Director of Sales, Entertainment

Easol

Director of Sales for Entertainment at Easol to lead multi-million dollar growth in LBE operators. Managing a team and driving sales in a fast-growing AI-centric platform environment.

Posted 4/20/2026full-timeNew York City • New York • 🇺🇸 United StatesLead💰 $140,000 - $180,000 per yearWebsite

About the role

Key responsibilities & impact

Lead growth in one of Easol’s two core verticals (Entertainment).
Deliver multi-million dollar new business across mid-market and enterprise LBE operators.
Own a significant quota and lead complex $200k+ ACV, multi-stakeholder sales cycles.
Directly manage a high-quality team (2 sales reps).
Build a repeatable sales motion, improve forecasting rigour, and ensure deals are structured for long-term, sustainable revenue.

Requirements

What you’ll need

Proven enterprise / mid-market seller - a strong track record delivering against a multi-million dollar quota, ideally in B2B SaaS (vertical SaaS, marketplace, or payments/take-rate models a plus).
Experienced in complex, multi-stakeholder sales - you’ve closed $200k+ ACV deals with senior decision makers, and you’re strong on discovery, value articulation, ROI narratives, negotiation, and closing discipline.
Commercially sharp and metric-led - you run a tight ship on pipeline generation, conversion, and forecasting, with MEDDICC-style rigour (or similar) and a high bar for CRM hygiene and deal quality.
A high-standards people manager - you’ve line-managed and developed sales reps, you coach effectively (calls, discovery, demos, negotiation), and you know how to raise performance whilst fostering a strong culture.
Strong cross-functional operator - you thrive in a matrix org, partnering with Marketing, CS, Product and Finance to align plans, unblock execution, and deliver outcomes.
Customer-obsessed and market-curious - you build credibility with operators, understand how experience businesses make money and how Easol can support this, and you turn customer insight into sharper GTM and product direction.
Bias to action - you move fast, take ownership, and bring energy, judgement, and resilience in a role that combines autonomy with high expectations. You make things happen!

Benefits

Comp & perks

You'll have real visibility of what's happening in the business. We have weekly company meetings, where we all get together to discuss our wins, learning opportunities, our goals and direction.
There is an open forum for you to have your say in what we do and how we do it.
We empower our team to share their ideas - no egos here!
You'll have access to our incredible perks, such as a company-funded "deep week", where you can travel to a destination of choice and have dedicated time to focus on a project that is important to you without distraction.
In addition to that, we offer a monthly contribution towards a gym membership and your mobile phone contract, an annual personal development budget, support to choose your own equipment and a lot more.
You’ll have 33 days of holidays, inclusive of public holidays.
Employees of all backgrounds and physical abilities will be supported by us in every way possible to thrive.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

B2B SaaSsales cyclespipeline generationconversionforecastingMEDDICCCRM hygienenegotiationclosing disciplinevalue articulation

Soft Skills

people managementcoachingcross-functional collaborationcustomer obsessionmarket curiosityaction-orientedownershipenergyjudgementresilience