Sybill

Head of Sales

Sybill

full-time

Posted on:

Location Type: Remote

Location: United States

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Salary

💰 $170,000 - $240,000 per year

Job Level

Tech Stack

About the role

  • 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.

Requirements

  • 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.
Benefits
  • Competitive compensation + comprehensive Health/Dental/Vision insurance + equity
  • Growth & Autonomy: Small team, big impact—grow alongside us!
  • Flexible PTO: We’re big fans of working hard and recharging when needed!
  • Company Offsite: Our annual offsite for collaboration and team fun!
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
SaaS salessales funnel managementforecastingpipeline managementnegotiationdeal closingmetrics-driven approachstrategic decision makingproblem-solvingcontext switching
Soft Skills
tenacityresourcefulnessproactivityadaptabilitycollaborationcommunicationpresentation skillsgrowth mindsetownershipfeedback receptiveness