Chief of Staff, StealthCo

25madison • Nashville, TN

37d • $150 - $250

About The Position

StealthCo is building a fully owned and operated title insurance platform to modernize a legacy industry through purpose-built, proprietary software. By embedding technology directly into acquired companies, StealthCo aims to improve workflow efficiency, standardize operations, enhance visibility across the business, and drive margin expansion over time. StealthCo is backed by 25madison, a software building and buyout investment platform, with a decade-long track record of developing impactful software for highly regulated, legacy industries. StealthCo aims to be a category-defining disruptor in the real-estate ecosystem by partnering with founders and management teams to help them scale and take their businesses to the next level.

Requirements

• Flexible executive who can navigate ambiguous, unstructured environments and can build processes from scratch.
• Prompt and clear communicator with strong interpersonal and leadership skills.
• Fast learner, analytical thinker who can quickly understand new businesses, identify key performance drivers, and evaluate opportunities for margin improvement.
• Demonstrable skills across financial modeling and analysis; comfortable working from and building models.
• Up to date on modern AI and technological tools.
• Understand business and profit, and the various levers to pull to maximize business outcome.
• Curious person who loves to learn and take on new challenges.
• Experience in FinTech, consulting, real estate or investment banking.
• 5-8 years of experience in management consulting, investment banking, financial due diligence, software start-ups, or similar roles.
• Bachelor’s Degree required.

Nice To Haves

• Experience in real estate and real estate tech is a plus.
• MBA, MSF, or JD preferred.
• Experience quickly mastering new concepts, and academic record to back it up.

Responsibilities

• Partner with CEO to define OKRs across the platform, then own the OKR process including setting strategic goals and tracking organization performance.
• Work with Finance team to build and manage key models for the platform and acquired companies.
• Own the post-acquisition integration and execution for each newly acquired business. Nothing is more important than the first 30/90/180 days of our acquired companies, and you’ll be responsible for both the operational and cultural integration.
• Oversee continuous change management through communications and milestones.
• Analyze performance across the platform's subsidiaries, identify operational and financial weaknesses, and develop strategies to improve performance.
• Own key diligence workstreams when evaluating new acquisition opportunities.
• Create collateral content to share with future sellers, investors, co-investors, etc.
• Develop and manage marketing content that strengthens the company’s brand positioning and industry presence across LinkedIn, Facebook, and other digital channels.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive