Cold Calling, Appointment Setting, & Sales Support Specialist (Remote)

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TYPE OF WORK

Any

SALARY

based on experience

HOURS PER WEEK

TBD

DATE UPDATED

Sep 4, 2026

JOB OVERVIEW

Cold Calling, Appointment Setting, & Sales Support Specialist (Remote)

NOTE: Marketing education or hands-on marketing experience is strictly REQUIRED for this role.

Are you a high-energy people person who understands marketing and loves helping small business owners succeed?
Are you as comfortable building rapport in a live chat as you are picking up the phone to close a deal or analyzing lead intent data?

Trailzi is looking for a driven Sales Support & Outbound Specialist to join our team. In this role, you will be the front-line voice and strategist helping small business owners find the right marketing solutions. You’ll sit right at the intersection of lead processing and active lead generation—answering incoming sales inquiries, running cold outreach, setting up email campaigns, and guiding clients toward the right service packages.

If you are a confident communicator who genuinely enjoys solving problems for real business owners, we’d love to meet you.

About Trailzi
Trailzi is a digital marketing agency that helps small businesses grow through SEO, paid advertising, websites, and marketing strategy. We work exclusively with small business owners—many of whom are frustrated with past agency experiences and need a trusted partner who truly listens to their challenges.

We believe good marketing starts with clarity and empathy. We are a fast-moving, highly collaborative team that values daily communication, productivity tracking, and driving real revenue growth for our clients and our agency.

What You'll Do
- Inbound Sales Chat & Consultation: Manage online sales chat inquiries, guide prospective clients through our service offerings, answer technical/marketing questions, and help them determine the exact package they need.
- Outbound Prospecting & Cold Calling: Execute outbound sales calls to engage prospective small business leads, build immediate rapport, and close sales or set qualified appointments.
- Sales Data & Intent Strategy: Analyze sales data, intent signals, and lead sources to help us identify and double down on our best lead generation engines.
- Multichannel Outreach: Run targeted LinkedIn outreach and configure outbound email drip/nurture campaigns using modern sales tools.
- Continuous Pipeline Growth: Experiment with new lead generation tactics and outreach methods to expand our sales pipeline.
- Daily Alignment: Participate in daily team standup meetings to discuss sales progress, strategy alignment, and campaign results.

Platforms & Tools You'll Work With
You don't need to be a master at every tool on day one, but you should be fast at teaching yourself new software. You'll work with tools like:

1. Web Chat / Live Sales Platforms
2. GoHighLevel
3. ---------- (for project management & time tracking)
4. LinkedIn & Sales Navigator
5. Email Drip & Cold Outreach Platforms
6. Lead Generation & Intent Data Tools
7. Phone & Cold Calling Systems

What We're Looking For
- We don't care how many years you've been doing this—we care about drive, sales ability, and marketing intelligence.

- Marketing Knowledge (Required): A degree in Marketing or solid hands-on experience in digital marketing agency environments. You must understand basic marketing concepts so you can educate clients without months of training.

- Strong Sales Drive: Proven track record of closing deals, handling objections, and driving revenue through outbound and inbound efforts.

- High-Energy "People Person": Warm, empathetic, and relatable. You know how to rebuild trust with skeptical small business owners while maintaining the confidence to ask for the sale.

- Self-Starter Attitude: Resourceful and quick to self-teach new tools, industries, and sales angles without hand-holding.

- US Business Hours: Ability to work full-time during standard US Business Hours (primarily Central Standard Time / CST).

- Time Tracking & Productivity Focus: Comfortable using time-tracking tools ( ---------- ) so we can measure lead generation efficiency and productivity.

- Top-Tier Communication: Fluent spoken and written English skills for daily voice standup meetings and real-time sales chat interactions.

What Success Looks Like
You'll be able to:
1. Seamlessly handle incoming sales chats and convert inquiries into paying clients.
2. Comfortably make cold calls and run LinkedIn outreach that consistently books appointments.
3. Help optimize our outreach sequences and lead data based on real conversion feedback.
4. Act as a trusted, reliable representative of the Trailzi brand on daily team standups and client interactions.

Pay
Salary is competitive and based on experience, marketing baseline knowledge, and proven sales capability.

How to Apply
We are looking for a true salesperson who knows how to frame value. To apply, please submit:
1. Your resume.
2. An example of a sales conversion where you had to be creative to close the deal (e.g., a customer with low trust, a non-traditional sales path, or a unique lead magnet/angle you used to get them over the finish line).
3. The 3 main reasons why we should choose you for this role. Please present these strictly numbered as 1, 2, and 3 in your response.

SKILL REQUIREMENT
Outbound Sales Sales Support Appointment Setting
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