About Bucketlist Rewards

Bucketlist Rewards helps companies reward and recognize employees by enabling them to pursue personal experiences and goals from their bucket lists.

The company is entering a new phase of growth and is seeking a senior revenue leader to help scale its sales organization and revenue engine.

The Role

The Chief Revenue Officer / Chief Sales Officer will serve as a player-coach, combining executive-level revenue leadership with hands-on sales execution.

The role will initially begin as a fractional engagement focused on assessing the current sales organization, building a scalable revenue playbook, and delivering immediate revenue impact. For the right candidate, the position may transition into a permanent executive role.

Key Responsibilities

Sales Strategy & Optimization

• Evaluate the existing sales stack, pipeline, messaging, and team capabilities.
• Develop a repeatable and scalable sales process designed to support significant revenue growth.
• Participate directly in high-value sales cycles to understand buyers and accelerate opportunities.
• Develop and refine outbound sales strategies and playbooks.

Revenue & Pipeline Generation

• Partner with Marketing to optimize lead generation.
• Build a predictable pipeline across mid-market and enterprise accounts.
• Improve sales execution and revenue performance.
• Align Sales, Account Management, and Customer Success to maximize net revenue retention (NRR) and expansion.

Team Leadership & Talent

• Recruit high-performing sales talent using an established professional network.
• Coach and develop existing team members.
• Establish performance expectations and remove barriers to team effectiveness.
• Build a high-performing revenue organization capable of supporting continued scale.

AI & Operational Efficiency

• Leverage AI tools to improve sales growth, operational efficiency, and team productivity.
• Maintain hands-on involvement in sales operations, including CRM and sales materials when required.

Qualifications

• Proven track record building and scaling high-growth B2B SaaS revenue teams.
• Experience developing and executing multi-million-dollar revenue strategies.
• Strong hands-on sales capabilities alongside strategic leadership experience.
• Experience building scalable sales processes and outbound playbooks.
• Demonstrated ability to recruit, coach, and develop high-performing sales teams.
• Comfortable operating as an external advisor and establishing trust quickly.
• Strong commercial and strategic judgment.
• Ability to work independently and operate effectively in a fast-moving environment.
• Strong AI fluency and experience using AI tools to accelerate growth and efficiency.

Time Commitment

• Initial fractional engagement.
• Potential transition to a permanent executive position.

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