
← The Diversify Show with Eric Lindsey8 oct. · 11 min
Keeping Your W-2? How Michella Chiu Uses Evenings, Partners, and Systems to Build Real Estate
<p><strong>Episode Summary</strong></p><p>Michella began investing around 2015–2016 while continuing her professional career. Before focusing on multifamily, she gained experience with smaller acquisitions, fix-and-flip projects, and private lending.</p><p>In this episode, she explains how she balances real estate with her W2, works with partners whose skills and schedules complement hers, and evaluates opportunities during higher interest rates. She also discusses a Class A multifamily transaction in Louisville, a fund-of-funds capital-raising structure, market research, conservative underwriting, and using AI to reduce manual work while maintaining human review.</p><p><strong>Key Takeaways</strong></p><ul><li>How Michella built real estate experience while keeping her W2.</li><li>Why investors should decide whether real estate will remain a side business or eventually replace their employment.</li><li>How compatible partners help manage responsibilities when time is limited.</li><li>Why stable employment can reduce pressure to pursue unsuitable deals.</li><li>How employment growth, supply, demand, occupancy, and competition influence market selection.</li><li>Why conservative assumptions matter during higher interest rates.</li><li>How relationships with local operators and property managers can uncover opportunities.</li><li>How AI can speed up underwriting without replacing human review.</li><li>Why systems, SOPs, and delegation can prevent burnout.</li><li>Why new investors should focus on one or two strategies.</li><li>How seller financing may help investors pursue smaller acquisitions.</li><li>Why understanding potential losses is as important as estimating returns.</li></ul><p><br></p><p><strong>What This Means for W2 Professionals</strong></p><p>Michella’s journey shows that keeping a W2 does not prevent someone from building real estate experience. A stable salary can provide the patience to evaluate opportunities carefully and walk away from deals that do not meet established criteria.</p><p>However, investing beside a career requires disciplined scheduling, trustworthy partners, repeatable systems, and realistic expectations. Busy professionals should consider their available time, preferred level of involvement, financial goals, and risk tolerance before choosing between active and passive investing.</p><p><strong>About Michella Chiu</strong></p><p>Michella Chiu is the <strong>President of Steady Work Capital</strong>, a real estate investment