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.
