Loyalty Program Strategist – Freelance

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Right Side Up

51 - 200 employees

📣 Marketing

🤝 B2B

🛍️ eCommerce

Marketing • B2B • eCommerce

Right Side Up is a strategic marketing growth agency offering tailored solutions and marketing expertise for companies across different stages of business growth, including early stage startups, high-growth companies, and enterprise organizations. The company specializes in a diverse range of marketing services such as growth and marketing strategy, paid social and search, B2B advertising, affiliate marketing, SEO, lifecycle marketing, content marketing, influencer marketing, and more. Right Side Up sets itself apart by providing flexible agency teams, freelancers, and full-time employees tailored to meet the specific needs of their clients, ensuring rapid talent turnaround and no long-term contract commitments. Their innovative approach leverages deep marketing experience and proprietary technology to deliver impactful and customized growth strategies.

📋 Description

• Audit existing loyalty or 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 program strategy and mechanics for B2B, B2C, and marketplace models • Build business cases connecting loyalty investment to retention, repeat behavior, and revenue growth • Assess customer behavior, segmentation, and audience motivations • Benchmark competitors and comparable loyalty programs • Partner with product, marketing, finance, and engineering stakeholders • Translate strategy into execution-ready frameworks or proposals • Define success metrics and measurement frameworks • Advise on tiering, earn/burn mechanics, and personalization • Present findings and recommendations to senior and executive stakeholders • Stay current on loyalty and retention best practices

🎯 Requirements

• 8+ years designing and building loyalty programs, ideally across B2B, B2C, and/or marketplace businesses • Track record evaluating unit economics and business cases for loyalty investments • Strong product and marketing instincts • Ability to assess customer motivations and behavior • Comfortable working cross-functionally with product, engineering, and finance stakeholders • Experience translating strategy into executable frameworks • Hands-on experience shipping loyalty programs • Comfortable structuring ambiguity into clear deliverables • Familiarity with loyalty and rewards platforms such as Yotpo, Smile.io, Annex Cloud, Bond, or custom-built systems • Familiarity with CRM and lifecycle marketing tools • Familiarity with analytics platforms for cohort, retention, and unit economics analysis

🏖️ Benefits

• Flexible freelance project work • Contract projects typically ranging from 10–20 hours per week, depending on client needs and project scope • Opportunities to work with innovative brands and Right Side Up’s network of experts

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