INSIGHTS FROM 45+ YEARS OF EXPERIENCE
JACKCHAT
Sharp and direct observations on commercial real estate, financial markets, leadership, and the business of business from a strategic thinking partner.
JackChat
A LITTLE HISTORY
THE STORY BEHIND JACKCHATS
Beginning back in 1986, while a member of the Cohen Financial team, Jack authored “Financing Notes.” These were blog-style articles covering opportunities in Commercial Real Estate Finance Capital Markets, entrepreneurialism, and the performance aspects of life according to Jack.
Now called JackChats, Jack brings his same assumptions, questions, and conclusions to leaders across all walks of professional life. After 45+ years of acquiring skills, accumulating experiences, and developing relationships, Jack offers a perspective shaped by decades at the intersection of leadership, strategy, and high-stakes decision-making.
Risk Management Framework
If you’re operating at the C-suite level, you deal with risk on a daily basis. Most executives don’t misunderstand risk; they oversimplify it.
How to Manage and Prioritize Your Time
Time management isn’t about cramming more into your day — it’s about gaining clarity, setting priorities, and using the right tools to focus on what truly moves the needle. In this article, Jack Cohen shares practical strategies and decision-making frameworks that help you cut through distractions, organize tasks effectively, and take consistent action toward your most important goals.
JackChat January 2026
Fresh from the latest CREFC conference, it’s clear the organization continues to set the gold standard for commercial real estate finance events. With record-breaking attendance estimated at over 5,000 industry participants, CREFC has surpassed even peak MBA CREF conferences—underscoring both the association’s leadership and the remarkable evolution of the CRE finance industry.
How To Do Annual Business Planning
Ready to stop guessing and start leading with clarity? In this guide, Jack Cohen walks you through a proven approach to annual planning — from designing your intended future to mapping milestones and building goals that actually drive results. This is the roadmap for leaders who want their next 12 months to matter.
JackChat November 2025
On the way home from the fall Urban Land Institute (ULI) conference in San Francisco, I reflect on the real-estate cycle: with rising inflation, floating-rate loans, tightening labor markets and inflationary policy, the headwinds are growing. But opportunities remain for investors who adapt, buy under replacement cost, and thoughtfully underwrite in a world where “hope” isn’t a strategy — realism, acceptance and flexibility are essential.
JackChat June 2025
Evolve or Risk Insanity
In "JackChat: Evolve or Risk Insanity," Jack critiques the commercial real estate industry's reliance on short-term financial strategies, such as floating-rate debt and quick asset turnovers, which have become problematic amid rising interest rates. Drawing from his experience during the high-interest era of the 1980s, Cohen emphasizes the value of long-term investment approaches, including amortizing loans and sustained asset management. He warns that without a shift back to these foundational practices, the industry risks repeating past mistakes and facing significant financial instability.
JackChat December/January 2025
Inside My Investing Plans for 2025 and Beyond
As the end of the year approached and rolled over to a new year, I took the opportunity to assess the past year in content.
JackChat November 2024
Course-Correcting in 2025 and Beyond
As most of us are in our final stages of planning for 2025, I want to share my views about how we can course-correct our plans based on what was, is, and can be for those who are up for adapting to the times.
JackChat October 2024
Why should I care about all the headlines around Fed Fund Cuts? I don’t borrow from the Fed at Fed Funds Rates, do you?
JackChat January 2026
Fresh from the latest CREFC conference, it’s clear the organization continues to set the gold standard for commercial real estate finance events. With record-breaking attendance estimated at over 5,000 industry participants, CREFC has surpassed even peak MBA CREF conferences—underscoring both the association’s leadership and the remarkable evolution of the CRE finance industry.
JackChat November 2025
On the way home from the fall Urban Land Institute (ULI) conference in San Francisco, I reflect on the real-estate cycle: with rising inflation, floating-rate loans, tightening labor markets and inflationary policy, the headwinds are growing. But opportunities remain for investors who adapt, buy under replacement cost, and thoughtfully underwrite in a world where “hope” isn’t a strategy — realism, acceptance and flexibility are essential.
JackChat June 2025
Evolve or Risk Insanity
In "JackChat: Evolve or Risk Insanity," Jack critiques the commercial real estate industry's reliance on short-term financial strategies, such as floating-rate debt and quick asset turnovers, which have become problematic amid rising interest rates. Drawing from his experience during the high-interest era of the 1980s, Cohen emphasizes the value of long-term investment approaches, including amortizing loans and sustained asset management. He warns that without a shift back to these foundational practices, the industry risks repeating past mistakes and facing significant financial instability.
JackChat December/January 2025
Inside My Investing Plans for 2025 and Beyond
As the end of the year approached and rolled over to a new year, I took the opportunity to assess the past year in content.
