Enterprise Account Executive

About Actively AI

Our thesis is that businesses of the future will be powered by agentic human-in-loop-machines that make every business function 10x more efficient.

Actively AI is building that machine for sales & marketing, focused on accelerating pipeline generation. We power the day-to-day for outbound teams at dozens of well-known companies like Navan, Ramp, Verkada, Ironclad, and Justworks.

In addition to top-notch customers that love our product, our team is incredibly high caliber - the co-founders are former Stanford AI researchers and the engineering team comes from Harvard, CMU, Berkeley, Brex, Scale AI, and Google. We're also well-funded with the support of top venture capital firms.

We have a very ambitious product and scaling roadmap, there’s strong market interest in what we are doing, and it’s time to put the foot on the gas. If you get excited by the thought of working really hard on these kinds of problems with a high caliber team, then Actively AI is the right place for you.

Job Description

We’re excited to see Actively AI clicking with well-known customers and there’s strong market interest in AI x sales. We are growing very quickly and it’s time to put the foot on the gas.

As Actively AI scales rapidly, we’re looking for a high-performing Enterprise Account Executive to drive adoption among enterprise customers. This role involves managing complex sales cycles, engaging multiple stakeholders, and executing a world-class playbook to secure six-figure deals and expand Actively AI’s presence in enterprise organizations.

Responsibilities

• Own the full sales cycle, from prospecting to closing, for enterprise GTM teams.
• Proactively source your own pipeline in net-new territories through outbound strategies including cold calls, LinkedIn, and partnerships.
• Manage complex sales cycles, selling $150K–$400K+ deals to enterprise organizations.
• Effectively multi-thread enterprise accounts, engaging stakeholders such as sales development, revenue leadership, sales/revenue operations, and marketing/demand generation.
• Use value-based sales approaches to deliver compelling ROI-driven pitches to C-level executives.
• Build and execute enterprise account plans, leveraging methodologies like MEDDPICC.
• Collaborate with the engineering team to hand off pilots/POCs and ensure a high win rate.
• Provide feedback to refine the sales process and shape Actively AI’s go-to-market strategy.

Who You Are

• Enterprise Sales Expert: 6+ years of experience in a SaaS sales role, including at least 3 years selling to enterprise organizations.
• Quota Crusher: Proven track record of exceeding $1M+ annual quotas with six-figure deal sizes.
• Executive Presence: Skilled in building relationships with C-level executives, particularly in revenue, finance, and marketing functions.
• Outbound Pro: Strong experience sourcing and closing your own pipeline in new territories.
• Strategic & Adaptable: Familiarity with navigating ambiguity, refining playbooks, and driving innovation in sales processes.
• AI Enthusiast: Passionate about leveraging AI to transform industries and solve complex problems.

Nice to Haves

• Experience selling to sales or marketing teams.
• Familiarity with MEDDPICC or other sales methodologies.
• Experience running POC or pilot motions

This role is not a good fit if…

• You are looking for a 9 to 5. With how ambitious our goals and visions are, the timelines in which we are looking to achieve it, and how much responsibility this position will have, 40 hours a week won’t cut it. Evening / weekend work does come with the territory.
• You are looking to sell a product that’s in a rinse & repeat phase. Our product is consistently evolving and improving as we get closer & closer to our vision, and the way you pitch it will evolve as we experiment to find what works best and expand the product surface area.
• You don’t do well when there’s ambiguity.