Loyalty Program Strategist - Freelance

Right Side Up • Austin, TX

1d

About The Position

Right Side Up is seeking freelance Loyalty Program Strategists to help their clients design, evaluate, and scale loyalty programs that drive real business growth. This is a niche, senior specialty role for individuals who have experience building and launching loyalty programs for leading brands across B2B, B2C, and marketplace models, combining product and marketing expertise. Contract projects typically range from 10–20 hours per week.

Requirements

• 8+ years designing and building loyalty programs, ideally across B2B, B2C, and/or marketplace businesses.
• Track record evaluating the unit economics and business case behind loyalty investments, not just program design.
• Strong blend of product and marketing instincts, with a clear read on what motivates people to take action.
• Comfortable operating cross-functionally with product, engineering, and finance stakeholders.
• Experience translating strategy into frameworks that product and engineering teams can execute against.
• Hands-on operator who has shipped loyalty programs, not just advised on them.
• Comfortable in open-ended, evaluative engagements, structuring ambiguity into a clear deliverable.

Responsibilities

• Audit existing loyalty or rewards programs, including mechanics, redemption structures, and unit economics.
• Evaluate whether a loyalty program is the right growth lever for a given business, product, or customer segment, and make the case either way.
• Design loyalty program strategy and mechanics tailored to B2B, B2C, and marketplace business models.
• Build the business case connecting loyalty investment to retention, repeat behavior, and revenue growth.
• Assess customer behavior, segmentation, and what motivates a given audience to take action.
• Benchmark against competitors and comparable loyalty programs, and know when a comparison does or doesn’t translate.
• Partner closely with product, marketing, and finance stakeholders to align on scope, priorities, and tradeoffs.
• Translate strategy into a clear, execution-ready framework or proposal that product and engineering teams can build against.
• Define success metrics and measurement frameworks for new or evolved loyalty programs.
• Advise on program structure, including tiering, earn/burn mechanics, and personalization.
• Present findings and recommendations to senior stakeholders, including executive teams.
• Stay current on loyalty and retention best practices across industries and business models.

Benefits

• Join a team that values expertise, flexibility, and meaningful work with some of the most innovative brands in the world.

What This Job Offers

• Career Level: Senior
• Education Level: No Education Listed