Head of Sales

This role is for one of the Weekday's clients

Salary range: Rs 2500000 - Rs 5000000 (ie INR 25-50 LPA)

Min Experience: 10 years

JobType: full-time

Our mission is to humanize the internet. At the intersection of AI, psychology, and large-scale data, we are building technology that personalizes and transforms how people connect online—enabling more trustworthy relationships than ever before. Currently, we empower sales teams with cutting-edge buyer intelligence, offering insights that help personalize every interaction and build authentic connections. Recognized by Gartner as one of the top 5 Sales AI solutions for enterprise teams and taught at leading universities, our platform is trusted by global enterprises, high-growth startups, and even iconic sports brands. And we’re just getting started.

Key Responsibilities

• Lead a high-performing India-based sales team of 8–10 BDRs, AEs, and Sales Analysts.
• Own and deliver ambitious revenue targets through disciplined execution and strategic leadership.
• Start in a player-coach capacity, actively closing deals while coaching the team, and transition into a pure leadership role at the right time.
• Master our product, the buyer intelligence space, and the broader Sales AI market.
• Build trusted advisor relationships with CROs and senior sales leaders, deeply understanding their pain points and positioning solutions persuasively.
• Evangelize buyer intelligence, showcasing its transformative impact on sales teams.
• Evolve existing playbooks into next-level AI-assisted strategies and drive the full sales cycle—from prospecting and qualification to negotiation and closing.
• Develop and refine sales processes, create scalable playbooks, and share actionable insights with leadership.

Requirements – What Really Matters

• Proven record of at least $10M in closed/won revenue over your career, with at least one-third closed individually and two-thirds in a leadership role.
• Consistent overachievement in enterprise SaaS or AI sales to the US market, ideally within early-stage or category-creating startups.
• Experience closing $100K+ ACV deals in the US, with flexibility to work CST hours.
• Strong grasp of modern sales methodologies (DISC, MEDDPICC, Sandler, Challenger, etc.), with formal training or certifications preferred.
• Demonstrated success in building tool stacks, processes, and playbooks that scale.
• Strategic thinker with a disciplined, structured approach—balanced with the grit to hustle and deliver results.
• Competitive, highly motivated, and relentless in achieving goals, while remaining grounded in strong personal values.

What Matters Somewhat

• 10+ years in SaaS sales with at least 5 years in leadership roles targeting mid-market or enterprise clients.
• Experience selling hard-to-sell, category-defining products at early-stage companies.
• Passion for technology and its role in enabling business success.
• Background in competitive sports or other high-endurance pursuits is a plus.

What Does Not Matter

• School or college attended.
• Past grades or scores.

Personality Expectations
We’re looking for a go-getter—someone who thrives on competition, pushes beyond limits, and consistently expects excellence of themselves. You embrace challenges with grit, discipline, and determination. While performance can have ups and downs, values cannot be compromised. Integrity, authenticity, and client-centricity are non-negotiable.

ESOPs Available: 0.1 – 0.3%