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Role: Senior Cold-Calling & Outbound Program Manager

Priority Location: South Africa

Working Hours: Monday – Friday, Standard US Business Hours (US Eastern / Central Time aligned)

Salary Range: $3,000 – $5,500 USD per month (plus performance and retention revenue-share with 2x–3x year-one OTE upside; the final offer is at the client’s discretion and depends on the candidate’s interview result, skills, and experience.)

Type of contract: Independent Contractor

Type of job: Remote

About the Company:

Our client is a fast-growing B2B outbound testing and cold-calling agency serving venture-backed early-stage startups and bootstrapped entrepreneurs. Operating in a high-velocity, fully remote environment, the team pairs disciplined outbound sales execution with advanced agentic AI workflows to validate new markets and generate qualified pipeline. Contractors enjoy high autonomy, direct collaboration with leadership, and substantial uncapped earning potential tied directly to client retention and account expansion.

About the Role:

We are seeking a hands-on Senior Cold-Calling & Outbound Program Manager to take full strategic and operational ownership of launching and scaling client outbound campaigns. Due to surging client demand, you will step in as a true player-coach—jumping on the phones on day one to crack new accounts and prove messaging before transitioning campaigns to a growing team of callers. Your core mandate is to systematize account launches, manage AI-driven campaign workflows, and scale your portfolio to 15 active accounts within 45–60 days (and up to 30 within four months). This is a high-impact leadership seat where your speed, strategy, and execution directly drive company growth and your own compensation upside.

Key Responsibilities:

Architect and launch end-to-end cold-calling campaigns across diverse B2B verticals, rapidly defining ICP filters, intent signals, targeting lists, and scripts to secure early wins within the first 400 calls.
Lead from the front on day one by personally getting on the phones, validating talk tracks, and booking initial qualified meetings to prove account viability.
Scale and manage a multi-client portfolio, ramping to 15 active accounts within 45–60 days and expanding toward 30 accounts within 120 days without sacrificing quality.
Recruit, onboard, coach, and hold a team of remote outbound callers accountable to strict conversion benchmarks without requiring founder oversight.
Manage and iterate agentic AI workflows at scale—diagnosing campaign bottlenecks, optimizing prompts, and automating operational processes to accelerate launch speed.
Partner with startup founders and client stakeholders to communicate market validation insights and campaign performance, driving strong client retention and expansion.

Qualifications:

Minimum 3+ years of proven experience as an outbound sales manager, cold-calling strategist, or SDR team lead with a track record of designing campaigns from scratch and personally booking B2B meetings on the phone (Required).
Demonstrated management experience leading, coaching, and holding a team of remote callers accountable across multiple accounts simultaneously (Required).
Advanced fluency in agentic AI workflows—going beyond basic script generation to actively managing AI agents at scale, troubleshooting workflow issues, and iterating complex prompts (Required).
Clear, credible, and persuasive English communication with an executive phone presence tailored to US B2B decision-makers (Required).
High operational autonomy, urgency, and analytical rigor to rapidly test hypotheses and pivot based on live call data (Required).
Prior experience in a B2B lead-generation agency or early-stage startup environment (Preferred).
Hands-on experience utilizing Claude or similar AI agent frameworks for campaign operations (Preferred).

Calling Operations Manager - 22144