Head of Sales

Datalinx AI

$150K — $250K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7-20 years of enterprise sales experience with a strong track record of hitting quota and closing complex deals.
  • Experience in early-stage startups, selling without established brand or playbook.
  • Familiarity with AI products, data, or infrastructure.
  • Technical fluency to engage with data leaders and engineers.
  • Deep understanding of marketing technology, advertising technology, or commerce sectors.
  • Proven ability to move deals quickly using recognized sales frameworks.
  • Excellent communication skills, both written and verbal.

Responsibilities

  • Build and manage a qualified pipeline of enterprise accounts in target sectors.
  • Execute authentic outbound and nurture inbound and partner-sourced leads.
  • Collaborate with the CEO to refine target account strategy and customer profiles.
  • Lead the complete sales cycle from initial meeting to contract signing.
  • Conduct thorough discovery to identify customer challenges and build compelling value propositions.
  • Manage multiple stakeholders in complex deal scenarios, ensuring all technical and business needs are addressed.
  • Provide weekly reports on pipeline health and sales activity to the leadership team.

Benefits

  • Health insurance options including medical, dental, and vision coverage.
  • Paid time off to support work-life balance.
  • Opportunity for commissions and equity ownership.
  • Flexible work options with remote possibilities for suitable candidates.
Full Job Description
About this Role

We're looking for an exceptional enterprise seller to join us as Head of Sales. This is a high-ownership, high-impact role for someone who knows how to cut through the AI noise to open doors, run complex deal cycles, and close deals. You'll be our first dedicated sales hire and will work directly with the CEO to turn pipeline into revenue.Our immediate focus will be closing deals. You'll own the full sales cycle for our target accounts, from first conversation through signed contract and handoff. You'll be selling an AI product to technical and business stakeholders at brands, publishers, agencies, data seller, and platforms across marketing, advertising, and commerce. As the company scales, there is an opportunity to lead sales and build the team, playbook, and process.

What You'll Own

Pipeline Generation

  • Build and own a qualified pipeline of enterprise accounts across our ideal customer profiles in marketing, advertising, and commerce.
  • Run disciplined, authentic outbound alongside inbound and partner-sourced opportunities.
  • Work with the CEO to prioritize target accounts and sharpen our ideal customer profile as we learn from the market.

Deal Execution

  • Own the full sales cycle from first meeting through discovery, evaluation, negotiation, contract, pilot, and close.
  • Run discovery that gets to real business problems and translate them into a clear, quantified case for Datalinx.
  • Lead multi-threaded deals across technical stakeholders (data, engineering, IT, security) and business stakeholders (marketing, media, commerce, analytics).
  • Partner with Solutions and Product on demos, proofs of concept, and technical validation.
  • Manage pricing, proposals, procurement, security review, and legal through to signature.

Forecasting and Operating Rhythm

  • Maintain an accurate pipeline and forecast in our CRM and proactively keep it current.
  • Report on pipeline health, conversion, and deal risk to the CEO and leadership on a weekly cadence.
  • Bring structure to how we sell, including stage definitions, qualification criteria, and deal reviews.

Market Feedback and Partner Motions

  • Serve as the voice of the customer back to Product, sharing what's landing, what's missing, and what's blocking deals.
  • Build relationships with partners and channels that expand our reach into target accounts.
  • As the company grows, lay the foundation for a sales organization, including playbooks, onboarding, and the first hires on your team.

Who You Are

  • 7-20 years of enterprise sales experience with a consistent record of hitting quota and closing complex, multi-stakeholder deals
  • Early-stage startup experience - you've sold at a company before it had a brand, a playbook, or a mature product, and you know how to create momentum from a standing start
  • AI product experience - you've sold AI, data, or infrastructure products and can explain how they work, what they're good for, and where they aren't a fit
  • Technical fluency - you're comfortable selling to data leaders, engineers, and CTOs, and you can hold your own in a technical evaluation
  • Domain expertise - deep experience in marketing technology, advertising technology, or commerce, and you understand how brands, agencies, and platforms actually buy
  • Closer's instinct - you qualify using known frameworks (challenger sale, MEDDIC), create urgency, and move deals with high velocity
  • Excellent communicator - crisp written and verbal, low drama, high clarity
  • Comfortable with ambiguity - you're energized by early-stage environments where the path isn't always clear
  • AI Enabled - You're a Turbo Brain, not a Slop Cannon
  • Based in New York City preferred, with the ability to work in-office regularly. Remote is possible for the right candidate

Nice to Have

  • Experience selling data platforms, clean rooms, CDPs, or other customer data infrastructure
  • Existing relationships with brands, agencies, or platforms in marketing, advertising, or commerce
  • Experience selling alongside or through partners such as cloud data platforms, systems integrators, or agencies
  • Prior experience building or leading a sales team

The base salary range for this position is $150,000-$250,000 plus commission, equity, and benefits. Datalinx AI offers benefits including health insurance (medical, dental, vision) and paid time off. Final compensation will be determined based on factors including experience, qualifications, and location.

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