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Sybill · 8 months ago

Head of Sales

United States

Full-time

Remote

Mid, Senior Level

$170K/yr - $240K/yr

4+ years exp

Sybill is a company focused on automating sales processes to enhance productivity for B2B Account Executives. As the Head of Sales, you will drive revenue growth across mid-market and enterprise segments by designing and executing sales strategies while personally handling key deals and optimizing the sales funnel.

Artificial Intelligence (AI)CRMEnterpriseMachine LearningSaaSSalesSoftware

Responsibilities

Own the full sales funnel—from prospecting and qualification to negotiation and close—across mid-market and enterprise accounts

Design and iterate on Sybill’s go-to-market, optimizing messaging, discovery, and deal cycles

Consistently exceed targets while maintaining a rigorous, metrics-driven approach to forecasting and pipeline management

Partner closely with the founders, marketing, product, and customer success to align GTM strategy, accelerate deal velocity, and identify new market opportunities

Leverage AI tools (including Sybill itself) daily to scale your productivity, prospect smarter, and close faster

Represent the voice of the customer internally, shaping product direction and positioning with real-time insights

Qualification

SaaS salesSales strategyAI toolsPresentation skillsCommunication skillsProblem-solvingGrowth mindsetCollaboration

Required

4+ years of experience in a closing role, with at least 2 years in SaaS sales

Tenacious about winning deals - multithreading, flipping challenges into opportunities, and breaking through obstacles excites you

Comfortable navigating uncertainty and ambiguity, proactively making strategic decisions, and ready to dive in at any level to drive results

Passionate about the potential of AI in sales and an active user of tools like ChatGPT. You're resourceful, proactive, and adept at leveraging AI to streamline your day-to-day work

Operate with high horsepower, have strong problem-solving skills, are adept at frequent context switching, effectively manage working on multiple projects at once with expansive ownership, and ruthlessly prioritize

Possess exceptional presentation and communication skills

A proven growth mindset; you learn rapidly, iterate constantly, and proactively adapt to market and competitive shifts

Honest, transparent, and collaborative. You embrace giving and receiving direct feedback to continuously improve