Sales Executive - AI Forward

The Role

Single Grain is hiring a Sales Executive - AI Forward to lead a revenue inflection point. This is not a sales manager role. This is a player-coach closer and revenue owner mandate.

We are at an inflection point in our growth. Founder-led sales has driven us to this stage. Now we need a revenue operator who can personally close meaningful deals, install systems discipline, and build a repeatable enterprise sales motion.

You will:

• Personally close significant annual revenue

• Upgrade pipeline rigor and accountability

• Install CRM and conversion discipline

• Embed AI workflows into the sales process

• Reduce founder dependency in revenue generation

This role may evolve into leading the sales function entirely based on performance.

If you are looking to manage a team and stay out of closing, this is not the role. If you want to own revenue, install structure, and build a modern AI-forward sales engine, read on.

Measurable revenue impact is expected within the first 6 months.

About Single Grain

Single Grain is a fast-moving, award-winning, AI-driven digital marketing agency. We’ve been helping top brands like Amazon, Uber, and Salesforce grow since 2009. We specialize in Paid Media, SEO, Content Marketing, CRO, and more, powered by a lean, high-performing team focused on smart, impactful work.

We don’t just use AI, we build it. We’ve created proprietary AI tools including Karrot.ai , an AI-powered performance marketing system that generates ads, landing pages, and campaign assets in seconds, and ClickFlow, an AI-driven SEO experimentation platform that helps teams identify content opportunities, optimize pages, and increase organic traffic through systematic testing and workflow automation.

These tools aren’t side projects. They’re embedded into how we operate and how we serve clients.

We practice what we preach. Our blog brings in over 200,000 monthly visitors, our podcast has 100+ million downloads, and more than 140,000 marketers subscribe to our YouTube channel.

We move quickly, push hard, and expect a lot from ourselves and each other. AI isn’t just a tool we use. It’s core to how we operate, from creative to strategy to execution. Our long-term vision is to build a small but elite team that stays lean, scrappy, and relentlessly focused on tech-enabled innovation and measurable business impact.

We don’t micromanage. We don’t hire people who need their hands held. But we do collaborate deeply, give honest feedback, and leave space for mistakes, growth, and iteration. No egos, no fluff, just people who care about doing great work and supporting each other.

What You’ll Do

• Personally close high-value enterprise and complex service deals

• Increase average deal size and improve pricing discipline

• Build and enforce CRM rigor and pipeline accountability

• Operate from dashboards, not instinct

• Install conversion math across every stage of the funnel

• Reduce founder involvement in late-stage deals

• Build a repeatable enterprise sales motion

• Embed AI workflows into prospecting, qualification, and deal acceleration

• Improve outbound quality and strategic targeting

• Increase overall revenue predictability

Non-Negotiable Requirements

• Put “AI is cool” as the first line of your cover letter or subject line, or your application will not be reviewed.

• Proven track record closing 6- and 7-figure deals

• Must personally close $2M to $4M+ in annual revenue

• Experience selling complex services such as agency, consulting, SaaS, or transformation

• Comfortable selling to C-suite stakeholders

• Able to defend premium pricing

• Demonstrated ownership of meaningful annual revenue

• AI experience is mandatory.

You must:

• Actively use AI tools such as ChatGPT or Claude in your sales workflow

• Be able to describe specific AI use cases

• Understand how AI is changing marketing delivery

• Think in leverage, automation, and process efficiency

If AI usage is surface-level, this role is not a fit.

Ideal Profile

You are:

• Calm but aggressive

• Analytical but persuasive

• Confident but not arrogant

• Structured yet fast-moving

• Comfortable being measured weekly

• Obsessed with pipeline math

• High-agency and high-accountability

You thrive in:

• Direct feedback cultures

• High standards

• Ownership environments

• Measurable performance expectations

What This Role Is NOT

• Not a sales manager who avoids closing

• Not a relationship seller without pipeline rigor

• Not a lone wolf closer who resists process

• Not an old school sales operator

• Not politically sensitive or ego-fragile

• Not skeptical of AI

What Success Looks Like

Within the first 6 months:

• Significant personally closed revenue

• Increased deal size

• Founder involvement reduced

• Clear pipeline math installed

Within 12 months:

• Enterprise sales motion repeatable

• AI workflows embedded into sales

• Revenue growth materially upgraded

Compensation & Structure

Title: Head of AI-Enabled Sales Reports to: CEO Target OTE: $300K to $350K