Vice President of Sales

About Anakin

Anakin is a Y-Combinator-backed technology company and a competitive pricing intelligence platform for brands and online stores. Anakin sends eCommerce stores and brands the pricing, products, and trends data of other similar stores (their competitors) so they can adjust their prices accordingly, fast. We collect web data at scale so that you don’t have to. We track and categorize all this data using AI and machine learning.

Job Description

We are seeking a high-performing VP of Sales to lead our net-new revenue efforts and scale our outbound sales organization. This is a pure hunting role, perfect for a results-driven leader who thrives in a high-growth, startup environment. You will own the full revenue responsibility for new business, managing an ambitious team of 16( 4- 5 Account Executives,2 SDR Managers, 8-10 SDRs), driving revenue growth, and establishing our footprint in the market.

If you have a proven track record of leading outbound sales teams to consistently hit ambitious targets and are excited to build a high-performance sales engine, this is the role for you.

Key Responsibilities

• Net-New Revenue Leadership: Own the strategy and execution for all new business generation. Drive top-line revenue by scaling a pure outbound sales team and implementing effective hunting strategies.
• Team Management & Development: Lead and mentor a team of 16( 4-5 AEs ,2 SDR Managers, 8-10 SDRs). Set clear quotas, provide coaching, and build a high-performance culture focused on net-new revenue.
• Outbound Sales Strategy: Develop and oversee prospecting, pipeline development, and outreach programs. Ensure the team maintains a healthy pipeline with strong coverage for consistent achievement of targets.
• Performance Accountability: Each Account Executive is responsible for achieving individual revenue targets, while the VP ensures the team consistently meets and surpasses collective sales goals. Key performance indicators include meetings booked, opportunities created, pipeline velocity, and close rates.
• Direct Selling & Deal Support: Actively participate in closing high-value deals. Engage with key enterprise prospects and provide strategic guidance to accelerate deal progression.
• Forecasting & Reporting: Maintain accurate revenue forecasts and provide the CEO and leadership team with actionable insights into sales performance, pipeline health, and market opportunities.
• Sales Process & Playbook: Implement and enforce a structured sales methodology for qualification, engagement, and closing, ensuring repeatable success across the team.
• Cross-Functional Collaboration (as needed): Collaborate with Product and Operations teams to ensure alignment on customer needs, product capabilities, and deal execution.

Desired Qualifications & Experience

• Extensive Sales Experience: 14–15 years in B2B enterprise sales, with at least 5+ years in a leadership role. Proven expertise in net-new business generation.
• Hunting Expertise: Demonstrated ability to close complex, high-value deals through outbound sales. Experience leading teams that are purely focused on prospecting and new logo acquisition.
• Team Leadership: Experienced in hiring, scaling, and managing small, high-performing sales teams. Comfortable coaching reps to achieve ambitious revenue goals.
• Startup & High-Growth Experience: Thrive in fast-paced environments with minimal marketing support. Resourceful, hands-on, and results-oriented.
• Domain Knowledge: Experience selling SaaS, data solutions, or technical products to enterprise clients is a strong plus. Familiarity with eCommerce or retail sectors is advantageous.
• Educational Background: Bachelor’s degree in Business, Marketing, or a related field preferred. MBA or advanced degree is a plus.

Skills & Leadership Traits

• Results-Driven & Accountable: Owns outcomes; relentlessly focused on hitting net-new revenue targets.
• Strategic Vision & Execution: Can craft a highly effective outbound sales strategy and translate it into actionable plans for the team.
• Inspirational Leadership: Motivates and develops a small team to deliver outsized results.
• Exceptional Communication & Negotiation: Persuasive with enterprise prospects and internal stakeholders.
• Analytical & Data-Driven: Uses metrics to optimize performance, pipeline, and team effectiveness.
• Adaptable & Resilient: Thrives in dynamic, resource-constrained environments.
• Customer-Centric & Relationship-Oriented: Focused on building lasting relationships with new clients.

KPIs & Success Metrics

• Revenue Achievement: Consistently met or exceeded assigned revenue targets.
• New Customer Acquisition: Number of new enterprise accounts added per quarter.
• Pipeline Health & Conversion: Maintain 3x pipeline coverage; track conversion rates, win rates, and average sales cycle.
• Team Performance & Ramp: Quota attainment per AE, ramp-up time for new hires, and retention of top performers.
• Forecast Accuracy: Predictable and accurate revenue projections.

Why Join Us?

This is a career-defining opportunity to own net-new revenue at a high-growth data company. You will build and lead a high-performance outbound sales engine, make a direct impact on company growth, and set the stage for global expansion. Competitive base, commission, and equity options offered.