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Sales Texting Assistant: US College Students; US , No Calls

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: HireSava
Full Time, Apprenticeship/Internship position
Listed on 2026-10-29
Job specializations:
  • Customer Service/HelpDesk
    Customer Service Rep, Bilingual, Customer Success Management
Salary/Wage Range or Industry Benchmark: 800 - 1500 USD Monthly USD 800.00 1500.00 MONTH
Job Description & How to Apply Below
Position: Sales Texting Assistant: US College Students (US Hours, No Calls)

Hey! We're Flextrip, a travel company for American college students studying abroad in Europe. We help them plan their weekend trips: the best activities, boat days, restaurants, nightlife and places to stay, with local partners we trust and better prices. We've helped 2,800+ students so far, and almost all of it happens over text.

This is a texting job, no calls. We give you the messages, but sending them well takes instinct: read the chat first, know who's ready for a call, who needs a nudge and who to leave alone, and always sound like a friend, never a bot.

What you'll do
  • Send our outreach and follow up texts to students from our company iMessage lines. We write the messages, you send them the right way, to the right people, on time
  • Sunday recruiting: reach out to new students, get them excited, and book them onto a call with our team
  • Keep our CRM () updated after every text
  • Keep our lists clean and flag anything that looks off
  • Hand hot conversations to our team lead
  • Follow our texting rules exactly. Who gets a text and when really matters to us

Schedule:

full time, 40 hours a week, Sunday to Thursday, US Eastern time

Sunday, Wednesday, Thursday: 11am to 7pm ET (6pm to 2am South Africa time)

Monday, Tuesday: 6am to 2pm ET (1pm to 9pm South Africa time)

Your first 3 weeks you work next to our team lead (she's in South Africa too) and learn everything

Pay
  • $800 to $1,500 USD a month (about R13,000 to R25,000) depending on experience, paid monthly by Wise
  • Long term role, we're growing
You need
  • Fluent English, written and spoken. This is a must
  • 2+ years messaging customers or leads and keeping a CRM up to date (appointment setting, sales, bookings or chat support)
  • Experience with Mac OS
  • Super organized and reliable, comfortable sending a lot of texts accurately
  • Bonus if you love travel and college culture
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