Enterprise Account Executive – AI & Digital Workplace
About Akumina
The way employees work is changing fast. AI, Microsoft Copilot, and modern digital workplace platforms are reshaping how organizations deliver knowledge, tools, and experiences to their workforce.
Akumina sits at the center of that transformation. We help global enterprises bring structure, governance, and real outcomes to AI across Microsoft 365.
We are building a high-performing enterprise sales team and looking for Account Executives who thrive in complex environments, lead executive conversations, and want to help define the next generation of the digital workplace.
The Role
This role is ideal for someone who enjoys leading complex enterprise sales cycles and challenging customer thinking. Successful candidates bring a strong understanding of the Challenger Sales model, run disciplined deal processes, and are comfortable navigating multi-stakeholder environments.
What You'll Do
Drive Enterprise Sales
- Own the full sales cycle from prospecting through contract execution
- Build and manage a strong pipeline of enterprise opportunities
- Run disciplined deal management using a structured sales process
- Consistently meet or exceed quarterly and annual revenue targets
Lead Challenger Conversations
- Use the Challenger Sales methodology to lead consultative, insight-driven conversations
- Help customers rethink how AI can transform the employee experience
- Guide executive stakeholders through strategic digital workplace decisions
Navigate Complex Organizations
- Engage multiple stakeholders across IT, Internal Communications, HR, and Digital Workplace leadership
- Build executive relationships within global enterprise organizations
- Manage complex buying cycles involving security, compliance, and Microsoft ecosystem considerations
Position AI-Driven Solutions
- Articulate how AI, Microsoft Copilot, and enterprise knowledge platforms are reshaping the digital workplace
- Position Akumina as the experience and governance layer for AI within Microsoft 365 environments
- Help organizations unlock the value of AI-powered intranet and employee experience platforms
Collaborate Cross-Functionally
- Partner with Solutions Engineering to deliver compelling, outcome-focused demonstrations
- Work with marketing and partners to develop pipeline and thought leadership opportunities
- Provide field feedback to product and leadership teams
What We're Looking For
Experience
- 7–12+ years of enterprise SaaS sales experience
- Proven track record of consistently exceeding $1M+ quota
- Experience selling into global or Fortune 1000 organizations
- Experience engaging IT, Communications, HR, or Digital Workplace leaders
Sales Discipline
- Strong understanding of the Challenger Sales methodology
- Experience managing structured enterprise sales processes
- Ability to control complex sales cycles with multiple stakeholders
AI & Digital Workplace Awareness
- Working knowledge of AI, Microsoft 365, or enterprise knowledge management platforms
- Ability to translate emerging AI trends into meaningful business conversations
Why Join Akumina
- Help shape the future of the AI-powered digital workplace
- Work with global enterprises navigating major transformation across Microsoft 365 and AI
- Competitive compensation, strong growth trajectory, and the opportunity to make a meaningful impact as the company scales