

🔹 Process-Driven: You ensure CRM hygiene, accurate forecasting, and a scalable sales playbook

🔹 Experienced in SaaS & Enterprise Sales: You’ve sold to large brands with multi-stakeholder deals

🔹 Strategic & Data-Oriented: You think big-picture and back your decisions with data

Requirements

🔹 7+ years in B2B SaaS sales or account management, ideally in social media, martech, or ad tech

🔹 Experience managing both Account Executives and Customer Success Managers in a sales-driven environment

🔹 Strong background in sales forecasting, deal strategy, and pricing negotiation

🔹 Experience with HubSpot CRM and pipeline management

🔹 Ability to coach teams on enterprise sales, negotiation, and upsell strategies

  • Compensation: Competitive salary package with team based bonus plan (details shared during interview process)

  • Equity: Significant stock options in a rapidly growing company

  • Impact: Shape the future of social media management alongside industry veterans

  • Freedom: Remote-first culture with flexible work hours

  • Travel: Annual team retreats in amazing locations

  • Learning: Personal development and mentorship opportunities

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