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Analyzing and negotiating

How to Beat Analysis Paralysis and Write the Offer in 2026

You will never be 100% certain before you write an offer. Here are the two metrics I need, and the deal-debt-equity order that gets me under contract.

I'm back in Washington State hosting an event at the Robin Hood Village Resort, spending the next week working on the final phase. I finally bought out all of my partners on this deal, so that $4.5 million seller financed resort is now officially an Osgood-only project. Good reason to celebrate with a house full of friends.

While I'm here, I want to fix the single thing that stops more people from buying apartments than anything else. I talk constantly about deal structure, finding deals, and negotiating deals. But where people actually get stuck is on the one strategy they think they need to close, or the one metric that isn't quite perfect. That lack of certainty makes it feel impossible to submit an offer.

Here's the fix, step by step, so that going into 2026 you're ready to go buy real estate.

You Are Never Going to Be 100% Certain

Start with this, because everything else follows from it.

When you write an offer and get it accepted, you are not finishing your analysis. You are starting due diligence. You don't have to know everything. You have to have a good idea about why you believe the numbers you're looking at are likely accurate.

And I promise you this: when you're under contract and doing your financial and physical due diligence, you will find things that make the deal look different than it did when you started. Sometimes better, sometimes worse. But it will never look exactly like it did when you wrote that offer.

There is no circumstance where you are going to be 100% confident. Neither is anyone else who writes an offer and gets it accepted. You are competing on what you believe is likely true. Once you're under contract, you have weeks (weeks and weeks) to determine whether your assumptions were accurate.

That's the whole reframe. If you knew with 99% certainty that you'd have day one cash flow and make a lot of money on this deal, you'd write the offer today. You're never going to get to 99%. You need to get to enough.

Metric One: Day One Cash Flow

Do your basic analysis. Know the analysis of the property. There's a free calculator in our community that runs all of this, but the thing I actually need to know is simple: will I have day one cash flow with the deal structure I came up with?

Do not buy cash negative deals. Your income has to be higher than your total expenses.

My rule of thumb is 8% cash-on-cash. That means if I put $100,000 into a deal, it yields $8,000 a year after I pay everything: the mortgage and all the operating expenses. Eight thousand dollars of cash flow left over on $100,000 in. That's a decent starting point.

Anything less than that and I need a whole lot of upside, or a very specific reason I'm doing the deal. So I'm looking for a minimum of about 8%, or a clear path to rapidly increase it. Never negative to start.

Metric Two: Debt Service Coverage Ratio

The only other number I really care about going in is debt service coverage ratio, because that's what gets a property into bank financing. Even if I buy it with seller financing today, I need a path out of that debt product if I ever need one.

Banks want to see a DSCR of 1.25 or higher, so that's what I look for.

All DSCR means is this: relative to your mortgage, how much income do you have after your expenses? Say I have a $1,000 mortgage on a property and my net operating income is $1,500. I can pay my mortgage and pay myself half a mortgage on top of it. That's a DSCR of 1.5.

You want that cushion of at least a quarter point going in. And when you stabilize the deal (when the project is finished) you should be holding it at 1.5 or above.

The reason banks love this metric is that it's a true cash flow metric. It includes all of your operating expenses and your mortgage. It answers the only question that matters: after you pay all your bills, how much money is actually left over?

What that tells me is two things at once. One, I am definitely cash flowing. Two, I have options to swap my debt product if I need to.

Write the Offer, Then Get Serious

So now I've found a property I like. I think I understand the seller's motivation. I'm writing an offer that gets them a win and gets me a win. I'm looking for cash flow and I'm looking for margin: that DSCR at 1.25 or higher. I believe I've found it.

Now I write the offer. If I correctly identified what the seller wants, we go under contract and due diligence begins.

Due diligence is two things: financial and physical. You do an inspection, and you review the bank statements and the leases and make sure everything maths out. The leases should match the bank statements, which should match the rent roll, which should match their P&L and their T12: the trailing twelve months of financials.

