Inside Sales & Customer Relationship Representative (Immediately hiring)

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Role Details
Employment Type: Part-Time, W-2

Pay: $20.00/hour + opportunity for performance-based sales bonuses
Schedule: Approximately 25 hours per week
Location: Remote — Maryland residents only
Probationary Period: 90 days

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About Passport Poppin

Passport Poppin is a travel company creating hosted international travel experiences designed around connection, community, culture, and adventure.

Since 2019, we've helped hundreds of travelers explore destinations around the world while building new friendships along the way.

Our motto says it best:

Come as strangers. Leave as TRAVEL FAMILY!

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About the Role

Passport Poppin is seeking a motivated, personable, and results-driven Inside Sales & Customer Relationship Representative to help turn our growing volume of travel inquiries into confirmed bookings.

This is not a cold-calling position.

Passport Poppin generates inbound leads through our social media platforms, website, marketing campaigns, referrals, and existing customer community. Your job is to take those opportunities and move them forward.

You'll speak with prospective travelers, learn what they're looking for, recommend appropriate Passport Poppin trips, answer questions, handle objections, follow up consistently, and ultimately help qualified travelers take the next step and book.

We're looking for someone who understands that an interested lead is only the beginning of the sales process.

You should be comfortable picking up the phone, having genuine conversations, asking questions, following up more than once, working toward measurable goals, and confidently asking for the sale.

When immediate sales activity is lighter, you'll also help us nurture relationships with previous Passport Poppin travelers and keep our customer community engaged.

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What You'll Do​

• Respond to inbound leads generated through Passport Poppin's website, social media, CRM, phone, text, email, and other Company channels.

• Make outbound calls to warm leads who have already expressed interest in traveling with Passport Poppin.

• Qualify prospective travelers based on destination interests, travel preferences, timing, budget/readiness, and other relevant factors.

• Recommend appropriate Passport Poppin group trips.

• Explain approved trip inclusions, pricing, deposits, payment plans, booking requirements, and Company policies.

• Conduct sales calls and travel consultations.

• Handle common objections involving pricing, traveling solo, waiting on friends, roommates, payment schedules, and destination selection.

• Confidently ask qualified prospects to secure their trip by completing their booking and deposit.

• Consistently follow up with prospects who aren't ready to book immediately.

• Re-engage warm and older leads when appropriate.

• Work toward Company sales goals and designated trip-capacity goals.

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Pipeline & CRM Management

• Maintain assigned leads and opportunities in HubSpot.

• Document meaningful customer interactions, notes, lead status, next steps, and follow-up tasks.

• Complete required follow-up activities on time.

• Keep the sales pipeline organized and current.

• Ensure qualified prospects don't fall through the cracks.

• Prioritize trips based on Company sales needs, departure dates, and remaining capacity.

• Provide regular updates on sales activity, pipeline progress, bookings, and challenges.

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Customer Relationship & Retention

When immediate sales responsibilities permit, the Representative will also:

• Follow up with previous Passport Poppin travelers after their trips.

• Encourage completion of post-trip surveys and feedback requests.

• Check in with customers regarding their Passport Poppin experience.

• Learn which future destinations interest previous travelers.

• Maintain relevant customer preferences and interests in the CRM.

• Help nurture previous travelers toward future Passport Poppin trips.

• Support approved referral, review, testimonial, waitlist, and customer re-engagement initiatives.

• Help maintain strong relationships with the Passport Poppin travel community.

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Performance Expectations

This is a results-oriented sales position.

Performance will be reviewed regularly and may include:

• Confirmed bookings.

• Attributable booking revenue.

• Progress toward filling Passport Poppin trips.

• Number of qualified sales conversations.

• Outbound call activity.

• Sales consultations booked and completed.

• Lead response times.

• Lead-to-booking conversion.

• Required follow-up completion.

• CRM accuracy and completeness.

• Customer relationship and retention activity.

• Attendance and schedule reliability.

• Customer communication quality.

• Compliance with Passport Poppin sales processes and policies.

The Representative will participate in weekly sales performance check-ins to review pipeline activity, sales production, trip capacity, obstacles, and priorities for the upcoming week.

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90-Day Introductory Period

The first 90 days of employment will serve as an introductory and performance-evaluation period.

During this time, you'll receive training on Passport Poppin trips, customers, sales processes, systems, brand standards, and expectations.

Your performance will be evaluated throughout the introductory period, including through weekly check-ins.

We will be looking for demonstrated ability to:

• Manage a high volume of leads.

• Maintain consistent follow-up.

• Generate confirmed bookings.

• Produce meaningful booking revenue.

• Maintain accurate CRM records.

• Meet response and activity expectations.

• Communicate effectively with customers.

• Receive and implement coaching.

• Consistently represent the Passport Poppin brand professionally.

Successful completion of the introductory period is based on overall performance and business needs and does not guarantee continued employment.

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Compensation & Incentives

Base Pay: $20.00/hour

This position does not include an automatic per-sale commission.

Passport Poppin may periodically offer additional performance-based sales incentives tied to specific Company objectives.

Sales incentives may vary based on current trip inventory, sales priorities, business needs, and the terms of each written incentive opportunity.

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Growth Opportunities

Strong performers may be considered for additional opportunities within Passport Poppin as the Company grows.

After approximately 90 days of successful employment, employees demonstrating strong sales performance, professionalism, customer-service ability, reliability, and alignment with the Passport Poppin brand may become eligible for consideration for Passport Poppin trip-host opportunities.

Hosting opportunities are not guaranteed and are assigned based on Company needs, qualifications, availability, and performance.

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What We're Looking For

The ideal candidate is:

• Confident and comfortable speaking with customers by phone.

• Naturally personable and able to build rapport quickly.

• Sales-minded and comfortable asking for the booking.

• Persistent without being pushy.

• Highly organized and capable of managing a large pipeline.

• Comfortable working toward measurable sales goals.

• Comfortable receiving weekly feedback and performance coaching.

• Strong in both verbal and written communication.

• Able to communicate naturally through phone, text, email, and social messaging.

• Reliable and self-directed in a remote work environment.

• Comfortable using CRM systems and documenting customer interactions.

• Able to learn multiple products/trips simultaneously.

• Excited about travel, community, and customer relationships.

• Able to balance immediate sales opportunities with long-term customer nurturing.

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Preferred Experience

We strongly prefer candidates with previous experience in one or more of the following:

• Inside sales.

• Inbound sales.

• B2C/consumer sales.

• High-ticket consumer sales.

• Travel or hospitality sales.

• Membership sales.

• Event or experience sales.

• Customer relationship management.

• Appointment setting and closing.

• CRM-based sales environments.

Experience with HubSpot or a similar CRM is strongly preferred.

Travel-industry experience is helpful but not required.

We're more interested in finding someone who can confidently communicate, follow up, stay organized, work a pipeline, and close.

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Schedule & Work Environment

This is a part-time remote position averaging approximately 25 hours per week.

The anticipated schedule is:

Monday–Friday, approximately 3:00 PM–8:00 PM Eastern Time

The schedule may be adjusted based on customer activity, lead volume, Company needs, and mutually agreed scheduling arrangements.

Because Passport Poppin serves consumers who may communicate outside traditional business hours, some evening and occasional weekend availability may be required.

The employee must reside and perform their work in Maryland unless otherwise approved by the Company.

The employee must maintain reliable internet access, an appropriate computer, and a professional remote workspace suitable for customer conversations and handling customer information.

Selected candidates should expect to participate in a live sales role-play during the interview process.

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Passport Poppin, LLC is an equal opportunity employer.