JackChat November 2024
Course-Correcting in 2025 and Beyond
As most of us are in our final stages of planning for 2025, I want to share my views about how we can course-correct our plans based on what was, is, and can be for those who are up for adapting to the times.
JackChat October 2024
Why should I care about all the headlines around Fed Fund Cuts? I don’t borrow from the Fed at Fed Funds Rates, do you?
JackChat July 2024
Hard Questions (and Answers) For This CRE Current Reality - Oh my. What have we gotten ourselves into? IF we only read the headlines when identifying the risks we face, we would be thinking that there is some sort of commercial real estate crash happening or about to happen.
JackChat March 2023
In a few short months, June 1, I will celebrate my 42nd anniversary in the industry! Today, in an internal meeting, one of my younger colleagues challenged me to stroll down memory lane and discuss prior “recessions” (say, industry hiccups for one reason or another) with the context for each of sharing a learning moment.
JackChat December 2022
The commercial real estate world is not coming to an end. It’s back to basics. Fundamentals matter. Really.
JackChat July 2021
Beautiful day in the mountains today and I was moved to write another blog. I hope this finds you making progress on your 2021 plans and initiatives; as you begin to think about strategic planning for 2022, have you considered deflation?
JackChat March 2021
My last blog was just before the Presidential Election (I urged folks to vote.) It has been a CRAZY five months! Recently, I hosted my third roundtable of 2021; its where my really smart industry colleagues get me thinking.
JackChat October 2020
It has been longer than six months since my last blog. I confess, I have been as astounded, shocked, scared, and as surprised as any of us. With no answers, no insight, nothing to offer, I remained silent. In turn, I was impressed with all the new bloggers and podcast/webcast offerings
JackChat March 2020
Without sounding trite or naive; we certainly are living in interesting times. I had an executive coach once who told me, “Jack, all events are neutral...
JackChat February 2020
Some quick bold predictions as we gain traction in 2020. I recently returned from the MBA’s CREF Conference in San Diego, essentially concluding my conference season while chatting literally with several dozen of industry colleagues from across the transactional role spectrum.
JackChat January 2020
Some quick notes as we kick off 2020, as I recently had the privilege of leading an Industry Leaders Roundtable session, AND, a separate Roundtable populated by CRE “Young Professionals” at the January CREFC Conference in South Beach.
JackChat December 2019
I do not believe that 2020 is the year that the market changes for the worse. That said, I believe we all remember that liquidity is in the marketplace until it isn’t.
JackChat September 2019
Innovation: At the January CREFC conference in Miami, I asked Industry Leader Panelists their thinking about “Technology”. Maybe it was a mistake ...
JackChat June, 2019
With all this talk about being “late in the cycle”; are you protecting your downside? IF you are protecting your downside, are you also taking measured growth bets in some structured relative sized manner?
JackChat May, 2019
Multifamily – Sector affordability is a concern. While rent growth and rising property values have position connotations, these trends are not sustainable.
JackChat January, 2019
2018 was a productive year. I hope that your 2018 was a good one; one full of health, happiness and prosperity. My format from October, though brief and written more in the form of “Soundbites” rather than “deep content”, seemed to go over well. As the feedback (thank you) was generally positive (easier and faster to read) I will follow the same format with this update.
JackChat October, 2018
Since my last blog in June, the year continues to be robust for most. With the sun and wind at our backs; transactions flourish. Hit ratios suffer given the competition everyone faces to find, capitalized, and recapitalize a deal; but everyone seems to be prospering nonetheless.
JackChat June, 2018
The old saying “I would rather be lucky than smart”; how would we ever really know which of the two drove our individual fate professionally?
JackChat May, 2018
I just came back from the Spring ULI Council Meeting in Detroit. After Council Dinner I had a conversation with my oldest son about a class he is taking for his MBA. He was talking about “Red Ocean and Blue Ocean” businesses.
JackChat April, 2018
For almost 40 years I have enjoyed “tilting at windmills” in and around the Commercial Real Estate Industry. Two of my favorite rants have been directed at the Portfolio Lenders (early 90’s) and the Conduits (late 90’s).
JackChat February, 2018
I just returned from the MBA CREF conference in San Diego, and one of my colleagues made the observation that "forecasting and making predictions of future movements in the cycle (property, economic, and capital flows) were based upon the past." This really got me thinking.
JackChat January, 2018
I am excited about 2018; I am excited about the uncertainty ahead. I truly believe that the industry is approaching an inflection point. Good? Bad? Unknown; however, what is known is we have an unprecedented opportunity to benefit from changes in revenue models of businesses operating across and adjacent to the real estate industry.