That doesn't actually take long to do. You're just confirming that when you add up all the income, it matches what you were presented, and when you add up all the expenses, they match what was projected. Now you have a real set of financials instead of a story.

Once you've verified you have a solid deal (one that cash flows, has upside, has margin) you're ready to close. And a good deal gives you options on how. You can raise capital for it, close with your own money, or close 100% financed. There are a million ways to close a good deal, and we cover them all on this channel. If you're going through bank financing, you check their boxes. If it's seller financing, you sign on the dotted line.

Where people get bogged down is thinking they have to know everything before they go under contract. You don't. You need to know enough to make an informed decision, and then you have weeks to prove your assumptions true or false.

Throw your hat in the ring. If your earnest money is at risk, understand that standard contract verbiage lets you get it back for any reason or no reason at all during your inspection period. So don't overstress the analysis at the beginning. Do a solid analysis. If you're new, get a second set of eyes: run it past someone who has done deals in your same market and get an actual second opinion. If it looks good, don't get scared. Write the offer.

Then, once you're under contract, get serious. Most deals that go under contract do in fact close. That accepted purchase and sale agreement is a huge step, and statistically you're already more than 50% likely to close from there.

Ignore the Alphabet Soup

A lot of the paralysis comes from metrics that don't decide anything.

People get frustrated with cap rates, which are going to change after you buy the deal anyway. You're looking at your going-in cap rate, not your exit cap rate, and market cap rates are themselves subject to change.

Throw out the alphabet soup and focus on the main thing. You're buying income, and you're buying income with margin. Do that consistently and you have everything you need to start buying deals.

The Last Piece: Exit Math

There's one more calculation after the going-in math, and it's the one that keeps you from losing the property later.

Your going-in math says: here's where we're starting. Your exit math answers: where are we headed? How long is the debt product you negotiated? Do you have a partner you're buying out later? At the end of your current structure (whether that's the debt or the partnership) where do you conservatively expect the deal to be?

You need to answer two questions. How do I buy it? And how do I never lose it?

So have a plan for how you get this into new permanent debt, and how you hold the property. That's the whole goal. Part one is finding the cash flow. Part two is making sure you never lose it. You just gave yourself a raise (for most of us, cash flow is the goal) so let's make sure you don't lose it or get forced into selling later to make the deal make sense.

Do your day one math. Do your exit math for whenever you're exiting the debt or the existing equity stack. Then ask how you hold it, what the financials look like at that point, and what debt product you intend to move into, or whether you intend to pay the property off.

Key Takeaways

  • An accepted offer starts due diligence; it doesn't end analysis. You will never be 100% certain, and neither is anyone else writing offers.
  • Target a minimum of 8% cash-on-cash on day one: $8,000 a year on $100,000 in, after the mortgage and all operating expenses. Never buy cash negative.
  • Target a DSCR of 1.25 or higher going in and hold stabilized at 1.5 or above. It's what banks want, and it's your path out of a seller financed note.
  • In due diligence, confirm the leases match the bank statements, which match the rent roll, which match the T12. It doesn't take long.
  • Get a second opinion from someone who has done deals in your market if your confidence isn't high enough to write the offer.
  • Keep the order: deal, then debt, then equity, then going-in math, then exit math.
  • Answer both questions on every deal. How do I buy it, and how do I never lose it?

Watch the full video above for the walkthrough in my own words, including the DSCR example worked out live. The calculator I use as a first look on every property (the same one my mentorship uses almost exclusively) is free in the community on Skool, along with thousands of other investors who talk deals and fund deals there. There's also a free course on getting started in multifamily investing, and mentorship details are on the site.

Let's go buy a ton of real estate in 2026.

Read the episode transcript

Original automatic captions. Names, numbers, and punctuation may contain transcription errors.

