Director of Sales, Entertainment

🕒 April 20

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Easol

WebsiteLinkedInAll Job Openings

11 - 50 employees

Founded 2018

🛍️ eCommerce

🤝 B2B

☁️ SaaS

eCommerce • B2B • SaaS

Easol is an all-in-one platform designed for experience creators, allowing them to manage their entire business on their own terms. It offers tools for web building, booking management, and selling experiences, such as tickets, accommodations, and packages, all from one unified platform. Easol seeks to empower creators in various industries, including festivals, sports events, wellness retreats, and adventure tours, by providing customized solutions to grow their brands and optimize their operations.

📋 Description

• 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

• 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

• 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.