Head of Sales
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Job Description
First sales hire taking Modern's AI-native commerce intelligence platform to market. Building the sales motion, closing across brand and partner segments, and hiring the future team.
Responsibilities:
- Serve as Modern's first dedicated seller and establish how its AI-native data and intelligence platform is sold
- Carry the sales quota and personally run deals
- Build a repeatable sales playbook covering who buys, why, sales cycle speed, pricing, and channels
- Determine pipeline generation strategy across outbound, partnerships, communities, events, Modern's network, affiliate, and referral channels
- Test, measure, and scale effective customer acquisition channels
- Sell across self-serve/product-led, mid-market, enterprise/strategic, and agency/partner motions
- Run unscripted product demonstrations using prospects' real data
- Answer technical objections without a solutions engineer
- Provide pricing and packaging feedback to leadership
- Bring actionable lost-deal feedback to the product team
- Interview at least 15 existing customers during the first 30 days
- Define the ICP based on evidence, document the sales process, create a demo narrative, and build pipeline in the first 90 days
- Establish a repeatable motion with predictable conversion rates and measure customer acquisition cost and sales cycle length within six months
- Achieve consistent quota attainment, recommend which motion to scale, and prepare a hiring plan within 12 months
- Hire and lead sales representatives once the motion is proven
Requirements:
- 5+ years of B2B SaaS sales experience
- Specific, demonstrable track record including numbers, deal sizes, cycle lengths, and pipeline sourcing
- Technical fluency with APIs, data integrations, and attribution methodology
- Experience building something independently, even if scrappy
- Knowledge of the AI landscape and ability to explain its business relevance to non-technical brand owners
- Experience selling in ambiguous, early-stage environments without an established playbook
- Understanding of CAC, MER, LTV, and contribution margin
- Direct DTC or e-commerce experience is a strong plus
- Early or first sales hire experience is a bonus
- Experience selling both self-serve/PLG and enterprise motions at the same company is a bonus
- Experience selling into agencies or working at an agency is a bonus
- Background in martech, analytics, attribution, or commerce infrastructure is a bonus
- Experience using AI tooling for prospecting or research workflows is a bonus
Benefits:
- Competitive health benefits
- Unlimited PTO
- Health and wellness credit
- Fully remote
- A front-row seat at an AI-native company building the future of how brands and creators work together
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