Fresha

Account Executive (Chicago)

Remote, United States remote Entry $100,000 - $120,000
remote Technology & IT Salary listed Curated
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About the role

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.
Originally posted on Himalayas

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Role
Technology & IT Business Development CRM Excel Operations Sales remote

Likely questions

  1. Tell us about work you have done that is close to the Account Executive (Chicago) role.
  2. How would you approach your first 30 days at Fresha?
  3. Which of Business Development, CRM and Excel have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you stay organised and communicate clearly when working remotely?

Prepare before the call

  • A recent example that proves your experience with Business Development, CRM and Excel.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Account Executive (Chicago) role because I can bring practical experience in Business Development, CRM and Excel, learn the team quickly, and contribute to the outcomes Fresha needs from this hire.

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