Onboarding Specialist

Careers Onboarding Specialist Full-Time Chicago, West Loop / Fulton Market, hybrid three days a week Customer Experience $55,000 - $60,000 / year Based on experience 10% annual bonus opportunity, based on company performance Who we are AwardSpring is an established, growing SaaS company that partners with hundreds of colleges, universities, and foundations across the US and Canada to award scholarships and manage their donors. We complete the virtuous cycle of giving, getting, and giving again, on a mature, multi‑tenant platform, with a small, focused team. About This Role You own launch. When an organization signs with us, you are the person who takes them from contract to live, and you own their success. That is the customer-facing half of the job, kickoff calls, training, and honest conversations about timelines, and the behind-the-scenes half, data imports, form and workflow configuration. This is a Coach role at AwardSpring. You partner with institutions to drive results, and the results belong to them: an application cycle that opens on time, an advancement team that can finally see its donors, a department that stops running its process out of spreadsheets. Configuration is the means, not the point. The job is coaching an administrator from “we bought software” to “we changed how we work”. How we work AwardSpring is an AI-native company. Nearly 100% of the code in our product is AI-generated, and every team here operates on the same principle: routine work gets delegated to AI so people spend their hours on the problems that actually need judgment. We Hire For Three Things Intellectual curiosity. When you don't know something, you go learn it instead of waiting to be taught. Agency. You act without waiting for permission. You take ownership of the problems in front of you and move on them decisively. Ambition. You want your work to matter. You are here for real impact, and you are willing to push past your own limits to make it. We are a small, focused team on a mature, multi‑tenant platform. Nobody here has a narrow lane. What you'll do Own onboarding and implementation projects end to end, from kickoff through go-live and handoff. Understand what the customer is actually trying to change about how they work, then sequence the rollout so they get there. Run your projects and timelines in a project management tool, current enough that anyone can pick up the status without asking you. Work closely with Support on testing and post‑launch readiness so nothing lands on them cold. Configure forms, workflows, conditional logic, and data integrations across whichever of our products the customer bought. Import and map customer data, then validate it before launch rather than after. Use AI tooling to take the repetitive work off your plate: data mapping and cleanup, configuration QA, first drafts of training materials and customer‑facing docs, meeting notes and follow‑ups. Then bring back what worked so the whole team gets faster. Deliver live training sessions for scholarship administrators and advancement teams, on the products they actually use. Host webinars for the broader customer base to train at scale. Build and run training materials against the priorities set by Customer Experience leadership. Who you are 1 to 3 years in onboarding, implementation, or support for a SaaS product. Strong organizational skills and real attention to detail. Comfortable with data. Excel and CSV work, mapping messy customer files, spotting the row that is going to break something. A clear and patient communicator. Accountable for timelines and outcomes without being chased. AI‑fluent in your own workflow, or ready to ramp up quickly. Genuinely curious about how a scholarship, financial aid, or advancement office spends its day, not just about our products. Benefits Health, dental, and vision insurance, 401(k) match, unlimited PTO, and paid parental leave. Our values Lead with humanity. Genuine empathy for our team, our customers, and the students and donors they serve. That includes candor, saying the hard thing because you respect the person enough to say it. Take smart risks. Urgency. Bold, informed bets before the picture is fully clear. Run the experiment instead of winning the debate. Take pride in the process. Fast is the standard and thoughtfulness is non‑negotiable. Eyes on the work you control, not the scoreboard. Own the results. We measure everything. Accountability runs on data, not vibes, and we can tell the difference between an honest miss and a broken process. Work location Hybrid, based in our West Loop / Fulton Market office in Chicago, three days a week. In‑office presence is part of the job, with the specific schedule set with your manager. Equal Opportunity Employer AwardSpring is an equal opportunity employer and hires without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran, or disability status. We're committed to an inclusive, harassment‑free workplace. Who we are AwardSpring is an established, growing SaaS company that partners with hundreds of colleges, universities, and foundations across the US and Canada to award scholarships and manage their donors. We complete the virtuous cycle of giving, getting, and giving again, on a mature, multi‑tenant platform, with a small, focused team. We Hire For Three Things Intellectual curiosity. When you don't know something, you go learn it instead of waiting to be taught. Agency. You act without waiting for permission. You take ownership of the problems in front of you and move on them decisively. Ambition. You want your work to matter. You are here for real impact, and you are willing to push past your own limits to make it. We are a small, focused team on a mature, multi‑tenant platform. Nobody here has a narrow lane. What you'll do Own onboarding and implementation projects end to end, from kickoff through go-live and handoff. Understand what the customer is actually trying to change about how they work, then sequence the rollout so they get there. Run your projects and timelines in a project management tool, current enough that anyone can pick up the status without asking you. Work closely with Support on testing and post‑launch readiness so nothing lands on them cold. Configure forms, workflows, conditional logic, and data integrations across whichever of our products the customer bought. Import and map customer data, then validate it before launch rather than after. Use AI tooling to take the repetitive work off your plate: data mapping and cleanup, configuration QA, first drafts of training materials and customer‑facing docs, meeting notes and follow‑ups. Then bring back what worked so the whole team gets faster. Deliver live training sessions for scholarship administrators and advancement teams, on the products they actually use. Host webinars for the broader customer base to train at scale. Build and run training materials against the priorities set by Customer Experience leadership. Who you are 1 to 3 years in onboarding, implementation, or support for a SaaS product. Strong organizational skills and real attention to detail. Comfortable with data. Excel and CSV work, mapping messy customer files, spotting the row that is going to break something. A clear and patient communicator. Accountable for timelines and outcomes without being chased. AI‑fluent in your own workflow, or ready to ramp up quickly. Genuinely curious about how a scholarship, financial aid, or advancement office spends its day, not just about our products. Benefits Health, dental, and vision insurance, 401(k) match, unlimited PTO, and paid parental leave. Our values Lead with humanity. Genuine empathy for our team, our customers, and the students and donors they serve. That includes candor, saying the hard thing because you respect the person enough to say it. Take smart risks. Urgency. Bold, informed bets before the picture is fully clear. Run the experiment instead of winning the debate. Take pride in the process. Fast is the standard and thoughtfulness is non‑negotiable. Eyes on the work you control, not the scoreboard. Own the results. We measure everything. Accountability runs on data, not vibes, and we can tell the difference between an honest miss and a broken process. Work location Hybrid, based in our West Loop / Fulton Market office in Chicago, three days a week. In‑office presence is part of the job, with the specific schedule set with your manager. Equal Opportunity Employer AwardSpring is an equal opportunity employer and hires without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran, or disability status. We're committed to an inclusive, harassment‑free workplace. #J-18808-Ljbffr AwardSpring