Data-Driven Operator (Future Founder Track)

Join us if you want to change how a $12 Trillion market is serviced and lead the ~~industrial~~ AI revolution.

We are building the first professional services factory in history. For centuries, professional services have operated on a fundamentally human-centric model. We're here to change that.

Commercial insurance is a $1 trillion market serving 36 million businesses in the United States and its broken. Commercial insurance is broken not because of insufficient capital or demand—it's broken because distribution scales linearly and quality differs by the servicer. Traditional brokers need more people, more training, more locations. We're replacing that model with computational systems.

Old model: Hire humans → Train them → Scale linearly

Our model: Build computational systems → Humans teach edge cases → Scale exponentially

Professional services represent a $12 trillion market in the US. Insurance brokering is our entry point to proving that AI-native (business) models can replace human-centric expertise with computational systems that scale exponentially. If we win here, we change how every knowledge work industry operates.

We've grown 100x in 12 months—from $4K to $500K+ monthly ARR. Our sales reps hit 30x the industry average. Not through better training, but through computational systems.

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What You'll Do

Own lead acquisition.

• Instrument tracking across all acquisition channels and build attribution models
• Create lead scoring models and micro-segmentation frameworks
• Build automated feedback loops where downstream outcomes inform upstream acquisition
• Drive CAC down and improve conversion rates
• Embed with operators, engineers, and AI teams to ship intelligence directly into production
• Help change processes such as intake / customer onboarding
• Move between modules (lead acquisition → information collection → market routing → renewals) as you optimize each

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What We're Looking For

Aspiring Operators with experience as Engineers/Analysts who love the grind, can act on incomplete information, and think systematically about data. We love potential / ex founders - people who’re willing to jump through any hoops, think out of box and make the ~~impossible~~ possible

You'll Thrive Here If You Have:

• 2+ years shipping fast in startup environments (0→1 experience)
• SQL & Python proficiency (there is a lot of data to be crunched)
• Background in statistical analysis: hypothesis testing, regression, cohort analysis, A/B testing
• Business orientation - thinking about unit economics, LTV:CAC, funnel optimization
• Building with data visualization tools (Metabase, Tableau, Looker)
• Founder mindset: previous founder, founding team member, or deep startup exposure

Nice to Have:

• Causal inference and experimentation design
• High-volume B2C or marketplace experience
• Marketing analytics and attribution modeling
• Experience with modern data stack (dbt, Airflow, ClickHouse)

We operate with:

• Extreme Pace: Ship 80% solutions in days, not weeks
• Impeccable Taste: Know when simple beats complex and when to optimize
• Competitive Fire: Here to win, not participate
• Ownership: Take responsibility for outcomes, not deliverables
• Day Zero Mindset: Throw away your work if data says it's wrong

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The Harper Philosophy

• "There is no try, there is just do" - Ship fast, iterate. Analysis paralysis is failure.
• "Actions lead to information" - Do something and measure. Don't wait for perfect data. Actions generate data which help action better.
• "Strong opinions, loosely held" - Argue passionately, but change completely when data says so.
• "Software updates, not training updates" - Insights should improve systems automatically.

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Why Join Harper

• Real AI in Production: See how AI actually works at scale (95% of companies never get here). We’re running a real business but AI native.
• Impact at Scale: Help prove that professional services can be computational. If we win in insurance, we change legal, accounting, HR—every knowledge worker industry.
• Founder Training Ground: 12 months here = 3-5 years of learning elsewhere. Know what it means to be an operator.

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Compensation & Perks

💰 Compensation: Competitive base + equity

🍲 Meals: Lunch / Dinner covered

🏥 Health: Medical, dental, vision

✈️ Relocation: Assistance to San Francisco (We are in person 5.5 day / week)

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This role is NOT for you if:

• You want 9-5 hours, clear scope, or work-life balance
• You need perfect data before taking action
• You prefer reporting over ownership
• You're not comfortable with hypergrowth intensity

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Interview process:

1. 30-min screening call
2. Data exercise: Take-home analysis
3. On-site

We move fast: Application to offer in 1-2 weeks for the right person.

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The mission:

We're building the first professional services factory. Professional services = $12 trillion in US annual labor. The winning model will be AI-native from day 1. The intelligence you build demonstrates that the Industrial Revolution for knowledge work is possible. If that mission excites you, if you're ready for intensity and opportunity - we should talk.