Who we are:

Logistics is the $1T backbone of the physical economy, yet it still runs on manual data entry, endless paperwork, and countless phone calls. Miles AI is the platform modernizing this foundation by deploying AI workers to automate high-stakes freight operations in real-time. Founded by industry experts from Samsara and Nirvana, we understand that logistics isn’t just about data—it’s about the tribal knowledge and fast decision-making of veteran operators. Our platform embeds this specialized expertise directly into our AI to deliver the precision and accuracy required to move freight at scale.

Backed by over $200M in capital from marquee investors, including Lightspeed, General Catalyst, and Valor, we are a high-agency team moving with the urgency required to turn the manual chaos of logistics into an AI-native reality. We don’t just build tools; we ship AI that drives the outcomes that will keep the world moving.

About the role:

This is the first business operations role at Miles AI, and is the position that will determine Miles’ success. You’ll be the CEO’s right hand – the person who owns the GTM operating system required to scale this recently launched product.

This is not a support role. You’ll own four areas end-to-end: strategy, sales execution, growth execution, and company operations. You’ll have real accountability to revenue outcomes and build the processes that let us scale from 0 -> 1.

What you'll do:

Strategy — ICP and market segmentation, pricing and packaging, pipeline forecasting, board and investor materials
Sales Execution — pipeline management and reviews, AE/SDR hiring, CRM setup and optimization (Salesforce), sales enablement materials, trial operations and onboarding
Growth Execution — outbound campaigns and lead lists, funnel conversion analysis
Company Operations — recruiting pipeline management across GTM and engineering, vendor management, ad hoc strategic projects

About you:

4–7 years of experience in a high-growth startup or top-tier consulting/banking/PE role, with meaningful time in a commercial or GTM operations function
Founder mentality - you don't need to be told what to do next. You see what matters most and go do it
You've owned a pipeline before — not just reported on one. You know what good demo-to-trial-to-close looks like and you can move the levers
You've run a hiring process end-to-end at least once — sourcing, screening, coordinating, closing
Comfortable in a CRM (Salesforce strongly preferred) and can set up workflows, not just use them
You make decisions with imperfect data: form a hypothesis, test it, move on
Bias to action — you'd rather try something and learn than wait for perfect information
Trucking or logistics experience is a plus; genuine curiosity about the industry is non-negotiable

What You'll Get

Competitive salary & equity
Medical, dental & vision insurance
Monthly wellness stipend
Catered lunch 3x / week
Flexible PTO
Team outings and happy hours
A winning team solving real problems in an antiquated trillion-dollar industry

For this role, the estimated salary range for this position is $ 145,000- $180,000 plus equity. The actual base salary will vary depending on multiple factors unique to each candidate, including location, job-related knowledge, transferable skills, work experience and our assessment of your level during the interview process. Miles AI offers equity for all full-time employees, which is not included in the range listed above and will have an impact on your overall compensation.

Miles AI offers a wide range of best-in-class, comprehensive benefits including 100% employer paid healthcare plans, an up to 4% 401k match program, paid time off, parental leave, wellness reimbursement, work-from-home stipend and more.Miles AI is committed to building a diverse and inclusive workforce. If you’re interested in this role, but do not meet 100% of the qualifications listed above, we encourage you to apply. We'd like to consider you for this position and roles that may be a fit in the future.

Miles AI is an Equal Opportunity Employer and considers applicants for employment without regard to race, color, religion, sex, orientation, national origin, age, disability, genetics or any other basis forbidden under federal, state, or local law. Nirvana considers all qualified applicants in accordance with the San Francisco Fair Chance Ordinance.

Miles AI

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