Head of Outbound Sales

About the role

We are looking for a Head of Outbound Sales to build and scale iSpeedToLead's outbound motion from zero, focusing on large accounts, multi‑seat deals, and annual contracts. You will define the target account list, close the first deals yourself, create the playbook, and later hire and lead the team.

Key responsibilities

• Build the outbound sales motion from scratch – target accounts, messaging, sequences, qualification criteria, sales process, and reporting.
• Define and prioritize the account list for large‑account acquisition, including scoring, tiering, territory logic, and buying‑committee mapping.
• Run 1:1 and 1:few ABM campaigns across email, phone, LinkedIn, events, direct mail, and trigger‑based outreach.
• Close the first enterprise and large‑account deals yourself, handling multi‑stakeholder calls, negotiation, mutual action plans, and annual contracts.
• Use AI and sales tools to improve research, enrichment, signal tracking, outreach drafting, personalization, and conversion by stage.
• Collaborate with leadership, marketing, product, and customer‑facing teams to turn proof points into strong outbound messaging.
• Hire, train, and lead the outbound team once the playbook is proven and ready to scale.

Required profile

• 7+ years of B2B sales experience, including closing enterprise or large‑account contracts.
• Proven track record closing six‑figure deals with multiple senior stakeholders.
• Hands‑on ABM experience – account research, tiering, multi‑threading, buying‑committee mapping, and personalized outreach.
• Experience building outbound sales systems from zero.
• Strong understanding of sales methodologies such as MEDDIC, mutual action plans, structured discovery, qualification, and deal strategy.
• Fluent English used daily for executive‑level calls, negotiation, written outreach, and documentation.

Required skills

• Clay
• Apollo
• Cognism
• UserGems
• Smartlead
• Outreach
• Salesloft
• Gong
• AI voice agents

What we offer

• Product‑led, AI‑powered startup environment where data drives decisions.
• Fast‑moving work that impacts thousands of users.
• High autonomy with low bureaucracy.
• Remote‑first culture, flexible hours, and async‑friendly communication.
• Salary (fixed base) above market average.
• Smart, passionate team that moves fast and supports each other.
• 15 paid vacation days plus 5 paid sick days annually.
• Paid access to courses, books, and growth resources.
• Real decision‑making power and ownership of results.