Operational Leverage Lead (AI & Compliance) – Night Shift / Remote

Operational Leverage Lead (AI & Compliance)

Right Hand to Founder | Fleet Regulators × Vaahan AI

Remote – India | Full-Time | Night Shift | ₹25,000–30,000/month

Mission First. Ego Last. Execution Always.

Most people want a comfortable job.
You want leverage, the kind that compounds, the kind that turns you into a critical operator inside two fast-growing companies building the AI-powered backbone of the trucking industry.

If you're looking for stability, predictability, or “just tell me what to do” work, this is not for you.

But if you want to operate directly next to a founder, build systems, run AI workflows, handle mission-critical compliance work, and grow into a mini-GM of operations, then keep reading.

This role demands intensity, ownership, and intellectual honesty.
The reward? A trajectory that outpaces anything a traditional company can offer you.

Why This Role Exists

Fleet Regulators manages real-time safety & compliance for U.S. trucking fleets.
Vaahan AI builds systems that turn manual processes into automated engines.

This role sits at the center of both:

• The precision of AI
• The discipline of compliance
• The speed of operations
• The responsibility of client-facing work
• The leverage of founder-level problem-solving

You are the operational nerve system across two companies.

Your execution = our growth.
Your discipline = our reliability.Your judgment = our leverage.

Responsibilities: High-Volume, High-Leverage Execution

This is repetitive, rigorous, high-concentration execution.
If done well, it unlocks massive leverage.

Daily Operational Ownership

• Audit driver logbooks using Samsara, FMCSA portals, and Vaahan AI.
• Monitor HOS violations and follow up with drivers in real time.
• Track, escalate, and eliminate recurring compliance issues.
• Maintain airtight documentation and systematized records.

Driver Hiring & Compliance Onboarding

• Complete driver applications flawlessly, end-to-end.
• Verify documentation, contact drivers, align with owners.
• Maintain structured data systems for driver and fleet status.

AI-Driven Ops & Automation

• Build & optimize AI workflows using ChatGPT, Zapier/Make (no coding needed).
• Improve prompts, dashboards, and automation pipelines.
• Reduce manual steps and eliminate inefficiencies across processes.
• Think like an AI-native operator, not a button-clicker.

Client-Facing Interaction

• Communicate professionally with U.S. clients during CST hours.
• Deliver weekly summaries, violations, corrective actions.
• Represent the founder’s standards when interacting with carriers.

Who You Must Be (Culture Fit)

If these don’t resonate, do not apply.

You think from first principles.

You don’t need SOPs to function; you build them.

You operate with obsessive ownership.

You don’t wait for tasks, you hunt down incomplete processes.

You are AI-native.

You build workflows, automations, and prompts naturally.

You thrive in repetition.

Repetitive tasks don’t bore you, they sharpen you.

You’re built for speed, autonomy, and extreme clarity.You don’t seek validation or “hours.”

We don’t track your time.
We track impact, leverage, and systems optimized.

Who We Don’t Want

• People who need micromanagement
• People who treat night shifts as a burden
• People who confuse “being busy” with output
• People who avoid responsibility
• People who resist learning AI tools
• People who need external motivation

This role is for builders, not passengers.

Who Thrives Here

• You love small, lean teams where your work matters instantly.
• You’re more excited by autonomy than by perks or benefits.
• You get energy from building systems from scratch.
• You want your career to accelerate at 10× speed.
• You want to grow into the founder’s right hand, not stay an operator forever.

Work Hours & Structure

• Night shift aligned with 6 AM – 7 PM CST (India night)
• Flexible weekends based on client load
• Remote, anywhere in India

Night Shift Advantage

Your shift aligns with peak U.S. business hours.
You become the real-time compliance and operations backbone while the rest of the world sleeps.
This is where leverage is created, and where your value multiplies.

Compensation & Growth

Salary: ₹25,000–30,000/month
(Intentional lean compensation, fully output-focused)
No benefits.

The Real Reward:

If you perform like a top 1% operator:

→ Right-hand to founder
→ Lead client success & compliance ops→ Manage analysts and AI workflows→ Run automations across Fleet Regulators + Vaahan AI→ Build the systems that scale the company

This is a high-autonomy → high-authority path.

How to Apply (Weed-Out Step)

Send an email to: apply@fleetregulators.com
Subject: I Am the AI Operator You’re Looking For

Include:

Your CV / LinkedIn and a 2–3 minute Loom video answering:

• What makes you the best person to work in a lean, small, fast-moving startup?
• What have you done that proves you thrive without handholding or large teams?
• Describe one system you built or optimized that saved significant time or improved accuracy.
• What makes you the right fit for the culture described here?
• Why will you thrive in our first-principles, AI-native, high-ownership environment?
• One example of an automation you’ve built.

Incomplete applications will not be reviewed.

If this didn’t scare you, and instead lit you up:
you’re exactly who we want to hear from.

Job Type: Full-time

Pay: ₹25,000.00 - ₹30,000.00 per month

Benefits:

• Work from home

Application Question(s):

• Fill this form: https://forms.gle/2H7MLmRd6XdCqXqw8

Experience:

• Client Facing: 2 years (Required)

Language:

• English (Required)
• Hindi (Required)

Shift availability:

• Overnight Shift (Required)
• Night Shift (Required)

Expected Start Date: 01/12/2025