Account Executive (AI-SaaS Sales Representative)

tl;dr: We're a Silicon Valley AI start-up selling to the most advanced marketers at companies like Brex, Reddit, and Zoom and just relocated our headquarters to Downtown Clearwater. We're looking for an ambitious hungry seller who already knows the fundamentals — from any industry — who wants a real mentor to launch their tech-sales career or someone already in the industry ready to move upmarket from a more transactional SMB sales cycle. If you can sell, you're curious about AI, and you'd rather build something than clock in, keep reading.

The Real Talk

This isn’t your average sales job where you’ve given a script, told to follow and not think too much. Here, you'll learn to sell an AI-native platform that's changing how B2B marketing works, coached by people who've actually carried a quota and closed hard deals. We don't expect you to know digital advertising or martech on day one, however, we do expect you to know how to sell, how to work hard, and how to figure things out.

This is a mentorship role with a real career ladder — not a headset and a cubicle. You bring the hunger and the sales instincts; we'll teach you the marketing, the product, and the strategy.

What You'll Actually Do

• Learn to sell AI software to marketing leaders at B2B tech companies
• Prospect and build pipeline — research accounts, run outreach, book meetings
• Sit in on (and eventually run) discovery calls, demos, and closing
• Learn how sophisticated buyers think, and how to navigate a buying committee (a skill that pays for the rest of your career)
• Work side-by-side with our AI agent, Arlo 🚀, to automate the grunt work (CRM updates, research, follow-ups) so you spend your time actually selling
• Absorb everything — digital advertising (LinkedIn, Google, Meta, ChatGPT ads, email), the tech stack, the strategy — from mentors who want you to win
• Travel to industry events and/or visit prospective clients on-site to close deals and build relationships by adding value through consultative-challenger selling, and wining & dining,

You're a Fit If...

• You've sold something and were the #1 rep— solar, cars, boats, retail, real estate, B2B, whatever. Fundamentals travel.
• You're in the Clearwater / Tampa Bay area and want to be in the office every day
• You've used a CRM and aren't scared of a tech stack
• You've actually used AI for something real — not just asking ChatGPT to write an email. You've experimented, built something, automated something.
• You're genuinely hungry for a mentor and want to level up fast — you take coaching and run with it
• You're earlier in your sales career (or making a jump into tech) and ready to outwork the room

Bonus points:

• You came from a high-intensity, high-rejection world (sales floors, recruiting, hospitality, finance) and thrive on it
• You already know a little about digital marketing or advertising
• You've built something with AI to make you a better seller

Why Metadata

• Real mentorship from people who've closed serious deals — this is a launchpad, not a dead end
• Equity — you're joining early enough that it actually matters
• AI-native from the ground up: Arlo will be handling the busywork so you focus on people and deals
• Sell a product customers genuinely love (our case studies are real — go check)
• Small team, low bureaucracy, high autonomy, big voice, huge ceiling
• Competitive salary and uncapped commission
• Flexible PTO & Company Holidays
• Comprehensive benefits package, including health, dental, and retirement plan.

The Catch

This isn't remote and it isn't easy money, but it can be big money. You'll be in the office, learning fast, prospecting hard, and hearing "no" a lot before you hear "yes." If you want to coast, this isn't your spot. If you want someone to teach you how to become a killer in tech sales — and you're willing to earn it — this is exactly your spot.

How to Apply

Record a 2-minute Loom video (or write a one-page memo — your call) answering:

• What's the hardest thing you've ever sold? Walk us through it — the situation, the objection, and how you got it over the line.
• Why do you want to break into tech sales — and why here?
• What's one way you've used AI (beyond just ChatGPT prompts) that most people your age haven't figured out yet?

Send the video/memo, your resume, and your LinkedIn URL in an email to salescareers@metadata.io

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Metadata is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran status, or disability status. We encourage applicants of all backgrounds and experiences to join our diverse and talented team. 🧡