WA
Account Executive (US / Canada)
Weekday AI
Canada · On-site Full-time Senior ₹18000k – ₹24000k/yr 6d ago
About the role
Overview
- Client: Weekday's client
- Salary range: Rs 18,000,000 – Rs 24,000,000 (ie INR 180 – 240 LPA)
- Minimum Experience: 4 years
- Location: USA, Canada
- Job Type: Full-time
About the Role
You will play a key role in managing and closing high ACV enterprise accounts (valued at $75k and above), developing the enterprise sales strategy across North America, and collaborating closely with the founders and executive team. This position is ideal for a driven and entrepreneurial professional eager to expand a proven sales approach, penetrate enterprise-level clients, and make a lasting impact within a dynamic, early-stage startup environment.
Key Responsibilities
- Manage and close high-value ACV accounts ($75k+) sourced from a robust pipeline.
- Establish and lead the enterprise sales process in North America, setting benchmarks for mid-six-figure deals.
- Collaborate directly with founders and leadership across Customer Success, Product, Engineering, Growth, and Marketing.
- Attend finance-focused events to network and generate new business opportunities.
- Guide qualified prospects through the sales cycle from initial engagement to closing.
- Conduct impactful discovery meetings and product demos, often customized with input from Engineering and Customer Success teams.
- Manage complex pilot programs with meticulous follow-up, coordinating efforts between internal teams and prospective clients.
- Negotiate and finalize contracts by convincingly demonstrating our value relative to legacy competitors.
- Ensure a seamless go-live experience in partnership with Engineering and Solutions teams.
- Proactively generate a portion of your own leads.
- Maintain disciplined pipeline management and repeatable processes using CRM tools.
- Advocate for customer feedback to influence Product development and Go-To-Market strategies.
- Recruit and expand the North American Account Executive team over time.
Qualifications
- Minimum of 4 years’ experience selling B2B SaaS solutions to US-based customers.
- Demonstrated success selling to Mid-Market and Enterprise clients, closing deals with ACVs of $75k+, preferably $100k+.
- At least 2 years’ experience targeting Finance personas.
- Proven ability to build, lead, and inspire a high-performing sales team.
- Experience as one of the initial Account Executives at a startup; comfortable operating in a fast-moving, early-stage environment.
- Consistent track record of exceeding sales quotas.
- Strong entrepreneurial drive and resilience; able to thrive amidst the uncertainties inherent to early-stage companies.
- Excellent project management skills and a proactive approach, essential due to long sales cycles and pilot‑heavy deal structures.
- Deep understanding of sales methodologies, particularly MEDDPICC.
- Willingness to begin work at 7:30 AM ET.
Required Skills
- B2B SaaS Sales
- Enterprise Sales
- Mid-Market Sales
- Finance Persona Sales
- Pipeline Management
- Discovery
- Demos
- Pilot Management
- Negotiation
- Closing
- CRM
- Project Management
- MEDDPICC
- Team Building
- Entrepreneurial Mindset
Benefits & Perks
- Exceptional growth potential, advancing from zero churn to multi-six-figure deals, supported by strong inbound demand.
- Significant responsibility and influence, working closely with the founders to build the sales motion.
- Clear opportunities for leadership roles and career progression as the company scales.
- Minimal bureaucracy, fast-paced autonomy, and the chance to shape foundational sales playbooks.
- All expenses related to attending finance‑industry events will be covered by the company.
Skills
- SaaS Sales
- Enterprise Sales
- B2B Sales
Requirements
- Minimum of 4 years’ experience selling B2B SaaS solutions to US-based customers.
- Demonstrated success selling to Mid-Market and Enterprise clients, closing deals with ACVs of $75k+, preferably $100k+.
- At least 2 years’ experience targeting Finance personas.
- Proven ability to build, lead, and inspire a high-performing sales team.
- Experience as one of the initial Account Executives at a startup; comfortable operating in a fast-moving, early-stage environment.
- Consistent track record of exceeding sales quotas.
- Strong entrepreneurial drive and resilience.
- Excellent project management skills and a proactive approach.
- Deep understanding of sales methodologies, particularly MEDDPICC.
- Willingness to begin work at 7:30 AM ET.
Responsibilities
- Manage and close high-value ACV accounts ($75k+).
- Establish and lead the enterprise sales process in North America.
- Collaborate directly with founders and leadership across Customer Success, Product, Engineering, Growth, and Marketing.
- Attend finance-focused events to network and generate new business opportunities.
- Guide qualified prospects through the sales cycle from initial engagement to closing.
- Conduct impactful discovery meetings and product demos.
- Manage complex pilot programs with meticulous follow-up.
- Negotiate and finalize contracts by convincingly demonstrating our value relative to legacy competitors.
- Ensure a seamless go-live experience in partnership with Engineering and Solutions teams.
- Proactively generate a portion of your own leads.
- Maintain disciplined pipeline management and repeatable processes using CRM tools.
- Advocate for customer feedback to influence Product development and Go-To-Market strategies.
- Recruit and expand the North American Account Executive team over time.
Benefits
All expenses related to attending finance-industry events will be covered by the company.
Skills
B2B SaaS SalesB2B SalesCRMClosingDiscoveryDemosEnterprise SalesFinance Persona SalesMEDDPICCMid-Market SalesNegotiationPilot ManagementPipeline ManagementProject ManagementSaaS SalesTeam Building
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