Senior Sales Executive – Sales Outsourcing

About Hugo

Hugo is a next-generation BPO built for today’s work. With a global team of over 4,500 people, we focus on high-complexity, judgment-led workflows where nuance matters and traditional outsourcing models fall short. Our teams support demanding digital operations, including AI and model evaluation, trust and safety, crisis and escalation workflows, and advanced customer experience programs.

Our workforce is designed to operate in ambiguity. University-trained teams work within AI-enabled workflows, combining analytical rigor with a strong culture of accuracy and ownership. Since 2017, we’ve scaled rapidly while maintaining strong retention and consistent execution quality.

We are enterprise-ready, but operate differently. Hugo meets the compliance, security, and operational standards of large global BPOs while maintaining the speed and adaptability of a modern, analytics-driven organization. Our teams think like consultants—pairing structured execution with thoughtful problem-solving—delivering enterprise-grade reliability to large organizations and sophisticated operational capability to smaller, underserved companies.

Our mission drives everything we do. Outsourcing creates significant global value, yet little of it reaches African communities. Hugo is changing that by channeling opportunity into Africa, building meaningful careers, and proving that African talent can help power the future of the digital economy.

Role Overview

Hugo is hiring a Senior Sales Executive to lead revenue generation for our sales outsourcing services focused on the timeshare, cruise, and vacation ownership industries.

This role is responsible for building and closing large, multi year sales outsourcing partnerships with companies that operate high volume B2C sales organizations. Hugo helps these companies scale inside sales teams, improve conversion rates, and operate more efficient sales organizations through global delivery.

You will engage directly with senior sales and revenue leaders to design and implement outsourced sales teams that deliver measurable revenue growth.

The ideal candidate either has experience selling BPO or sales outsourcing services, or comes directly from the timeshare or vacation ownership industry with a strong network of relationships.

Key Responsibilities

• Revenue Ownership

• Own net new revenue generation for Hugo’s sales outsourcing services

• Build and execute strategic account plans across the timeshare, cruise, and vacation ownership industries

• Develop relationships with senior sales leaders responsible for high volume B2C sales teams

• Enterprise Sales Execution

• Lead complex enterprise sales processes from first engagement through contract close

• Conduct deep discovery to understand conversion challenges, staffing needs, and operational inefficiencies

• Design multi year outsourcing partnerships that improve revenue performance and sales efficiency

• Build large strategic deals with long term partnership potential

• Industry Engagement

• Develop deep expertise in the vacation ownership and travel industries

• Build relationships across the ecosystem of companies involved in timeshare and cruise sales

• Represent Hugo at industry conferences, events, and leadership gatherings

What Success Looks Like

• Consistent closing of large multi year outsourcing partnerships

• Strong pipeline coverage across the timeshare and travel industries

• Trusted advisor relationships with senior sales leaders

• High client retention and long term partnership growth

Qualifications and Experience

Requirements (one must be true):

1. Experience selling BPO or sales outsourcing services

2. Experience within the timeshare, cruise, or vacation ownership industries

Ideal Candidate Background

• Strong relationships within organizations that operate high volume B2C sales teams

• Demonstrated success selling complex service based solutions

• Core Competencies

• Exceptional consultative sales and discovery skills

• Ability to navigate complex enterprise sales cycles

• Strong executive presence and credibility with senior leaders

• High level of accountability and ownership

Tools & Technology

• HubSpot

• Apollo

• LinkedIn Sales Navigator

Location & Travel

• US-Remote 

• Approximately 15 to 20% travel for conferences, events, and in-person meetings

Compensation

• Base salary plus commission

• Competitive compensation structure with uncapped earnings and multi-year commission opportunities

What We Offer

• A flexible, remote-first work environment with strong operational support

• Meaningful autonomy and ownership over high-impact deals

• Competitive compensation with uncapped upside

• The opportunity to sell services that create long-term value for clients and their teams