Risk Management Framework
If you’re operating at the C-suite level, you deal with risk on a daily basis. Most executives don’t misunderstand risk; they oversimplify it.
How to Manage and Prioritize Your Time
Time management isn’t about cramming more into your day — it’s about gaining clarity, setting priorities, and using the right tools to focus on what truly moves the needle. In this article, Jack Cohen shares practical strategies and decision-making frameworks that help you cut through distractions, organize tasks effectively, and take consistent action toward your most important goals.
How To Do Annual Business Planning
Ready to stop guessing and start leading with clarity? In this guide, Jack Cohen walks you through a proven approach to annual planning — from designing your intended future to mapping milestones and building goals that actually drive results. This is the roadmap for leaders who want their next 12 months to matter.
JackChat March 2021
My last blog was just before the Presidential Election (I urged folks to vote.) It has been a CRAZY five months! Recently, I hosted my third roundtable of 2021; its where my really smart industry colleagues get me thinking.
JackChat January 2026
Fresh from the latest CREFC conference, it’s clear the organization continues to set the gold standard for commercial real estate finance events. With record-breaking attendance estimated at over 5,000 industry participants, CREFC has surpassed even peak MBA CREF conferences—underscoring both the association’s leadership and the remarkable evolution of the CRE finance industry.
JackChat November 2025
On the way home from the fall Urban Land Institute (ULI) conference in San Francisco, I reflect on the real-estate cycle: with rising inflation, floating-rate loans, tightening labor markets and inflationary policy, the headwinds are growing. But opportunities remain for investors who adapt, buy under replacement cost, and thoughtfully underwrite in a world where “hope” isn’t a strategy — realism, acceptance and flexibility are essential.
JackChat June 2025
Evolve or Risk Insanity
In "JackChat: Evolve or Risk Insanity," Jack critiques the commercial real estate industry's reliance on short-term financial strategies, such as floating-rate debt and quick asset turnovers, which have become problematic amid rising interest rates. Drawing from his experience during the high-interest era of the 1980s, Cohen emphasizes the value of long-term investment approaches, including amortizing loans and sustained asset management. He warns that without a shift back to these foundational practices, the industry risks repeating past mistakes and facing significant financial instability.
JackChat December/January 2025
Inside My Investing Plans for 2025 and Beyond
As the end of the year approached and rolled over to a new year, I took the opportunity to assess the past year in content.
JackChat November 2024
Course-Correcting in 2025 and Beyond
As most of us are in our final stages of planning for 2025, I want to share my views about how we can course-correct our plans based on what was, is, and can be for those who are up for adapting to the times.
JackChat October 2024
Why should I care about all the headlines around Fed Fund Cuts? I don’t borrow from the Fed at Fed Funds Rates, do you?
JackChat July 2024
Hard Questions (and Answers) For This CRE Current Reality - Oh my. What have we gotten ourselves into? IF we only read the headlines when identifying the risks we face, we would be thinking that there is some sort of commercial real estate crash happening or about to happen.
JackChat March 2023
In a few short months, June 1, I will celebrate my 42nd anniversary in the industry! Today, in an internal meeting, one of my younger colleagues challenged me to stroll down memory lane and discuss prior “recessions” (say, industry hiccups for one reason or another) with the context for each of sharing a learning moment.
JackChat December 2022
The commercial real estate world is not coming to an end. It’s back to basics. Fundamentals matter. Really.
JackChat July 2021
Beautiful day in the mountains today and I was moved to write another blog. I hope this finds you making progress on your 2021 plans and initiatives; as you begin to think about strategic planning for 2022, have you considered deflation?
JackChat March 2021
My last blog was just before the Presidential Election (I urged folks to vote.) It has been a CRAZY five months! Recently, I hosted my third roundtable of 2021; its where my really smart industry colleagues get me thinking.
JackChat October 2020
It has been longer than six months since my last blog. I confess, I have been as astounded, shocked, scared, and as surprised as any of us. With no answers, no insight, nothing to offer, I remained silent. In turn, I was impressed with all the new bloggers and podcast/webcast offerings
JackChat March 2020
Without sounding trite or naive; we certainly are living in interesting times. I had an executive coach once who told me, “Jack, all events are neutral...
JackChat February 2020
Some quick bold predictions as we gain traction in 2020. I recently returned from the MBA’s CREF Conference in San Diego, essentially concluding my conference season while chatting literally with several dozen of industry colleagues from across the transactional role spectrum.
JackChat January 2020
Some quick notes as we kick off 2020, as I recently had the privilege of leading an Industry Leaders Roundtable session, AND, a separate Roundtable populated by CRE “Young Professionals” at the January CREFC Conference in South Beach.
