Hiring: Head of Loyalty Company: TrueLoyal Location: San Antonio, TX Job Posted Time: 2026-09-13 12:00:24 Target Skills & Keywords : REST, Stitch About the job Required Skills: •Here is why the role exists. A buyer told one of our reps he was on his third loyalty vendor call that day. Another said most of the options in the market look the same to him. They are both right about the software—points, tiers, referrals, receipt scanning. Everybody has a version of it, and the demos blur together by the third one. •Not get a big team. You will get a corpus of recorded customer calls, live loyalty program data across 300+ consumer brands, a strategy practice that needs a standard, an AI that needs teaching, data and AI teams to build it with, and a company that will move if you are right. •Who We Sell To Mid-market consumer brands doing $50M to $500M, selling through Walmart, Target and Amazon on one side and their own site on the other. North America first, with CPG reaching into the UK and Western Europe. The buyer is VP or Director level—brand managers, ecommerce managers, retention managers, CMOs. •Note what that means for the work: our customers largely do not own their own point of sale. Identity is fragmented, purchase data arrives second-hand, and receipt scanning does a job that a swipe does elsewhere. If you have built a program for a brand shaped like this, you already know what they will ask for and what they will get wrong. •Program design and economics (30%)—own program economics as the standard everything else is measured against: earn and burn structures, tier design, breakage assumptions, redemption behavior, and the pricing that decides whether a program survives its own success •Build loyalty program designs and run account reviews of live programs with a real recommendation attached, not a deck •Model the liability and accrual picture behind every design, so that when we put a number in front of a brand it holds up in front of their CFO •Produce at a volume one person could not hit alone, using AI and every tool we can buy to get there, and own the bar that all loyalty work clears before it leaves the building—both the recommendation that wins the deal and the program we build after they sign Qualifications: •Real loyalty domain knowledge—a program you built, ran, launched, relaunched, or owned a meaningful piece of. You know why programs go quiet by year three •You have worked the mechanics: earn rates, tiers, redemption behavior, breakage, and the economics that decide whether a program survives its own success •You understand the finance side —liability, accrual, and the number that makes a CFO stop the meeting •You have watched a program go flat and you know what caused it. That scar is worth more here than a clean record •Brand or category experience in consumer goods or retail - you know enough about how a brand team thinks and what makes them ignore a recommendation •Ideally, experience with programs where the brand does not control the point of sale—third-party retail plus DTC, receipt-based or inferred purchase data rather than a clean transaction stream •You write well and fast, and you would rather produce the thing than brief somebody else to produce it •You already use AI tools to do more work than one person should be able to do, and you want to push that a lot further •You are good on a stage and better in a room •Your loyalty knowledge only comes from reading about it. This is the one thing we cannot teach you here Compensation: •Health insurance plan with $0 deductible and $0 co-pay Interested candidates, please apply directly through the job posting on company's career page or try via AI auto apply on this platform. Don't miss this opportunity to join a forward-thinking team!