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Enterprise Sales Leader

Lead and develop a high-performing sales team at Sierra, focusing on enterprise customer relationships and sales strategy.

Location
US - Remote
Compensation
Not disclosed
Level
lead
Type
full time · On-site

Posted by employer 9 months ago

First seen on Joblaze 2 months ago

Last verified on the company career page 2 hours ago

Apply at Sierra → Save job Scanned from sierra.ai

Skills & Technologies

AI in the day-to-day

We partner with industry leaders to build better customer experiences with AI.

Requirements

Experience
10–15 years

Not disclosed in this posting: compensation, visa sponsorship.

Benefits

Unlimited PTO Health Insurance Parental Leave

Joblaze summary

The Enterprise Sales Leader at Sierra is responsible for guiding a high-performing sales team, focusing on hiring, coaching, and fostering a culture of accountability and collaboration. This role requires extensive experience in enterprise sales, particularly in managing complex deals and leading teams, along with strong analytical and communication skills. Ideal candidates will have a background in enterprise sales leadership and familiarity with the AI landscape. Sierra emphasizes a values-driven culture, aiming to create impactful customer experiences through AI.

Joblaze insights

  • Listed about 2 months ago — first seen on Joblaze September 3, 2026. Last confirmed on Sierra's careers page November 12, 2026.
  • AI/ML appears in 24.8% of 435 comparable lead sales/marketing roles in United States.

Quick facts

Is the Enterprise Sales Leader role remote?
No — this is an on-site role in US - Remote.
How much experience is required?
10–15 years of relevant experience for this Enterprise Sales Leader role.
Where is the role based?
Sierra is hiring for this position in US - Remote.
What's the tech stack?
Joblaze extracted these technologies from the posting: AI/ML.
What seniority level is this role?
Sierra targets lead candidates for this position.
Is this full-time or contract?
Full-time for this Enterprise Sales Leader role at Sierra.

From the original posting

What you'll do

  • Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across your region, Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team.

  • Own regional performance: Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights.

  • Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.

What you'll bring

  • 10-15+ years of experience: Extensive experience in enterprise customer-facing sales role, identifying and closing large accounts.

  • People leadership experience: 5+ years managing, mentoring, and developing a high-performing enterprise sales team.

  • Enterprise experience: You've run and managed end-to-end complex deals ($1M+).

  • Strong communication skills: Exceptional verbal and written communication abilities.

  • Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.

Even better...

  • Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends, as well as fluency with AI tooling and workflows.

  • Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.

Our values

  • Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.

  • Flexible (unlimited) paid time off

  • Life insurance and disability benefits

  • Retirement plan dependent on country of employment

  • Parental leave

  • Fertility and family building benefits

  • Free alphorn lessons

Standard company text repeated across Sierra's postings is omitted here.

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