JackChat December 2019
I do not believe that 2020 is the year that the market changes for the worse. That said, I believe we all remember that liquidity is in the marketplace until it isn’t.
JackChat September 2019
Innovation: At the January CREFC conference in Miami, I asked Industry Leader Panelists their thinking about “Technology”. Maybe it was a mistake ...
JackChat June, 2019
With all this talk about being “late in the cycle”; are you protecting your downside? IF you are protecting your downside, are you also taking measured growth bets in some structured relative sized manner?
JackChat May, 2019
Multifamily – Sector affordability is a concern. While rent growth and rising property values have position connotations, these trends are not sustainable.
JackChat January, 2019
2018 was a productive year. I hope that your 2018 was a good one; one full of health, happiness and prosperity. My format from October, though brief and written more in the form of “Soundbites” rather than “deep content”, seemed to go over well. As the feedback (thank you) was generally positive (easier and faster to read) I will follow the same format with this update.
JackChat October, 2018
Since my last blog in June, the year continues to be robust for most. With the sun and wind at our backs; transactions flourish. Hit ratios suffer given the competition everyone faces to find, capitalized, and recapitalize a deal; but everyone seems to be prospering nonetheless.
JackChat June, 2018
The old saying “I would rather be lucky than smart”; how would we ever really know which of the two drove our individual fate professionally?
JackChat May, 2018
I just came back from the Spring ULI Council Meeting in Detroit. After Council Dinner I had a conversation with my oldest son about a class he is taking for his MBA. He was talking about “Red Ocean and Blue Ocean” businesses.
JackChat February, 2018
I just returned from the MBA CREF conference in San Diego, and one of my colleagues made the observation that "forecasting and making predictions of future movements in the cycle (property, economic, and capital flows) were based upon the past." This really got me thinking.
How To Do Annual Business Planning
Ready to stop guessing and start leading with clarity? In this guide, Jack Cohen walks you through a proven approach to annual planning — from designing your intended future to mapping milestones and building goals that actually drive results. This is the roadmap for leaders who want their next 12 months to matter.
Beginning back in 1986, while a member of the Cohen Financial team, Jack authored “Financing Notes”. These blog-style articles cover opportunities in the Commercial Real Estate Finance Capital Markets, with a notes on entrepreneurialism, the business of business, and performance aspects of life according to Jack.
Now called JackChats, Jack brings his same assumptions, questions, and conclusions to disparate people across all walks of professional lives.
After 43+ years of acquiring skills, accumulating experiences, and developing relationships, Jack finds himself blessed with a perspective that some view as a strategic thought leader in the Commercial Real Estate Finance Capital Markets.
Risk Management Framework
If you’re operating at the C-suite level, you deal with risk on a daily basis. Most executives don’t misunderstand risk; they oversimplify it.
How to Manage and Prioritize Your Time
Time management isn’t about cramming more into your day — it’s about gaining clarity, setting priorities, and using the right tools to focus on what truly moves the needle. In this article, Jack Cohen shares practical strategies and decision-making frameworks that help you cut through distractions, organize tasks effectively, and take consistent action toward your most important goals.
JackChat January 2026
Fresh from the latest CREFC conference, it’s clear the organization continues to set the gold standard for commercial real estate finance events. With record-breaking attendance estimated at over 5,000 industry participants, CREFC has surpassed even peak MBA CREF conferences—underscoring both the association’s leadership and the remarkable evolution of the CRE finance industry.
How To Do Annual Business Planning
Ready to stop guessing and start leading with clarity? In this guide, Jack Cohen walks you through a proven approach to annual planning — from designing your intended future to mapping milestones and building goals that actually drive results. This is the roadmap for leaders who want their next 12 months to matter.
JackChat November 2025
On the way home from the fall Urban Land Institute (ULI) conference in San Francisco, I reflect on the real-estate cycle: with rising inflation, floating-rate loans, tightening labor markets and inflationary policy, the headwinds are growing. But opportunities remain for investors who adapt, buy under replacement cost, and thoughtfully underwrite in a world where “hope” isn’t a strategy — realism, acceptance and flexibility are essential.
JackChat June 2025
Evolve or Risk Insanity
In "JackChat: Evolve or Risk Insanity," Jack critiques the commercial real estate industry's reliance on short-term financial strategies, such as floating-rate debt and quick asset turnovers, which have become problematic amid rising interest rates. Drawing from his experience during the high-interest era of the 1980s, Cohen emphasizes the value of long-term investment approaches, including amortizing loans and sustained asset management. He warns that without a shift back to these foundational practices, the industry risks repeating past mistakes and facing significant financial instability.

































