Kirk Jaffe Blogs
Welcome to the Kirk Jaffe blog, your go-to resource for insights, trends, and expert advice across a range of topics. Whether you’re seeking professional guidance, industry updates, or practical tips, our articles are designed to keep you informed and empowered. Dive into our latest posts and explore how Kirk Jaffe delivers innovative solutions and valuable knowledge for individuals and businesses alike. Stay connected, stay inspired!
Are You Running a Business or a Spreadsheet? 5 Steps to Professionalize Your Family Office
Here's the brutal truth most family offices won't admit: You're not running a business. You're running a glorified spreadsheet. And that spreadsheet is costing you millions in opportunity, efficiency, and peace of mind. I see it every week. Families managing $50M, $100M, sometimes $500M+ in assets… operating like a corner
The Decision Rights Matrix: How to Stop Being Your Family Office's Bottleneck
Here's a question I hear all the time: "Why does everything have to go through me?" If you're the principal of a family office, or the founder running a growing operation, you already know the answer. Because no one else is authorized to decide. Because the decision framework lives in
OKRs vs. Traditional Planning: Which Is Better For Your Scaling Business?
Here's what nobody tells you about scaling: The planning method that got you here will absolutely break you at the next level. I've watched it happen dozens of times. A founder builds something beautiful, $3M, $5M, maybe $10M in revenue. The team's humming. Customers love the product. Then they try
Family Office Building 101: A Beginner's Guide to Mastering Governance, Reporting & Manager Selection
Here's what nobody tells you when you're building a family office from scratch: The families that preserve wealth across generations don't just have more money. They have better architecture. I've watched brilliant entrepreneurs, people who built eight-figure businesses from nothing, stumble the moment they tried to transition into family office
Are You Making These Common Deal Structure Mistakes? What Founders Wish They Knew Before Signing
The moment arrives. You've worked eighteen-hour days for years. You've survived on ramen and rejected secure paychecks. Now, finally, an investor wants in. The term sheet lands in your inbox. Your hands shake. You see the valuation number: it's bigger than you dreamed. You want to sign immediately. Stop. That
OKRs vs. Traditional Planning: Which Is Better For Your Scaling Business?
Here's what nobody tells you about scaling: The planning method that got you here will absolutely break you at the next level. I've watched it happen dozens of times. A founder builds something beautiful, $3M, $5M, maybe $10M in revenue. The team's humming. Customers love the product. Then they try
Meet Kirk Jaffe
Kirk Jaffe, CEO/Founder, manages a $200MM private investment fund that includes Mortgage Notes, Real Estate Owned (REO), and Commercial Property Holdings. With over 20 years of experience, he has overseen more than 20,000 real estate transactions, covering property acquisitions, foreclosures, short sales, loan modifications, and property rehabilitation—totaling over $1 billion in value.





