Strategy & Operations

Squad

$90K — $130K *
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in high-intensity roles with analytical focus
  • Strong communication skills, both written and verbal
  • Demonstrated ability to navigate ambiguity and shifting priorities
  • Proven track record of rapid execution and strategic problem-solving
  • Experience in consulting, finance, or fast-growing startup environments

Responsibilities

  • Identify and prioritize strategic problems for solution
  • Architect AI workflows for enhanced recruiter efficiency
  • Redesign engagement processes to maximize company response rates
  • Develop strategies for launching new business verticals
  • Create incentive structures to enhance recruiter quality and engagement
  • Scope and build new product lines or partnerships
  • Collaborate with founder on vision and execution

Benefits

  • Health insurance
  • Unlimited paid time off (PTO)
  • Daily office lunch and dinner provided
  • Equity stake in the company
  • High-trust, autonomous work environment
Full Job Description
About the role

As one of the first team members at Squad, you'll work directly with the founder (Iggy) to identify the most strategic problems to solve - and then own them end-to-end.

This isn't a role where you execute a predefined playbook. You'll help figure out what the highest priority problems are, come up with hypotheses on how to solve them, and drive toward outcomes across whatever vectors make sense - product, operations, growth, partnerships. The goal is the outcome, not the function.

One day you're automating marketplace operations with AI. The next, you're building the playbook for launching new verticals.

You'll work in tandem with the founder and own problems end-to-end, including:
  • Architecting AI workflows that make recruiters 10x more effective - and working with engineers to build them
  • Redesigning how companies engage - across UX, onboarding, pricing - to maximize response rates
  • Figuring out which vertical to launch next and how to win it
  • Creating incentive structures that drive recruiter quality and engagement
  • Scoping a new product line or partnership from scratch


Your input will shape the vision, product, and team we're building.
We'll be most excited if you have:
  • Experience in a high-intensity environment with analytical rigor and outcome ownership (e.g., consulting, finance, fast-growing startup, 01 business line)
  • Strong written and verbal communication - effective in internal debates and external relationships
  • Track record of moving fast, finding shortcuts, and going to unreasonable lengths to deliver
  • Comfort with ambiguity and fast-shifting priorities

We're hiring across levels - whether you have 1 year of experience or 10, what matters is the intensity and ownership you've demonstrated.

Working with us

Squad is based in New York, with our team working out of a beautiful office in Flatiron.

We run a high-trust environment with real autonomy and ownership. We provide competitive compensation with meaningful equity to reflect that. Everyone who joins early will be a major contributor to our success.

We also provide benefits to ensure you can focus on creating impact:
  • Health insurance
  • Unlimited PTO
  • Lunch at the office every day and dinner after 7pm (usually fresh healthy food from Eataly)


Our salary ranges are based on paying competitively for our company's size and industry, and are one part of the total compensation package that also includes equity, benefits, and other opportunities at Squad (for full-time employees). Individual pay decisions are ultimately based on a number of factors, including qualifications for the role, experience level, skillset, geography, and balancing internal equity.

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