Outbound Sales Development Representative (Cold Calling)

Location: Remote Employment Type: Full-time contractor, onboarded via Deel Hours: Full overlap with U.S. business hours Compensation: Competitive monthly compensation in USD, commensurate with experience + variable compensation.

About the Company

We are a rapidly growing U.S.-based outbound sales company that helps vertical software businesses reach customers other tools can't find. Our clients sell to real-world, owner-operated businesses — home services, legal, healthcare, recreation, manufacturing, logistics — the kind of owners who don't live on LinkedIn and rarely take a cold call.

We do two things exceptionally well: we source and verify hard-to-find owner mobile numbers, and we put skilled reps on the phone to turn those numbers into booked meetings. Every call is recorded, transcribed, and scored, and our reps are backed by real training and coaching. We are a phone-first company, and our reps are the engine that drives everything.

About the Role

This is not a support role. It is the revenue engine of the business.

As an Outbound SDR, you dial on behalf of our clients — representing their brand to small business owners who are notoriously hard to reach and skeptical of anyone selling to them. Each rep effectively runs an outbound program for a client account: you get past the front desk, reach the owner directly, build rapport fast, and book a qualified meeting on the client's calendar.

Because our clients often start month-to-month, your performance directly determines whether they stay. The bar is high — the target is roughly one booked meeting per day — and the reward is that you become the reason accounts renew and expand.

You may work across different verticals and client brands over time. Before going live on a new account, you'll prepare and role-play against the client's buyer persona so you sound credible from the first dial. Energy, adaptability, and consistency matter more here than any script.

Key Responsibilities

Outbound Calling & Prospecting

Make high-volume outbound cold calls to small business owners on behalf of client accounts
Reach owners directly, often on mobile, and navigate past gatekeepers and front desks
Deliver client messaging with genuine energy and adapt your tone to the person and the vertical

Meeting Generation & Qualification

Book qualified meetings on clients' calendars, targeting approximately one per day
Qualify prospects against each client's criteria before booking
Handle objections in real time and keep conversations moving toward a yes

Account Representation & Adaptability

Represent multiple client brands professionally and credibly across different industries
Prepare for each new account, including role-play against buyer personas before going live
Adjust your approach and scripts based on call feedback and coaching

Performance & Continuous Improvement

Hit dial, connection, and booked-meeting targets consistently
Participate in call reviews — every call is recorded, transcribed, and scored
Apply coaching quickly and iterate on your approach
Log all activity and outcomes accurately in the CRM

Required Qualifications

Proven outbound sales experience with a track record of personally booking meetings through cold calls — this is not a first sales job
Comfort with high-volume dialing and a high tolerance for rejection
Excellent spoken English — clear, neutral, and confident on the phone
Ability to build rapport quickly with non-technical, real-world business owners
Full overlap with U.S. business hours
A reliable remote setup: high-speed internet, backup power, a quiet workspace, and a quality headset

Preferred Qualifications

Experience calling or selling to SMB and owner-operated businesses (trades, home services, healthcare practices, local businesses)
Prior experience working with U.S.-based clients or markets
Familiarity with dialers, CRMs, and structured outbound cadences
Experience representing multiple brands or accounts, such as an agency or outbound BPO background
Based in Cape Town

Ideal Candidate Profile

You are:

Wired for the phone — you actually like cold calling and the hunt that comes with it
High-energy and personable — you know energy books meetings, not a perfect script
Resilient — a day full of no's doesn't shake you
Coachable — you take feedback and adjust immediately
Consistent and disciplined — you show up and hit your numbers every day
Quick on your feet — you handle objections and think in the moment
Adaptable — you can represent different brands and sound credible in any vertical

Why Join Us

You are the revenue engine, not a cost center — high visibility, high impact
Real training, real coaching, and every call reviewed so you actually get better
A growing company with expanding accounts and room to move up
Fully remote, U.S. hours, paid in USD through Deel

Outbound Sales Development Representative (Cold Calling) - 21180