Sales Associate

Remote · 100% commission · Uncapped earnings

Sales · Remote

Sell marketing and AI services to growing businesses

Sitting Pretty Creative is a growth marketing and AI agency with teams in New York City and San Diego. We are looking for a Sales Associate to introduce our paid social, paid search, SEO, social media, web, brand, email, analytics and AI services to restaurants, hotels, real estate firms, home services companies, retailers and professional service businesses. This is a fully remote, commission-only role for self-starters who want uncapped earning potential.

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  • LocationFully remote. Availability for calls during U.S. business hours.
  • TypeIndependent contractor. 100% commission.
  • EarningsUncapped commission on the deals you close. Terms provided in writing before you start.
  • ScheduleYou set your own hours and work plan.
  • You sellPaid social and search, SEO and AEO, social, influencer, web, brand, email and SMS, analytics and AI.
  • Open toExperienced sellers and motivated newer sellers.

The work

What you will do

You own the sales process from first conversation to signed deal, with our team behind you for proposals and delivery.

  1. Prospect

    Find and reach business owners and decision makers through email, LinkedIn, phone, referrals and local networking.

  2. Discover

    Run conversations to understand each prospect's goals, budget, channels and pain points before recommending anything.

  3. Present

    Explain our services in plain English and work with our team to shape clear proposals and pricing.

  4. Close and hand off

    Follow up, handle objections, close the deal and hand a well-briefed client to our delivery team.

  • Build and manage your own pipeline and keep notes and follow-ups organized in a CRM.
  • Follow up consistently and professionally with every lead.
  • Share what you hear from the market so we can improve our offers.
  • Represent Sitting Pretty Creative with honesty and care, with no overpromising.
  • Track your own targets and results.

The fit

Who you are

We care more about how you sell than where you have sold before.

Requirements

  • Proven experience in sales or business development, ideally in B2B services, advertising, agency, software or local-business sales. Motivated newer sellers are welcome.
  • Excellent written and verbal communication.
  • Self-directed, resilient and comfortable with outreach, follow-up and rejection.
  • Willingness to learn digital marketing and AI services well enough to explain them simply.
  • Your own computer, phone and reliable internet.
  • Based in the U.S. and available for calls during business hours.
  • Comfortable with a commission-only, independent contractor arrangement.

Nice to have

  • An existing network of local business owners.
  • Experience selling marketing, advertising or agency services.
  • Familiarity with CRMs and LinkedIn Sales Navigator.
  • Knowledge of the New York City or San Diego markets.
  • Bilingual skills, especially Spanish.
  • Interest in AI and automation.
How pay works. This is a 100% commission role with no base salary or draw. You are an independent contractor, responsible for your own taxes, equipment and expenses. Commission rates, payout timing and terms are provided in a written agreement before you start. If you need guaranteed income, this role is not the right fit.

What you get

What you will gain

  1. Uncapped earnings

    Your income grows with the deals you close, with no ceiling.

  2. Real services to sell

    A full-service growth marketing and AI offering with client work you can point to.

  3. Team support

    Help from our strategy, media and creative team on proposals and delivery.

  4. Flexibility

    Work from anywhere and run your own schedule.

  • Fully remote
  • Uncapped commission
  • Flexible schedule
  • Support from a delivery team

Apply

Apply for the role

Tell us about you, share your LinkedIn and resume and tell us about a deal you are proud of. Applications go straight to our team.

  1. Apply

    Complete the form below.

  2. We review

    We read every application on a rolling basis.

  3. We talk

    A conversation to see if it is a good fit for both sides.

  4. Get started

    We agree on terms in writing and get you set up.


Questions

Good to know

  • Is there a base salary?

    No. This is a 100% commission role with no base salary or guaranteed income.

  • How are commissions paid?

    Commission rates and payout timing are set out in a written agreement that you receive before you start.

  • Do you provide leads?

    You will source and qualify your own prospects. We provide information on our services, case studies, pitch support and our team's help with proposals.

  • Do I need agency experience?

    No, but sales experience helps. We also welcome motivated newer sellers who learn quickly.

  • Am I an employee?

    No. This is an independent contractor role. You set your own schedule and are responsible for your own taxes and expenses.

Sitting Pretty Creative is an equal opportunity organization. We welcome applicants of all backgrounds and do not discriminate on the basis of race, color, religion, sex, gender identity, sexual orientation, national origin, age, disability or any other protected status.