0:00 Hello. I am back in Washington State
0:02 hosting an event at the Robin Hood
0:04 Village Resort. I'm going be down there
0:05 for the next week working on the final
0:07 phase. I finally bought out all of my
0:09 partners on this deal. So, that $4.5
0:11 million seller finance resort is now
0:13 officially an OGO only project. So, as
0:16 we finish that out, I'm celebrating with
0:17 a whole bunch of friends at an event
0:19 here. Now, on today's video, I'm going
0:21 to share how to avoid or get over
0:23 analysis paralysis. I talk a ton about
0:25 deal structure, about finding deals,
0:27 negotiating deals. The number one thing
0:29 where people actually get stuck though
0:31 is they get stuck on the one strategy
0:33 they need to close the deal or that one
0:35 metric that's not quite perfect. The
0:37 lack of certainty makes it impossible to
0:39 submit an offer. However, if you knew
0:41 with 99% certainty that when you close
0:43 this deal, you'll have day one cash flow
0:45 and you will make a lot of money on this
0:47 deal. You can write that offer. If
0:49 you're not that certain, I want to break
0:50 down the actual steps so that as we
0:53 enter 2026,
0:54 you are ready to go and buy a ton of
0:57 real estate like many members of multif
0:59 family strategy do. By the way, if
1:00 you're not a part of the group yet, it
1:02 is completely free on school s. There's
1:04 a link below. A community of thousands
1:07 of people who get together, talk real
1:09 estate, share ideas, share deals, and if
1:11 you're looking for people to fund your
1:12 deal, a lot of them live there, too. So,
1:14 if you're already on a free YouTube
1:16 video, might as well go there, join the
1:18 group, multif family strategy community
1:20 on school, like all of our information
1:22 products, completely free forever. Go
1:25 there. Free calculators, great
1:26 community. We'd love to see you there.
1:28 All right, let's get cracking. So, how
1:30 do you actually get over analysis
1:31 paralysis? What are the real steps? The
1:33 first thing you need to know is that
1:35 when you write an offer and you get an
1:36 accepted offer on a deal, you're
1:38 starting due diligence. You don't have
1:41 to know everything. You have to have a
1:42 good idea about why you believe that the
1:45 numbers that you're looking at are
1:46 likely accurate. One thing I do promise
1:48 you when you're under contract and
1:50 you're doing your financial and physical
1:51 due diligence, you will find things that
1:54 make the deal look different than when
1:55 you originally started. Sometimes it's
1:57 better, sometimes it's worse, but my
1:59 encouragement to you is that it will
2:01 never look exactly like it does when you
2:02 write that offer. So you are never there
2:05 is no circumstance where you are going
2:07 to be 100% confident nor is anyone else
2:09 who writes an offer and gets an accepted
2:11 offer. You are competing for what you
2:13 believe is likely true. When you go
2:15 under contract, you have a long period
2:16 of time, weeks to determine if your
2:19 assumptions were accurate. So the first
2:21 encouragement I have and the most
2:23 important thing, do your basic analysis.
2:25 Know your analysis of the property.
2:26 There is a free calculator you can use
2:28 in school to calculate all of these. But
2:30 at the end of the day, I need to know I
2:32 will have day one cash flow with a deal
2:34 structure that I came up with. Do not
2:35 buy cash negative deals. Have your
2:37 income higher than your total expenses.
2:40 A good rule of thumb, if you're cash
2:42 flowing 8% cash on cash, which simply
2:44 means if I put $100,000 into a deal, it
2:46 yields $8,000 a year after I pay all of
2:49 my expenses, the mortgage, the operating
2:51 expenses, I have $8,000 of cash flow
2:53 left over. That's a decent starting
2:56 point. any less than that and I have to
2:58 have a whole lot of upside or a very
3:00 specific reason why I'm going to do that
3:01 deal. I'm looking for a minimum of about
3:04 8% or a clear path to rapidly increase
3:08 it. Never starting with negative cash
3:10 flow. So that's our first parameter. The
3:12 next thing that we look at and really
3:13 the only other thing I care about debt
