Head of Sales (Closer)

Type

Full-time, senior individual contributor carrying the company's biggest new-business number. No team to manage.

Deals

consultative marketing engagements at $15k–$25k+/month, sold to marketing and growth leaders

Location

Full-time, remote (United States only; Los Angeles a huge plus)

Comp

$150,000–$200,000 USD base plus variable; OTE around $400,000+

One-liner

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Personally close consultative $15k–$25k+/month marketing engagements, then grow them, so new business no longer depends on the founder.

About the role

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Single Grain combines marketing services, software, and AI. Eric Siu hosts Leveling Up and co-hosts Marketing School with Neil Patel, which gives us brand reach and deal flow most agencies do not have. This seat is the head salesperson: you run discovery, write the proposal, negotiate, and close. Then you grow the account with upsell and cross-sell, and you hunt RFPs and win a share.

You should be an advanced AI user in your sales motion. Before every discovery call you have an AI-built brief on the company, its current marketing, and its likely buying committee. Your workflow first-drafts proposals and RFP responses, and you finish them. Follow-ups are drafted from your call notes the same day. AI does the prep so your hours go to the conversations that close; you still write the parts that win the deal.

What you will own

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• Your own new-business number: qualified deals from first call to signature.
• Discovery, proposals, pricing within our rate card, and negotiation.
• Expansion of the accounts you close: upsell and cross-sell into more services.
• An RFP motion: find relevant RFPs, qualify them, and win them, with an AI scan that surfaces fits weekly against our criteria.
• An AI account-research + proposal workflow (call-prep brief, proposal and RFP first draft, follow-up from call notes) that a teammate also uses.
• A clean CRM pipeline and a weekly forecast you stand behind.

What success looks like

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• By day 30: pipeline audited and owned in the CRM; offers learned; first proposals out; your AI research + proposal workflow is in use by a teammate on a live deal.
• By day 60: your own discovery-to-proposal cycle running on inbound and self-sourced deals; the weekly AI RFP scan is live; weekly forecast.
• By day 90: your first $15k+/month engagement closed personally; forecast within ±15%; Eric no longer needed in standard late-stage deals. Failure = pipeline still waiting on Eric to close.
• By 6–12 months: on pace for about $3M+ a year in closed new business, with expansion revenue and RFP wins on top.

Evidence we want to see

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• 6+ years of B2B closing (ideally more), carrying a personal new-business quota. Director, VP, or Head titles are fine if you still carry your own number.
• About $3M+ a year personally closed, with the timeframe.
• Consultative agency, professional-services, or martech deals at roughly $15k–$25k+/month (about $180k+ ACV) sold to marketing or growth leaders.
• A concrete example of growing an account after the first deal.
• RFPs you found, answered, and won (strong plus).
• AI in your sales workflow you can show: a named workflow, what it does, the time it saves, and the parts you still write yourself.
• Steady tenure; internal promotions are a big plus.

What this role is not

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Not a sales manager role or team build. Not SDR/BDR, renewals-only, or customer success. Not SMB, transactional, or B2C selling. Not fractional or consulting. Not for anyone based outside the US.

How the process works

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Application 7 short questions sent to you by email evidence review (redacted quota letters or CRM reports welcome) live mock discovery call paid, time-boxed practical on two sample accounts (a new-logo proposal and an expansion plan) with a live defense references from former managers.

Benefits

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Medical, dental, and vision; life insurance; 401(k) with 4% match; unlimited PTO; monthly UberEats; MacBook; home-office stipend/setup. Subject to plan terms and eligibility.

Apply

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Apply with your resume or LinkedIn. We will email you 7 short questions; answer them yourself. AI-written answers are disqualified.