Entrepreneur in Residence (EIR)

Founder's Office | Sierra Innovations

At Sierra Innovations, we are building a high-impact Founder’s Office to drive the next phase of growth.

This role sits at the intersection of strategy, execution, and leadership building.

You will work directly with the Founder on critical business problems that shape the company’s future.

This is not a role.

This is a launchpad into leadership.

What You’ll Work On

• Drive high-priority strategic initiatives across the company
• Support fundraising — investor research, financial narratives, deck building, and conversations
• Design and implement key HR policies & org structures
• Lead KMP / leadership hiring across business functions
• Define and track KPIs across teams, ensuring accountability and performance
• Conduct market research & competitive intelligence to guide decision-making
• Work on 0→1 and 1→100 growth projects across categories
• Solve unstructured problems with clarity, speed, and ownership

Key Skills & Experience

• Investment Banking / Fund Analyst Experience
• Strong grounding in financial thinking, investor communication, and structured problem solving
• Fundraising Exposure
• Experience in supporting or leading fundraise processes
• KMP / Leadership Hiring
• Ability to identify and close high-quality leadership talent
• KPI & Performance Management
• Experience in defining, tracking, and improving business metrics
• Project Management
• Proven ability to drive cross-functional projects to completion
• Education / EdTech Exposure (Preferred)
• Understanding of test prep, K-12, or learning ecosystems
• Analytical + Execution Strength
• Ability to think clearly and execute fast

Who This Role Is For

• You have high intellectual horsepower
• You take extreme ownership — outcomes matter more than effort
• You are comfortable with ambiguity and thrive in fast-moving environments
• You can build networks and influence people
• You want to grow beyond a single function into a business leader
• You are hungry to create disproportionate impact

What You’ll Gain

• Direct exposure to founder-level decision making
• Hands-on experience in fundraising, hiring, strategy, and execution
• Opportunity to build a cross-functional business understanding
• Fast-track path into leadership roles within the company

Why Sierra Innovations

We are building a category-defining D2C powerhouse in publishing and beyond — combining content, technology, and distribution at scale.

If you want to be in the room where:

• strategic decisions are made,
• leaders are built, and
• real outcomes are driven,

this is that opportunity.

Final Note

This role is not for everyone.

But if you believe you have the intellect, network-building ability, and execution strength to drive outcomes,

we would love to work with you.

Apply if you’re ready to build — not just participate.

- Assist the Founder with day-to-day business and operational tasks

- Conduct market and competitor research and prepare actionable insights

- Assist in business development and growth-related activities

- Coordinate with internal teams and candidates.

- Track ongoing tasks, deadlines, and deliverables

- Prepare reports, presentations, MIS, and business updates

- Support recruitment and HR-related activities when required

- Assist with marketing, social media, and content-related coordination

- Identify operational gaps and suggest practical solutions

- Follow up with team members and ensure tasks are completed on time

- Maintain organized records, trackers, and documentation

- Assist in special projects assigned by the Founder

- Take ownership of assigned projects from start to completion

We are looking for someone who:

- Doesn't wait to be told every small step

- Is comfortable working in a fast-paced startup environment

- Can take responsibility for tasks and follow them through

- Is good at finding solutions rather than only identifying problems

- Can communicate clearly and professionally

- Wants to understand how a business is actually built and scaled