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Deputy Chief of Staff

Full-time
San Diego Metropolitan Area
On-site

Deputy Chief of Staff to the Founder & CEO

Help Build the Future of Real Estate Investing and AI-Driven SaaS  

DiversyFund is seeking an exceptional Deputy Chief of Staff to work directly with our Founder & CEO during one of the most important growth phases in company history.

This is not a traditional Chief of Staff role. It's an opportunity for a high-potential operator to become a key architect behind two transformative initiatives:

  • Leading operational execution behind a major capital raise  
  • Helping launch and scale DiversyFund's new Beyond-SaaS platform  
  • Building the systems, team, and accountability structure required for long-term growth  
  • Working side-by-side with executive leadership on company-defining decisions

If you're energized by high-growth environments, thrive in ambiguity, and want direct visibility into fundraising, product development, and company-building, this role offers an unusual combination of ownership, influence, and financial upside.

Why This Opportunity Stands Out

Most early-career operators spend years supporting decisions.  

In this role, you'll help drive them.

You'll partner directly with the Founder, leadership team, investors, and technical stakeholders to help turn ambitious goals into measurable outcomes. Your work will directly influence the pace of growth, capital formation, platform development, and organizational scale.

For the right person, this role can become a career-defining launchpad.

Compensation & Upside

Base Salary: $105,000-$125,000  

Target Earnings: $500,000+ annualized at goal performance  

Additional Upside:  

  • Revenue-share participation tied to Beyond-SaaS recurring revenue growth  
  • Long-term phantom equity program  
  • Direct exposure to executive leadership, fundraising, and strategic decision-making

The compensation structure is intentionally designed for ambitious operators who are motivated by building value and sharing in the results.

What You'll Own

As Deputy Chief of Staff, you'll sit at the intersection of fundraising, operations, hiring, and product execution.

Key responsibilities include:

Fundraising Execution

  • Build and manage investor pipelines  
  • Coordinate fundraising initiatives and outreach efforts  
  • Create operational systems that accelerate investor engagement  
  • Ensure Founder time is focused on high-value closing opportunities

Strategic Operations

  • Establish company operating rhythms and accountability systems  
  • Drive execution across cross-functional initiatives  
  • Track priorities, milestones, and organizational performance  
  • Identify bottlenecks and accelerate decision-making

Product & Platform Development

  • Partner closely with the CTO and technical leadership  
  • Help define product priorities, timelines, and execution plans  
  • Coordinate resources necessary for successful platform launch  
  • Support onboarding and scaling of initial platform customers

Team Building

  • Help recruit and onboard key strategic hires  
  • Build processes that support sustainable growth  
  • Strengthen communication and accountability across leadership

What Success Looks Like

First 30 Days

  • Establish operational cadence with leadership  
  • Create visibility into fundraising progress and priorities  
  • Support early investor engagement initiatives  
  • Launch collaboration workflows with technical leadership

First 90 Days

  • Build repeatable systems for fundraising execution  
  • Improve efficiency and leverage of Founder time  
  • Help define and document the Beyond-SaaS roadmap  
  • Drive measurable progress toward fundraising goals

First 6 Months

  • Significant progress toward capital raise objectives  
  • Key growth hires onboarded and contributing  
  • Leadership accountability systems fully operational  
  • Platform development progressing against major milestones

Long-Term

  • Successful launch and adoption of the Beyond-SaaS platform  
  • Recurring revenue generation and scaling  
  • Participation in the value created through revenue-share and equity participation

Who Thrives Here

We're looking for someone with a combination of analytical horsepower, operational rigor, and entrepreneurial drive.

Ideal backgrounds include:

  • Chief of Staff, Strategic Operations, or Founding Operator experience at a high-growth startup  
  • Investment Banking, Private Equity, Consulting, or Corporate Strategy experience with a strong interest in operating roles  
  • Experience supporting product launches, platform development, or recurring revenue businesses  
  • Proven ability to influence outcomes without relying on formal authority  
  • Comfort working directly with founders and senior leaders  
  • Strong bias toward execution and accountability

Additional backgrounds that often translate well:

  • Military leadership  
  • Division I athletics  
  • Other performance-driven environments where resilience and ownership are essential

Our Culture

At DiversyFund, we believe extraordinary outcomes come from exceptional execution.  

Our team values:

  • Truth Over Comfort – Honest conversations drive better decisions.  
  • Action Over Excuses – We focus on solutions and results.  
  • Continuous Improvement – Small gains compound over time.  
  • High Performance with Integrity – Winning matters, and so does how we win.  
  • Challenging the Status Quo – We embrace ambitious goals and bold thinking.  
  • Making the Impossible Possible – We pursue outcomes others consider unattainable.

This Role Is For You If...

  • You want direct access to a founder and executive leadership team.  
  • You want meaningful ownership early in your career.  
  • You are motivated by results, accountability, and upside.  
  • You'd rather help build the company than simply manage a function.  
  • You're looking for an opportunity where your impact can be measured in millions, not meetings.

If you're ready to help build something significant while accelerating your own career trajectory, we'd love to hear from you.

Additional Job Application Terms

This job is part of LinkedIn’s Full-Service Hiring beta program. Eligibility is limited to candidates located in and performing services in the United States, excluding those based in Alaska, Hawaii, Nevada, South Carolina, or West Virginia.  

We’re committed to making our hiring process as smooth and timely as possible, and we understand that waiting to hear back can add to the anticipation. If you’re a potential fit, our team will reach out within two weeks to progress you to the next stage. If you don’t hear from us in that time, we encourage you to explore other opportunities with our team in the future, and we wish you the very best in your job search.

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