Chief Executive Officer (Fundraise-First)

JOB TITLE: Chief Executive Officer (Fundraise-First) COMPANY: Icons of Real Estate LOCATION: Remote — Latin America or Eastern Europe strongly preferred EMPLOYMENT TYPE: Full-Time ABOUT ICONS OF REAL ESTATE Icons of Real Estate is a fast-growing podcast production platform and SaaS marketplace serving real estate professionals across the United States. We operate 100+ active podcasts, book approximately 100 agent guests per week, and run a two-sided marketplace connecting podcast hosts with real estate agent guests. Our platform (The HUB) manages the full production and booking pipeline for our clients. We're a lean, profitable, remote-first business with a clear strategic vision: scale aggressively and position the company for a significant exit with the right strategic acquirer in the real estate technology space. THE OPPORTUNITY This is not a typical CEO hire. We are looking for an experienced operator who wants to step into a CEO role, spearhead a $1M growth raise as their first act, and then run the company through to a strategic exit — with a meaningful financial reward tied to the outcome. Here's the structure: - Phase 1 (0–4 months): You lead and close a $1M growth round within 120 days, leveraging your existing investor relationships and ours. During this phase, we provide a $2,000–$3,000/month draw to keep you focused exclusively on this role. Upon successful close of the round, you receive a $40,000 milestone bonus paid immediately. - Phase 2 (post-raise): Full-time CEO role kicks in at $8,000–$9,000/month base salary, funded from the raised capital. - Exit bonus: A meaningful performance bonus tied to the company's sale price, structured as a percentage of proceeds above a baseline valuation. On a strong exit, this is a life-changing number. This structure is intentionally designed for someone who is motivated by upside and outcome — not salary. If you need a market-rate base salary from day one, this is not the right fit. WHAT YOU WILL DO - Spearhead and close a $1M growth round within 120 days, leveraging your existing investor relationships - Take full operational ownership of the business — team, platform, clients, and growth - Work directly with the founding team to execute the growth strategy: paid acquisition, product development, and partnerships - Drive the company toward a strategic acquisition, managing relationships with potential acquirers and M&A advisors - Build and lead a distributed remote team across multiple time zones WHAT WE ARE LOOKING FOR Non-negotiables: - You have personally been through at least one company acquisition, ideally on the sell side — you know what due diligence looks like from the inside - You have direct experience raising capital — angel, seed, or growth round — and have active investor relationships you can activate - You have run a lean remote team of 5–20 people and are comfortable operating without a large support structure - You are available to commit full-time to this role Strongly preferred: - Background in SaaS, media, marketplace, or real estate technology - Based in Latin America or Eastern Europe (for time zone compatibility with an Australian founding team and US client base) - Existing network in the US real estate or proptech space WHAT YOU GET - $2,000–$3,000/month draw during the fundraising phase (Phase 1) - $40,000 milestone bonus paid immediately upon successful closing of the funding round - $8,000–$9,000/month base salary (post-raise) - Meaningful exit bonus tied to sale proceeds above a baseline — structured to reward growth you create, not the value already built - A clear, defined path to a significant exit event within 12–24 months - Full operational authority to run the business HOW TO APPLY Send a message or apply here. Please include a short note covering: 1. One raise you have personally led or co-led (amount, structure, outcome) 2. One acquisition you have been part of (your role, outcome) 3. Why this specific structure appeals to you Send to [email protected] We are moving quickly. First conversations will happen within the week.

The CEO will lead a $1M growth funding round within 120 days and take full operational ownership of the business. The primary goal is to scale the company and drive it toward a strategic acquisition and exit.

Candidates must have personally led a company acquisition and successfully raised capital with active investor relationships. Experience running lean remote teams and a background in SaaS or PropTech is strongly preferred.

• Milestone bonus • Exit bonus

Identified from the job description. Confirm important requirements above.

• Fundraising
• M&A
• Operational Management
• Strategic Planning
• Investor Relations
• SaaS Management
• Remote Team Leadership
• Due Diligence
• Paid Acquisition
• Product Development
• Partnerships
• Exit Strategy

• Management & Leadership
• Finance & Accounting
• Software
• Sales
• Creative & Media

Minimum experience

10+ years

Posting language

English

Working hours

40 hours per week

Seniority

Executive

Application method

Direct apply is available