Summer 2025 Chief of Staff Intern - Octolane AI (SF) at Octolane AI (W24)
$100K - $120K  •  
Building AI-first Salesforce
San Francisco, CA, US
Internship
About Octolane AI
About the role
Skills: Figma, Git, TypeScript, SQL, PostgreSQL, Amazon Web Services (AWS)

Work directly with the CEO & CTO at Octolane AI on sales, operations, and product development at our fast-growing startup. It's not an easy job—it's a relentless pursuit of building while being comfortable with ambiguity.

Pay & Location

  • $10K monthly
  • $8K relocation bonus
  • San Francisco (in-person)

You Are

  • Previously founded or worked at a startup
  • Can context switch quickly and handle a broad range of technical and non-technical problems
  • Competitive, highly ambitious, and love working in high-intensity environments
  • Obsessed with problem solving, is comfortable with ambiguity and doing whatever it takes
  • Technical, with coding, scripting and tooling (Cursor AI, SQL, Claude Artifacts  etc.)

You'll Own

  • Sales and customer success
  • Technical onboarding, comprehensive documentation and feedback gathering
  • Product launches, including technical integrations and events
  • Social media, technical content, and newsletters
  • Process automation, including scripting and tooling to streamline workflows

Impact

You won't just be helping; you'll be shaping the company. Your work with the CEO and CTO will directly impact our trajectory across sales, product, and everything in between while wearing many hats.

Why This Role?

Every other CRM out there is just a system of records. With Octolane, we're flipping that script. Instead of just storing customer data, we’re building a system of actions—an AI-first CRM that predicts what to do next and gets it done for you. Our software doesn’t just help you track leads; it finds the best ones, scores them, reaches out, and closes them. All while letting you generate forecasts, reports, and communicate at scale, faster than anything else out there.

Our customers are leaving HubSpot behind—switching to us after sinking thousands into clunky, traditional implementations. We’re using AI to build the integrations that keep businesses locked into Salesforce, with one goal in mind: to break those chains and win them over. The opportunity to disrupt a $300 billion market cap is here, and we’re sprinting toward it.

In this fleeting moment of time, we are seizing an opportunity that may never come again. We’re moving at lightning speed, faster than we can fully comprehend, because the market’s demands are faster still. If you’re someone who doesn’t settle, someone who wants to do what others say can't be done, then this rocket ship has a seat for you.

Interview Process

Our interview process is designed to be fast, challenging, and focused on the skills that matter. Here’s what to expect:

  1. Initial Call: A short introductory conversation to learn more about you and tell you about the role.
  2. Technical Challenge: A take-home challenge focused on technical problem-solving, scripting, and tooling that matches the work you'll do at Octolane.
  3. Interview with CEO & CTO: A deep dive into your experience, skills, and problem-solving approach. Expect challenging questions, a discussion about our current obstacles, and a chance for you to showcase your technical expertise.
  4. Final Culture Fit: A conversation with the team to ensure we share values and a drive to succeed.

We move quickly and aim to provide feedback within 48 hours at each stage. Let’s build something extraordinary together.

Other jobs at Octolane AI

internSan Francisco, CA, US$100K - $120KAny

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