Account Executive (Chicago) at Fresha in Chicago, IL

The AI-powered OS for beauty,

wellness and self-care

About Fresha

Fresha is the AI-powered operating system for the global beauty, wellness and self-care industry, connecting and powering everything from salons and barbers to spas, medspas, fitness studios and health practices.

Trusted by millions of consumers and businesses worldwide. Fresha is used by 140,000+ businesses and 450,000+ stylists and professionals worldwide, processing over 1 billion appointments to date.

The company is headquartered in London, United Kingdom, with 15 global offices located across North America, EMEA and APAC.

Fresha allows consumers to discover, book and pay for beauty and wellness appointments with local businesses via its marketplace, while beauty and wellness businesses and professionals use an all-in-one platform to manage their entire operations with an intuitive business software and financial technology solutions.

Fresha’s ecosystem gives merchants everything they need to run their business seamlessly by facilitating appointment bookings, point-of-sale, customer records management, marketing automation, loyalty, beauty products inventory and team management.

The consumer marketplace unlocks revenue potential for partner businesses by leveraging the power of online bookings and automated marketing through mobile apps and advanced integrations with major tech brands including Instagram, Facebook and Google.

The Role

We’re looking for a driven and entrepreneurial Account Executive to join our growing commercial team.

In this role, you’ll be responsible for owning the full sales cycle, from prospecting through to closing, helping beauty and wellness businesses unlock growth through Fresha’s platform.

This is a high-impact role suited to someone who thrives in a fast-paced environment, enjoys building relationships from scratch, and is motivated by hitting and exceeding targets.

What You'll Do

• Own a high-volume sales pipeline from prospecting through to close
• Generate new business through outbound (calls, email, walk-ins) and inbound leads
• Run efficient, tailored demos that clearly communicate value
• Close deals quickly while maintaining a high-quality customer experience
• Understand SMB pain points and position Fresha as a growth solution
• Build trust with business owners and decision-makers
• Consistently exceed monthly targets and activity metrics
• Maintain clean pipeline management and accurate forecasting in CRM
• Share market insights to help refine messaging and product direction

This list is not exhaustive and there may be other activities you are required to deliver.

What We're Looking For

• 2+ years of experience in SMB sales, business development, or account executive roles

  • Proven ability to hit or exceed quota in a high-velocity environment

  • Strong prospecting and closing skills (you’re comfortable owning the full cycle)

  • A natural hunter who is also confident running consultative conversations

  • Excellent communication skills—especially with small business owners

  • Highly organized and able to manage multiple deals at once

  • Comfortable in a fast-paced, target-driven environment

    Nice to have:

    • Experience in SaaS, marketplaces, or payments
    • Exposure to beauty, wellness, or local services industries

This Role Is a Great Fit if You

• Enjoy high-activity, high-reward sales environments
• Take ownership of your number and pipeline generation
• Are motivated by closing consistently, not occasionally
• Can balance speed with quality in customer conversations
• You're competitive. You keep score and you want to win, but you also lift the people around you
• You have a growth mindset. You want feedback, you act on it, and you get better every week
• You're a self-starter. You don't need to be managed, you need to be supported and given room to perform
• You're curious, ask great questions, and genuinely want to understand the businesses you're selling to
• You're excited about being early.

Joining a rapidly scaling team means you'll have real influence on how we build and what we become.

At Fresha, we value passion and potential as much as specific skills. If you're enthusiastic and eager to learn, we encourage you to apply, even if you don't meet every listed requirement. We believe in fostering growth and providing the support needed for you to excel in your role.

Interview Process

• Screen Call - Video-call with a member from the Talent Team (30m)

• Skills & Experience - Virtual interview with one of our commercial leaders (45m)

• Culture Fit - Video-call with the General Manager (30m)

• Presentation - Interview with the Commercial leadership team (60m)

We aim to finalize the entire interview process and deliver feedback within 2 weeks.

Every job application received is reviewed manually by our talent team. While we strive to assess applications within 7 days, the sheer volume of talented individuals expressing interest may occasionally extend this timeframe.

Inclusive workforce

At Fresha, we are creating a culture where individuals of all backgrounds feel comfortable.

We want all Fresha people to feel included and truly empowered to contribute fully to our vision and goals. Everyone who applies will receive fair consideration for employment.

We do not discriminate based on race, colour, religion, sex, sexual orientation, age, marital status, gender identity, national origin, disability, or any other applicable legally protected characteristics in the location in which the candidate is applying.

If you have any accessibility requirements that would make you more comfortable during the interview process and/or once you join, please let us know so that we can support you.