Account Executive

Day.ai Inc.; Boston, Northern (MA, KY); Hybrid; USD 200,000 - 250,000; Full time

Benefits offered by this job

Equity ownership

Quarterly offsites

Flexible time off

Collaborative team

Job summary

Day AI Inc. is seeking an experienced sales professional to own the full cycle from prospecting to close in a high-volume, AI-native market. You will manage a fast-moving pipeline, grow an existing base, and shape our ICP and pitch to accelerate growth.

You have a proven quota-attainment record, experience selling to technical buyers, and have thrived in early-stage environments where you build before you sell.

Qualifications

• Full-cycle AE or senior BDR experience in a transactional or SMB motion with real volume.
• A quota attainment record you can speak to with specifics, not just percentages.
• Experience selling to technical or AI-native buyers.
• Time at an early-stage company where you had to build before you could sell.

Responsibilities

• Own the full cycle from prospecting through close
• Manage a high-volume pipeline with short cycles and consistent throughput
• Manage and grow the existing customer base, driving retention, expansion, and long-term customer value
• Help define ICP, sharpen the pitch, and build the framework we scale from
• Feed market intelligence back to the team and influence product direction
• Document what works so we can ramp the next AE faster

Skills

Full-cycle sales

Quota attainment

Transactional sales

AI-native buyers

Job description

Day AI is the AI-native system of record for customer relationships. The successor to CRM. It gives every person on a go-to-market team agents with standing roles, grounded in a shared memory of every call, email, and conversation the company has ever had, doing the work before anyone has to ask.

The market is fragmenting the old CRM monolith into a new set of agent-native categories — customer memory, agent platform, skills automation, analytics, knowledge management, and a developer surface. Day AI is the only company building every one of them and re-integrating them into one system already running in production. That re-integration is the moat.

The company was founded by Christopher O’Donnell, who built HubSpot’s Marketing Hub, Sales Hub, Service Hub, and Data Hub, the only product that has ever offered a credible alternative to Salesforce at scale. He has spent the three years since ChatGPT launched rebuilding it from scratch for the AI era.

We’ve raised a $20M Series A led by Sequoia. Hundreds of companies are already running their GTM teams agentically on Day AI. This is the future of how businesses keep track of and connect with customers.

Most AI companies are selling the promise. Day AI is selling the system, already running in production, already compounding for customers who deployed it. You’ll be one of the first people bringing it to market at scale.

Your buyer is a founder or CEO who has already bought into the agent-era worldview and is now asking the harder question: build it themselves, or buy it. Your job is to make that decision obvious. You’ll convert inbound demand while building your own pipeline into VC-backed companies with 50+ employees, full-cycle, no handoffs, no committee between you and the decision maker.

This is an early role at a company with real product, real customers, and a category that’s still being defined. The people who close deals here will have shaped how Day AI goes to market.

WHAT YOU WILL DO

• -> Own the full cycle from prospecting through close
• -> Manage a high-volume pipeline with short cycles and consistent throughput
• -> Manage and grow the existing customer base, driving retention, expansion, and long-term customer value
• -> Help define ICP, sharpen the pitch, and build the framework we scale from
• -> Feed market intelligence back to the team and influence product direction
• -> Document what works so we can ramp the next AE faster

WHO WE ARE LOOKING FOR

• + Volume is fuel for you, not something you are tolerating
• + You use AI deeply and habitually, not experimentally
• + You build your own process and push back when something is not working
• + You have made non-obvious career moves and taken real risks
• + You figure things out without being told how and move fast without waiting for the infrastructure to be ready
• + You want to win and do not need anyone to manufacture that for you

BACKGROUND THAT MAPS WELL

• + Full-cycle AE or senior BDR experience in a transactional or SMB motion with real volume
• + A quota attainment record you can speak to with specifics, not just percentages
• + Experience selling to technical or AI-native buyers
• + Time at an early-stage company where you had to build before you could sell

OTE $200,000 to $250,000 depending on experience, plus meaningful equity.

LIFE AT DAY AI

• + Equity with meaningful ownership
• + Quarterly offsites (recent: Vegas, Charleston, Costa Rica, SF, Austin, Boston)
• + Flexible time off
• + A team that is kind, competitive, and genuinely obsessed with building something that matters

WHY NOW

The agent-era worldview stopped being a prediction. It’s consensus. Your buyer already believes the future looks like this. What they haven’t done is act on it. The leverage is real, it’s proven, and it’s still sitting on the table unclaimed. That’s the window.

The companies that build a shared customer memory foundation now compound on it every day. The ones that wait fragment. That gap doesn’t stay winnable for long, and almost no one has moved yet.

You’ll be selling at the start of that shift, backed by Sequoia, built by the person who architected HubSpot, into a market that has already done the hard work of convincing itself.