Mid-Market/Enterprise AE

Join Sybill as a Mid-Market/Enterprise Account Executive, where you'll take full ownership of your sales pipeline, execute and optimize your sales approach, and demonstrate how our cutting-edge AI transforms the sales process. You'll handle full-cycle opportunities, self-source high-quality leads, and work cross-functionally to drive adoption of Sybill across organizations. This role is ideal for a high-performing individual contributor who thrives on execution, proactive outreach, and making an impact.

• Lead deals end-to-end from sourcing pipeline and qualifying prospects to negotiation and close - across mid-market and enterprise accounts.
• Consistently exceed targets while maintaining a rigorous, metrics-driven approach to forecasting and personal pipeline management.
• Partner closely with marketing, product, and customer success to align on lead follow-up, accelerate deal velocity, and capture new opportunities.
• Passionate about the potential of AI in sales and an active user of tools like ChatGPT/Claude Cowork/Clay, etc. You're resourceful, proactive, and adept at leveraging AI to streamline your day-to-day work
• Comfortable navigating uncertainty and ambiguity, proactively driving your own activity, and taking total ownership of your target
• Possess exceptional presentation and communication skills
• A proven growth mindset; you learn rapidly, iterate constantly, and proactively adapt to market and competitive shifts
• Tenacious about winning deals - multithreading, flipping challenges into opportunities, and breaking through obstacles excites you
• 3+ years of experience in a full-cycle closing role, with at least 2 years in SaaS sales
• A proven track record of self-sourcing pipeline and prospecting into targeted mid-market and enterprise accounts. You will have support from marketing in building the pipeline, but you don’t hesitate to self-source to hit your number
• Honest, transparent, and collaborative. You embrace giving and receiving direct feedback to continuously improve
• Operate with high horsepower, have strong problem-solving skills, are adept at frequent context switching, effectively manage multiple deals at once, and ruthlessly prioritize