3:15 service coverage ratio to get a property
3:18 into bank financing. Even if I bought it
3:19 with seller financing today, I need a
3:22 path to get out of that debt product if
3:24 I need to for any reason. Banks want to
3:27 see this ratio at 1.25 or higher. So, I
3:30 look for that when I go into a deal. All
3:32 that means is you're basically your
3:34 total cash flow in this deal. The amount
3:36 of income that you have, you have enough
3:38 to pay your expenses, pay your mortgage,
3:40 and whatever else you have in proportion
3:42 to your mortgage is additional to the
3:44 DSCR. So, example, I have a $1,000
3:47 mortgage on a property and my total
3:49 income on this property at my net
3:52 operating income is $1,500.
3:55 I can pay my mortgage and pay myself
3:57 half of a mortgage. I have a DSCR of a
3:59 1.5.
4:01 You want to have that extra cushion of
4:03 at least a quarter point. And when you
4:05 stabilize your deal, when you finish
4:06 your project, you should hold it at a
4:09 1.5 or above. Why do banks love this
4:11 metric? Because it's a true cash flow
4:13 metric. It includes all of your
4:15 operating expenses and your mortgage. It
4:17 says after you pay all your bills, how
4:19 much money is actually left over. What
4:22 this lets me know is one, I am
4:23 definitely cash flowing, but two, I have
4:26 options to swap my debt product if I
4:29 need to. So now going into a deal, I
4:30 found a property that I like. I think I
4:32 understand the seller's motivation. I'm
4:34 writing an offer that's going to get
4:36 them a win and get me a win. I'm looking
4:37 for cash flow and I'm looking for
4:39 margin. That DSCR 1.25 or higher. I
4:43 believe I have found it. I am now
4:44 writing an offer. And if I correctly
4:47 identified what the seller wants, we go
4:49 under contract and we start our due
4:51 diligence. In due diligence, you're
4:53 going to do a financial due diligence
4:54 and a physical due diligence. You're
4:55 going to do an inspection and you're
4:57 going to review the bank statements, the
4:58 leases, and make sure that everything
5:00 maths out correctly. So, your leases
5:02 should match the bank statements should
5:03 match the rent roll, should match their
5:05 P&L or their T12, their trailing 12
5:07 month financials. That doesn't actually
5:09 take that long to do. You just want to
5:11 make sure, hey, when we add up all the
5:12 incomes, they match what we were
5:14 originally presented. When we add up all
5:15 the expenses, they match what were
5:17 originally projected. Now, we have a
5:19 real set of financials. We go through
5:20 due diligence. We finalize that piece.
5:23 If you have a good deal, and a good
5:24 deal, I mean a deal that it cash flows,
5:26 has upside, has margin, you can raise
5:28 capital for that deal, you can close
5:29 with your own money, you can close 100%
5:31 finance, there's a million ways that we
5:32 talk about on this channel to close a
5:34 good deal. But when you verified that
5:36 you actually have a solid deal, an
5:38 incomeroucing piece of real estate where
5:40 you can make money on this for either
5:42 yourself or yourself and investors, you
5:44 are now ready to start the closing
5:46 process. Whether you're going through
5:47 bank financing, you're going to check
5:48 their boxes. If it's seller financing,
5:50 you're ready to go sign on the dotted
5:52 line and close the deal. The simplicity
5:54 though, people get bogged down thinking
5:56 they need to know everything before they
5:58 go under contract. And you don't. You
6:00 need to know enough to make an informed
6:03 decision. And then you have weeks and
6:05 weeks and weeks to prove that your
6:08 assumptions were either true or false.
6:10 So you need to throw your hat in the
6:11 ring. If you believe that you have a
6:12 good set of assumptions or enough data,
6:15 go ahead and write the offer that makes
6:16 sense with the data you've been
6:17 presented. If anything changes, you can
6:19 get that money back. Whatever you put in
6:20 earnest money, you can get that back for
6:22 any reason or no reason at all. That's
6:24 standard verbiage for any contract. So
6:26 don't overstress your analysis at the
6:28 beginning. Do a solid analysis. Get a
6:31 second set of eyes if you're new on
