Director of Digital Engagement, Stealth Educational Startup (Remote) - $225,000/year USD

You've moved past asking AI to write a first draft. You build the workflows, check the claims, and ship the campaign yourself. Here, that hands-on approach is the operating model for digital engagement across nine Scholarship Granting Organizations, not a side project inside a staff-led department.

Stealth Educational Startup is recruiting for a marketing operation that supports nine SGOs and their scholarship fundraising for K-12 students. Each nonprofit has its own Executive Director, audiences, and priorities. Your job is to turn those differences into clear positioning, channel budgets, and campaigns that produce measurable fundraising results. The work supports a $1B+ Educational Freedom Tax Credit (EFTC) fundraising plan; that is the wider business ambition, not your personal fundraising quota.

You might start a day agreeing a channel budget with an ED, then build an AI workflow for donor content, correct an unsupported claim before expert review, and finish by tracing campaign results through the CRM. You own the production system and the decisions it informs. Partnership operations, connectors, and expert reviewers report to you, but they don't replace doing the marketing work with AI. You work with the nine EDs as internal clients.

The opportunity is to turn individual campaign wins into a repeatable digital engagement operation: better workflows, sharper spending decisions, and evidence of what brings in donors. This is a full-time, remote role in the United States. If you want to build the machinery and answer for what it delivers, apply.

What You Will Be Doing

• Set each SGO's marketing strategy, plan, and channel budgets with its ED, while owning brand and messaging across all nine.

• Personally build, run, and verify generative AI workflows for ED-authored content, partner pitch materials, and campaign kits
• secure the EDs' podcast and press bookings through public relations and media outreach.

• Run search engine optimization (SEO) and generative engine optimization (GEO) across nine websites, coordinating the expert reviewers who sign off on content.
• Operate paid media, events and opt-in CRM, email marketing and SMS (text) campaigns for applicants, donors and signups, with marketing automation and conversion tracking that connects activity to results.

• Own marketing technology and vendors
• oversee partnership operations, connectors and reviewers
• and use fundraising results, donor acquisition cost and channel effectiveness to improve the operation within counsel's compliance boundaries.

What You Won’t Be Doing

• Setting strategy and handing production to a conventional marketing staff.
• Treating AI-generated claims as verified facts or making legal decisions outside counsel's guidance.
• Reporting reach and impressions as substitutes for fundraising results.
• Producing Workplace sales collateral; Workplace creates its own sales materials.
• Carrying the wider $1B+ fundraising plan as a personal quota.

Director Of Digital Engagement Key Responsibilities

Deliver measurable fundraising growth and efficient donor acquisition across nine nonprofit SGOs through a hands-on, AI-first digital engagement operation.

Basic Requirements

• Based in the United States and available for a remote role, 40 hours per week.
• Experience owning marketing plans and channel budgets (marketing budget management), including audience choices, spending decisions, and acquisition or fundraising measurement.
• Personal, hands-on use of generative AI (e.g. Claude, ChatGPT, n8n, Zapier, Make, etc.) in live marketing production, with identifiable tools, source inputs, delivered outputs and human review steps.
• Ownership of brand positioning or messaging that has been deployed through content or campaigns.
• Delivery experience in both paid acquisition (paid search and paid social) and opt-in email or SMS lifecycle marketing, including platform use, consent handling and performance measurement.
• Practical use of CRM and analytics tools (e.g., Salesforce or HubSpot; Google Analytics 4 and Google Tag Manager) to connect campaigns with acquisition, conversion or fundraising outcomes.
• Experience overseeing vendors or specialist operational or review contributors, including their responsibilities and approval processes (vendor management).

Nice-to-have Requirements

• Experience marketing for scholarship organizations, nonprofit fundraising initiatives or other donor-supported programs.
• Experience coordinating distinct brands or executive voices across multiple organizations (multi-brand marketing).
• Hands-on experience with SEO/GEO programs, expert-reviewed content or executive podcast and press outreach.
• Experience marketing for scholarship organizations, nonprofit fundraising initiatives, or other donor-supported programs, including donor CRMs such as Raiser’s Edge NXT or Bloomerang.

About Stealth Educational Startup

We are a stealth educational startup in Austin, TX (center of educational innovation in US). We are building an online community focusing on the most underserved customer base in US education - gifted and talented kids. We are a remote first company who hires globally via Crossover.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us

This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $112 USD/hour, which equates to $225,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5863-US-COUNTRY-DirectorofDigi1