Outbound Sales Representative

Outbound Sales Representative – Expertly AI (Remote)

High-Energy, Coachable, Team-Oriented People Thrive Here

Expertly AI

is a fast-growing company whose AI products help service-based businesses automate how work gets done across phone, email, web, and chat. Our customers rely on Expertly AI to respond faster, capture more opportunities, and never miss a lead.

This is an
entry-level role

for people who enjoy learning, building skills through repetition, and improving steadily with coaching and support.

This is a great opportunity to build a career in AI and software sales.

The Role

This is a
phone-first outbound sales role

. Cold calling is a core part of the job, and you should expect to spend most of your workday on the phone.

You will:

• Make a high volume of outbound calls each day, prospecting and prioritizing target accounts
• Speak with business owners and managers.
• Build rapport, ask thoughtful questions, and listen carefully.
• Clearly explain how Expertly AI's products improve responsiveness and reduce missed opportunities.
• Qualify interest and book meetings.
• Attend sales meetings with the CEO to observe, learn, and gain exposure to real customer conversations.
• Work closely with leadership, marketing, and other sales development representatives to share market feedback, refine messaging, and continuously improve call quality and meeting volume.

You'll be supported with clear expectations, ongoing coaching, and a team environment where questions, learning, and steady improvement are encouraged.

Why This Role Is Different

Many SDR roles today are highly commoditized, with limited exposure to real products or meaningful growth.

At Expertly AI, you'll:

• Sell real AI software that solves clear business problems.
• Learn how modern AI products are positioned and adopted.
• Build outbound skills that translate into long-term success in software and technology sales.
• Gain experience that can meaningfully change your career trajectory.

Who Has Been Successful in This Role

People who succeed in this role often come from
team-based or performance-driven environments

, such as athletics, customer-facing roles, commission-based work, or any setting where consistency and follow-through matter.

The qualities that matter most are:

• Persistence and resilience.
• Strong self-motivation and reliability.
• Comfort learning through repetition and daily practice.
• Coachability and openness to feedback.
• A collaborative, team-oriented mindset.
• The ability to build trust and rapport with different types of people.

Growth and Development

This role is designed to build a strong foundation in sales and technology. You'll receive training, coaching, and regular feedback, with a focus on confidence, skill development, and long-term success.

As you perform well and the company continues to grow, there are opportunities to expand your scope over time. This may include participating in more advanced conversations, introductory demos, or select events. Growth is tied to learning, consistency, and performance, and we invest in people who demonstrate progress.

Compensation

• Base salary: $50,000
• Commission with on-target earnings of $65,000–$80,000
• Health insurance
• Paid Time Off

How to Apply

For your application to be considered, send your resume and a short
1–2 minute video introduction

.

Please include a link (
YouTube unlisted, Loom, Google Drive, etc.

) and briefly cover:

• Your background and what you enjoy about working with people.
• Why this role interests you.
• Why you believe you would be a strong fit.

Expertly AI is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.