6:32 this. run it past someone who's done
6:34 this in your same market. Get a second
6:37 opinion. If it looks good, go ahead and
6:38 don't get scared. Write that offer. Once
6:40 you're under contract, get serious. Most
6:42 deals that go under contract, most of
6:44 them do in fact close. So once you start
6:46 that journey, that accepted PSA is a
6:49 huge step. And you are already now more
6:51 than 50% likely statistically to close
6:54 on that deal. Keep it that simple. You
6:57 find the deal, you work the debt
6:58 product. If your numbers look good, you
7:00 have cash flow in DSCR, you find the
7:02 equity, which is your down payment from
7:04 either you or their partners, or
7:05 sometimes you have a deal that doesn't
7:07 even require any money down and you just
7:08 close it out as is. Lots of ways to do
7:11 this, but don't get overwhelmed or
7:12 bogged down. People get frustrated with
7:15 the cap rates, which are going to change
7:16 after you buy the deal. You're going in
7:18 cap rates, not your exit cap rate.
7:19 Market cap rates are also subject to
7:21 change. Throw out the alphabet soup of
7:23 stuff and focus on the main thing, your
7:25 buying income, and you're buying income
7:27 with margin. And if you can do this
7:29 consistently, you have the steps that
7:31 you need to start buying a deal. The
7:34 last piece of math you need to do is you
7:35 do your going in math. Here's where
7:37 we're starting. Where are you headed?
7:38 How long is the debt product you
7:40 negotiated? Do you have a partner that
7:41 you're buying out later? At the end of
7:43 your current structure, either the debt
7:44 or the partnership. Where do we
7:46 anticipate conservatively the deal is
7:47 going to be? You need to answer, how do
7:49 I buy it? How do I never lose it? You
7:50 need to have a plan of how am I going to
7:52 get this into new permanent debt? How am
7:53 I going to hold this property? your sole
7:56 goal. This is all you're trying to do.
7:57 Find that cash flow, which what we
7:59 covered in part one of this. Part two,
8:01 make sure that you never lose it. You
8:02 just gave yourself a raise. For most of
8:04 us, cash flow is the goal. So, we've
8:07 taken a step towards our goal. Let's
8:08 make sure we don't lose this or have to
8:10 sell it later to make the deal make
8:12 sense. Do our day one math. Do our exit
8:14 math whenever we're exiting from either
8:16 the debt or our existing equity stack.
8:19 That's our partnership if we brought
8:20 other people along. Once we get to that
8:22 point, how do you hold it? What are the
8:24 financials going to look like? And what
8:26 debt products do you intend to move into
8:29 or do you intend to pay off the
8:30 property? That's your entire process. If
8:32 you keep those steps in order, deal,
8:34 then debt, then equity going in math,
8:37 exit math, you're good to go. If you
8:39 want a calculator to rapidly analyze any
8:42 of these properties, link below, it's in
8:44 the school community. You can go right
8:45 into the classroom there. Download the
8:47 calculator that me and all of my
8:48 students use as a first look. It is used
8:51 in my mentorship almost exclusively. I
8:54 offer it to you. Like everything
8:55 informational for free. That is a tool
8:57 for you. Click link below. Join the
8:59 school community there. I hope this was
9:01 helpful. If you are stuck on analysis
9:03 paralysis, just know you will not know
9:05 everything before you get a deal
9:06 accepted. That's the most important
9:08 thing I can share. Be confident enough
9:10 to write the offer. Know enough math.
9:13 And if you're not there yet, get a
9:15 second opinion from any other investor
9:17 who has done deals in that market. If
9:19 you can get your confidence high enough
9:20 to at least go under contract, now you
9:22 can start actually proving your
9:23 assumptions. And if they prove to be
9:24 true, you're now ready to start the
9:26 closing process. That is all there is to
9:28 this. Once you do it once or twice, it's
9:30 just as easy or easier to do it another
9:33 10, 20, 30, 100 times. Hope this helps.
9:36 Let's go buy a ton of real estate here
9:38 in 2026. I'll see you on the next
9:40 episode.

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