Loyalty Program Strategist - Freelance - Remote

Right Side Up Open · verified Oct 22, 2026

Remote Austin Mid-level Retention Marketing

At a glance

Mid-level Retention Marketing role at Right Side Up. Remote, United States · no salary stated · we estimate $56,500–$100,500 across the United States.

Estimated pay

Right Side Up has not published a salary for this role. The figure below is our estimate, not theirs.

$56,500 – $100,500

What the middle half of mid-level retention marketing roles in the United States paid, among postings that did state a salary.

Worked out from 37 postings that stated pay, median $78,978. Last updated Oct 15, 2026.

RoleRetention Marketing

SeniorityMid-level

LocationAustin

WorkplaceRemote

PostedAug 11, 2026 · 2mo ago

Role brief

growthroles summary, based on the employer's posting.

What you'll do

Review loyalty programs’ reward rules, redemption options, and unit economics
Decide whether loyalty fits a business, product, or customer group, then explain the case
Shape program mechanics for B2B, B2C, and marketplace models, including tiers and personalization
Connect program investment to retention, repeat purchasing, and revenue, with clear success measures
Turn recommendations into build-ready plans and present them to senior leaders

What you bring

At least eight years building loyalty programs, ideally across B2B, B2C, or marketplace settings
You have assessed loyalty economics and investment cases, and have launched programs yourself
You can turn strategy into actionable plans with product and engineering teams

Who this fits

This freelance role suits a senior loyalty specialist who combines product and marketing judgment with hands-on program delivery. Projects usually involve ten to twenty hours weekly, varying with client needs and scope. It is a talent-collective opportunity for contract client work, not an internal full-time position or a specific current client opening.

From the employer

Please note, this posting is to highlight joining Right Side Up's talent collective specifically and is not representing an internal full-time role, or a current opportunity with a client.

Right Side Up is a collective of premium marketing talent—with all of the marketing chops, and none of the agency fluff. We're trusted by the most respected early-stage ventures, the fastest-growing tech companies, and well-established Fortune 500 teams to do one thing better: Growth. We have over 1400+ clients including Reddit, Robinhood, Lyft, Gusto, Stripe, Rippling, Shopify, Noom, Hinge Health, Kikoff, and more.

About the Role

We're seeking freelance Loyalty Program Strategists to help our clients design, evaluate, and scale loyalty programs that drive real business growth. This is a niche, senior specialty: we're looking for people who have actually built and shipped loyalty programs at leading brands, across B2B, B2C, and marketplace models, and who bring a blend of product and marketing instincts to the work. Contract projects typically range from 10–20 hours per week, depending on client needs and project scope.

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.

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.

Tools & Platforms

Familiarity with loyalty and rewards platforms such as Yotpo, Smile.io, Annex Cloud, Bond, or custom-built systems.
CRM and lifecycle marketing tools.
Analytics platforms for cohort, retention, and unit economics analysis.

Why Right Side Up

Join a team that values expertise, flexibility, and meaningful work with some of the most innovative brands in the world. Exciting opportunities are available now — apply today to join our network of experts!