Skip to content

Capability Trumps Seniority for Project Leadership

by Garrett Lord on August 24, 2025

Handshake's approach to building a successful AI data business within an established company demonstrates how to leverage existing assets to create extraordinary growth in the AI era.

Building a New Business Within an Established Company

  • Maintain complete separation between the new and existing business

    • Separate engineering, design, operations, and finance teams
    • Dedicated people with no responsibilities in the core business
    • Different physical workspace (separate part of the office)
    • Separate all-hands meetings and onboarding processes
    • Different compensation structure tied to new business hurdles
  • Create a distinct culture and operating cadence

    • Set clear expectations about intensity (5 days in office, weekends, 2-3am work)
    • Establish a metrics-oriented operating cadence from day one
    • Implement weekly/monthly/quarterly reporting structures
    • Maintain a flat organization where capability trumps title
    • Assign directly responsible individuals (DRIs) based on capability, not function
  • Hire the right people for zero-to-one building

    • Recruit entrepreneurs who have previously started companies
    • Look for people comfortable with ambiguity
    • Be upfront about the chaotic nature of the work
    • Selectively pull top talent from the core business
  • Establish a guiding philosophy

    • "Leave nothing to chance" - do whatever it takes to succeed
    • Create urgency by emphasizing the once-in-a-lifetime opportunity
    • Celebrate wins and publicly recognize impact

Leveraging Strategic Advantages in AI Data Collection

  • The only true moat in human data is access to an audience

    • Competitors spend millions on acquisition while Handshake has built-in trust with 18M users
    • Decades of trust with users creates higher conversion and retention rates
    • Ability to hyper-target specific expertise (500K PhDs, 3M master's students)
  • Focus on expert data as models evolve

    • Models have gotten so good that generalists are no longer needed
    • Experts can identify where models are weak or breaking
    • PhDs can create high-quality data in specialized domains
  • Treat experts with respect, unlike traditional data labeling

    • Build community rather than transactional relationships
    • Provide proper training before assigning projects
    • Create cohort-based learning environments
    • Pay rates that reflect expertise ($100-200/hour for specialized knowledge)
  • Ensure data quality through rigorous processes

    • Build an instructional design team and assessments team
    • Implement a post-training team to verify data quality
    • Evaluate each unit of data for potential model improvement

Scaling in the AI Era

  • When demand is unlimited, execution becomes everything

    • Focus on quality first, then volume and speed
    • Build capacity to quickly test hypotheses and scale successful approaches
    • Maintain trust with frontier labs through consistent quality
  • Evolve with changing data needs

    • Shift from text-based to multimodal (audio, video) data
    • Expand into trajectory data (recording complete user workflows)
    • Focus on tool use and step-by-step processes in specialized domains
  • Maintain a long-term vision that connects new and existing businesses

    • Use AI data business insights to improve core matching marketplace
    • Apply learnings to transform how employers find candidates
    • Leverage AI to create step-function improvements in core business