Strategic Talent Lead

Responsibilities

• Drive Talent Strategy & Pipeline
• Own full-cycle recruiting across functions from intake through close with a consistent bar for quality, speed, and candidate experience.
• Build and execute strategic, customized sourcing strategies that go well beyond job boards: including talent mapping, competitive intelligence, community-based sourcing, and warm pipeline development.
• Serve as a trusted advisor to hiring managers and senior leaders on role design, competency definition, interview architecture, and offer strategy
• Manage and continuously optimize our use of Greenhouse (ATS) to ensure data integrity, pipeline visibility, and reporting accuracy across all active searches.
• Own the recruiting tech ecosystem: assess platforms against market standards and lead strategy for any future system migrations.
• Lead AI-Forward Process Transformation
• Audit our current recruiting workflows end-to-end and identify where manual processes can be eliminated, automated, or AI-enhanced, then build, implement, and iterate on the solutions.
• Embed AI into day-to-day recruiting operations: use AI tools to draft job descriptions, prepare interview kits, synthesize candidate feedback, build offer comps, and generate pipeline analytics.
• Build a repeatable process for staying current on the recruiting technology landscape and bringing forward-looking recommendations to leadership.
• Elevate Stakeholder Experience & Internal Partnership
• Deliver a white-glove experience for hiring teams: proactive communication, structured intake processes, regular pipeline updates, and clear feedback loops with every hiring manager.
• Present recruiting data, insights, and recommendations to senior leaders with confidence and clarity - including when the data tells a story they need to hear.
• Coach hiring managers on effective interviewing practices, bias mitigation, and decision-making rigor - especially in panels with varied experience levels.
• Own Data, Insights & Continuous Improvement
• Build and maintain recruiting dashboards using tools like Claude, Omni, etc.
• Use data to drive decisions - identify bottlenecks, test hypotheses, and make evidence-based recommendations on where to invest recruiting effort and resources.
• Champion and model a culture of continuous improvement: regularly

Requirements

• We're looking for a Strategic Talent Lead who operates as a strategic partner, a process architect, and an AI-powered change agent, all at once. This is not just a fill-the-req role.

Benefits

Additional Information

About HopSkipDrive At HopSkipDrive, our mission is to create opportunity for all through mobility. We're the leader in safe, fast, and simple supplemental student transportation. Through our marketplace, we connect kids to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts across the country. Founded by three moms as a solution to their own transportation challenges, we've now facilitated more than five million rides across over over 20states. We continue to grow rapidly - earning a spot on the Inc. 5000 list numerous times and the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M to date. How we work We're an AI-forward company, and we expect every person on our team to be too. We use AI tools to do our best work - drafting, analyzing, building, and shipping faster than we could without them - and we invest in training, share what works, and govern AI use thoughtfully. We don't expect you to be an expert when you start. We do expect you to be curious, willing to learn, and ready to use the best tools available to move our mission forward. We're remote-first, mission-driven, and built for people who want to do work that matters with people who hold a high bar.

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