Sales & Community Associate at Cheers to the Season

About Us

Cheers to the Season is a NYC-based dining app that connects members with instant perks at restaurants, bars, and cafés around the city - free drinks, BOGOs, discounts, and more. Restaurants join at zero cost, and we help them bring in new guests.

Cheers to the Season was created by the team behind Upper East Side and Beyond (@uppereastsideandbeyond), a NYC food and lifestyle community(Instagram, TikTok, Newsletter and Blog). We're a fast-growing startup with a strong local community and social media presence, and we're looking for someone energetic to help us grow.

The Role

You'll be the face of Cheers to the Season in NYC's dining scene. Your main focus will be bringing new restaurants, bars, and cafés onto our app through in-person visits, email, and phone outreach. Because we're a startup, you'll also support our social media, community events, and day-to-day operations. You'll wear many hats and have real opportunities to grow with the company.

What You'll Do

• Visit restaurants, bars, and cafés across NYC in person to introduce our app and invite them to partner with us

• Follow up with prospective partners by email and phone, and keep track of outreach and new sign-ups

• Consistently meet weekly partner acquisition goals - this is a results-driven role, and new partner sign-ups are the core measure of success

• Build and maintain relationships with restaurant owners and managers

• Create street interview content for our social media channels

• Support our social media pages, including attending events and capturing content

• Help plan and run in-person community events, such as fitness class pop-ups and bar meetups

• Assist with day-to-day administrative tasks

Who You Are

• Extremely outgoing - you love talking to people and can strike up a conversation with anyone

• Confident walking into a restaurant, bar, or café and pitching on the spot

• Resilient and thick-skinned - hearing "no" doesn't slow you down, and you're ready to try the next door

• Friendly, warm, and personable, with a positive attitude people remember

• Goal-oriented and motivated by hitting targets

• Self-motivated and organized, able to manage your own outreach schedule and follow-ups

• Passionate about NYC's food and drink scene

• Comfortable with social media, or excited to learn

• Flexible and excited about working at an early-stage startup

• Must be 21+ (the role includes bar partners and events)

Nice to Have

• Experience in sales, hospitality, restaurant industry, or customer-facing roles

• Social media or content creation experience

• Knowledge of NYC neighborhoods and dining spots

Compensation & Details

• Salary: $40,000 - $55,000 per year, depending on experience

• Full-time, based in NYC with regular travel around the city

• Some evenings required for events and bar meetups

• Role involves significant walking and time on your feet for in-person outreach

• Health insurance is not offered at this time

• Sick leave provided in accordance with New York State law

• Must be authorized to work in the United States; we are unable to sponsor visas at this time

• Opportunity to grow as the company grows

How to Apply

Send your resume and a few sentences about your favorite NYC restaurant, bar, or café (and why) to contact@cheerstotheseason.com

Cheers to the Season is an equal opportunity employer. We welcome applicants of all backgrounds.

Pay: $40,000.00 - $55,000.00 per year

Work Location: Hybrid remote in New York, NY 10018