Loyalty Program Strategist - Freelance - Remote

Right Side Up; United States; Remote; USD 110,000 - 165,000; Part time

Benefits offered by this job

Flexible freelance projects

Network of marketing experts

Opportunity with Fortune 500 brands

Job summary

Right Side Up seeks a senior loyalty strategist to audit, design, and optimize loyalty programs across B2B, B2C, and marketplace models. You will build business cases, analyze customer behavior, and collaborate with product, marketing, and finance to translate strategy into actionable plans.

The role requires hands-on experience shipping loyalty programs, strong judgment on customer motivations, and familiarity with leading loyalty platforms.

Qualifications

• 8+ years designing loyalty programs for B2B/B2C/marketplaces.
• Proven track record assessing unit economics for loyalty investments.
• Hands-on experience shipping loyalty programs.
• Strong product/marketing judgment and understanding of customer motivations.
• Experience working cross-functionally with product, engineering, and finance teams.
• Ability to turn open-ended evaluations into clear, actionable deliverables.
• Experience creating frameworks that product and engineering teams can execute.
• Familiarity with loyalty platforms (Yotpo, Smile.io, Annex Cloud, Bond) or custom systems.
• Experience with CRM, lifecycle marketing, and analytics for cohort/retention analysis.
• Available for freelance contracts 10–20 hours/week

Responsibilities

• Audit loyalty programs including mechanics, redemption structures, and unit economics.
• Evaluate whether loyalty is the right growth lever for the business, product, or customer segment.
• Design loyalty strategies and mechanics for B2B, B2C, and marketplace models.
• Build business cases linking loyalty investments to retention and revenue growth.
• Analyze customer behavior, segmentation, and motivations.
• Benchmark competitor loyalty programs to inform recommendations.
• Partner with product, marketing, finance, and engineering stakeholders on scope and priorities.
• Translate strategy into execution-ready frameworks for product and engineering teams.
• Define success metrics and measurement frameworks for new programs.
• Advise on program structure, including tiering, earn/burn, and personalization.

Skills

Loyalty program design

Unit economics

Hands-on loyalty shipping

Product & marketing judgment

Cross-functional collaboration

Structured problem solving

Framework design

Loyalty platforms knowledge

CRM & analytics

Freelance availability

Tools

Yotpo

Smile.io

Annex Cloud

Bond

CRM tools

Analytics tools

Job description

Description:

• Audit existing loyalty and rewards programs, including mechanics, redemption structures, and unit economics.
• Evaluate whether loyalty is the right growth lever for a business, product, or customer segment.
• Design loyalty strategies and mechanics for B2B, B2C, and marketplace business models.
• Build business cases linking loyalty investments to retention, repeat behavior, and revenue growth.
• Analyze customer behavior, segmentation, and audience motivations.
• Benchmark competitor and comparable loyalty programs to inform recommendations.
• Partner with product, marketing, finance, and engineering stakeholders on scope, priorities, and tradeoffs.
• Translate strategy into execution-ready frameworks and proposals for product and engineering teams.
• Define success metrics and measurement frameworks for new or evolving programs.
• Advise on program structure, including tiering, earn/burn mechanics, and personalization.

Requirements:

• 8+ years of experience designing and building loyalty programs across B2B, B2C, and/or marketplace businesses.
• Track record of assessing unit economics and building business cases for loyalty investments.
• Experience shipping loyalty programs as a hands-on operator.
• Strong product and marketing judgment, including understanding customer motivations.
• Experience working cross-functionally with product, engineering, and finance stakeholders.
• Ability to turn open-ended evaluations into clear, actionable deliverables.
• Experience creating frameworks that product and engineering teams can execute.
• Familiarity with loyalty and rewards platforms such as Yotpo, Smile.io, Annex Cloud, Bond, or custom-built systems.
• Experience with CRM, lifecycle marketing, and analytics tools for cohort, retention, and unit-economics analysis.
• Availability for freelance contract projects typically ranging from 10–20 hours per week, depending on client needs and scope.

Benefits:

• Flexible freelance projects typically ranging from 10–20 hours per week.
• Opportunities to work with early-stage ventures, high-growth technology companies, and Fortune 500 brands.
• Membership in Right Side Up’s network of specialized marketing experts.