Account Executive

Weekday AI•San Francisco, CA

12h•Onsite

About The Position

This role is for one of Weekday’s clients, Min Experience: 6+ years, Location: San Francisco, JobType: full-time. The Enterprise Account Executive will drive business growth by managing the complete sales cycle across strategic and enterprise accounts. The role partners with Sales Development Representatives on prospecting, leads discovery conversations, navigates complex buying processes, negotiates contracts, closes deals, and identifies account-expansion opportunities. The successful candidate brings a strong B2B SaaS sales background, builds relationships with senior executives, and translates complex customer challenges into measurable business outcomes. Working closely with senior revenue leaders, founders, Product, and Marketing, the Account Executive will help refine sales strategies, incorporate customer feedback, and build a scalable enterprise go-to-market strategy. This is a high-ownership opportunity in a fast-paced, early-stage environment where processes and playbooks are still evolving.

Requirements

6–10 years of experience in B2B SaaS sales, with a proven track record of success in enterprise sales.
Experience selling to senior executives and managing complex, multi-stakeholder sales cycles.
Strong discovery skills, including the ability to identify underlying business challenges, customer priorities, and purchasing urgency.
Ability to build compelling business cases and connect product capabilities to measurable business results.
Excellent follow-up, pipeline management, and CRM management skills.
Strong communication and presentation skills, including the ability to simplify complex concepts and communicate a compelling customer value proposition.
Highly coachable, receptive to feedback, and able to adapt sales strategies quickly.
Experience working in early-stage companies or ambiguous, rapidly evolving business environments.
Ownership-driven mindset, with the ability to generate opportunities and build effective sales processes without a fully established playbook.

Nice To Haves

Experience selling to revenue, sales, or go-to-market leadership teams.
Exposure to AI-focused organizations or AI-powered B2B SaaS solutions.
Experience navigating enterprise procurement, security, and legal review processes.
Experience developing enterprise sales methodologies, messaging frameworks, and scalable GTM strategies.

Responsibilities

Manage enterprise sales opportunities from account planning and prospecting through discovery, security reviews, negotiations, deal closure, and account growth.
Lead discovery conversations with CROs, Vice Presidents of Sales, RevOps leaders, and other senior stakeholders.
Identify customer pain points, establish urgency, understand buying criteria, map decision-making processes, and define measurable business impact.
Build consensus across business, technical, security, legal, procurement, and executive teams to progress complex deals.
Maintain structured follow-ups, establish mutual action plans, coordinate next steps, and ensure accurate CRM documentation.
Contribute to developing and refining enterprise sales processes, messaging, demonstrations, and business cases.
Share customer insights with founders, Product, and Marketing to improve product positioning, sales effectiveness, and go-to-market execution.
Build trusted relationships with decision-makers and communicate product value in terms of strategic priorities and measurable business outcomes.
Identify new opportunities, experiment with sales approaches, and continuously improve processes.