Preheader: Twenty-three listings reviewed this week, fourteen in the valid US sample after five prior-issue duplicates, one data-integrity exclusion, two borderline cases, and one within-batch duplicate. The endurance tracker recorded its first documented price reduction. Healthcare sub-segmentation introduced at n=5 in Issue 006 now stands at n=8 cumulative, with practitioner-dependent and systematized medians separating by approximately 2x.

Summary

Twenty-three listings in the $1M–$5M cash flow range were reviewed for the week of May 19–25, 2026. After removing one within-batch duplicate (the same surrogacy consulting agency appeared twice in the intake under separate listing entries), the unique listing count is 22. Five listings appeared in prior weekly samples and are tracked separately in the endurance tracker. One listing was excluded for data-integrity reasons described below. Two listings fall above the SBA-range financing band and are reported separately. The remaining 14 US listings produced a sample median of 4.78x with a range from 2.33x to 7.21x.

The week-over-week directional move was upward, with the median rising from Issue 006's 4.07x to 4.78x. As noted in every prior issue, single-week movements at this sample size reflect composition rather than market direction. The seven-week rolling mean of weekly medians is 4.28x, holding within the narrow 4.20x-4.28x band that has now persisted across the last four observations. This is the most stable the rolling figure has been in the publication's history.

Three findings warrant attention this week, two of which are first-of-kind observations in the seven-issue dataset.

First, the listing-endurance tracker recorded its first documented price reduction. The Brooklyn-based multi-disciplinary medical practice that appeared in Issue 006 at $3.2M asking has now reappeared at $3.0M, a 6.25% reduction across one week of additional market exposure. This is the tracker's first concrete output of the form it was designed to measure: a documented change in seller behavior across observation windows. The implications for how seller pricing dynamics are read in this publication are discussed below.

Second, the Healthcare sub-segmentation introduced in Issue 006 has hardened materially. Three additional Healthcare observations this week (Multi-Unit Med Spa Network OH, Specialty Pharmacy NC, Medical Device Distribution NY) all fall into the systematized sub-segment, raising the cumulative systematized count from one to four. The systematized median is now 6.24x against the practitioner-dependent median of 3.40x, both at n=4. The two sub-segments separate by approximately 2x in median multiple, with non-overlapping ranges across most observations. The preliminary distinction proposed in Issue 006 is no longer preliminary at this sample.

Third, the within-batch duplicate count crossed a threshold this week. The same surrogacy consulting agency appeared twice in this week's intake under separate listing entries with identical financials, the second consecutive week with at least one in-batch duplicate. If the pattern continues, the metric will be tracked formally alongside cross-issue duplicates as a measure of broker syndication intensity.

The asking-price disclosure rate remained at 100%. The category-withholding pattern observed in Issue 005 did not recur in either Issue 006 or Issue 007.

Sample medians by category

Category

n

Median

Range

Construction / Home Services

4

3.40x

2.33x – 7.21x

Retail / Hospitality

4

4.84x

3.95x – 6.59x

Healthcare

3

6.07x

3.25x – 6.51x

B2B Services

1

4.75x

(single listing)

B2B Services / Tech

1

5.91x

(single listing)

Professional Services

1

3.31x

(single listing)

Construction / Home Services produced the widest within-category range, with Custom Home Builder Idaho at 2.33x at the low end and Commercial Plumbing & HVAC Texas at 7.21x at the high end. The dispersion reflects sub-category heterogeneity that the broad "Construction" classification masks: a custom residential builder operating in a cyclical regional market trades differently than a 30-year commercial plumbing operation with recurring service revenue. The Construction sub-segmentation work begun in Issue 004 remains incomplete at the broader category level and will continue as samples accumulate.

Retail / Hospitality produced a tight four-listing cluster (3.95x to 6.59x), with three of four listings being gas station, c-store, or quick-service food operations and the fourth being a Crumbl Cookies franchise pair. The cluster suggests that fuel-and-food retail at SBA-range scale is pricing within a relatively narrow band when listings are not distorted by environmental or franchisee-specific issues.

Healthcare's three valid listings this week all sit in the systematized sub-segment (Multi-Unit Med Spa Network, Specialty Pharmacy, Medical Device Distribution). Combined with cumulative observations from prior issues, the sub-segmentation analysis becomes the centerpiece of this issue's category discussion.

Healthcare sub-segmentation: the framework hardens

The Issue 006 sub-segmentation introduced a distinction between practitioner-dependent clinical practices and systematized operations. The thesis was that earnings tied to a specific named practitioner trade at structural discounts to operations where revenue continues without dependency on any single individual. The preliminary medians at n=5 were 2.99x for practitioner-dependent (Issues 004-006: Implant Dental, Med Spa AZ, Primary Care, Physician Practice) and 6.40x for systematized (Issue 006: Medical Laboratory).

This week's three Healthcare listings expand the systematized sample from one to four observations:

Issue

Listing

Multiple

Sub-segment

004

Implant Dental Practice + RE, AZ

2.19x

Practitioner-dependent

004

Med Spa, AZ

8.33x

Practitioner-dependent (DD #003 normalized lower)

005

Primary Care Practice, TX

3.60x

Practitioner-dependent

006

Physician Practice, NY

3.20x

Practitioner-dependent

006

Medical Laboratory, NJ

6.40x

Systematized (diagnostic)

007

Multi-Unit Med Spa Network, OH

6.51x

Systematized (multi-unit)

007

Specialty Pharmacy, NC

3.25x

Systematized (regulated dispensing)

007

Medical Device Distribution, NY

6.07x

Systematized (B2B distribution)

Practitioner-dependent median: 3.40x (n=4, range 2.19x to 8.33x with the Issue 004 Med Spa as an outlier that DD #003 analyzed as premium pricing rather than category-representative).

Systematized median: 6.24x (n=4, range 3.25x to 6.51x).

The two sub-segment medians now differ by approximately 1.83x, with ranges that overlap only at the high end of practitioner-dependent (the Med Spa outlier) and the low end of systematized (the Specialty Pharmacy). Excluding the analyzed-outlier Med Spa from practitioner-dependent, the median falls to 3.20x and the spread between sub-segments widens to 1.95x. The framework now describes the data closely.

The Multi-Unit Med Spa Network listing this week is particularly informative for the framework. A single-location Med Spa in Issue 004 priced at 8.33x SDE on premium framing that Deal Diligence #003 examined as margin-inflated. A multi-unit Med Spa network in Issue 007 priced at 6.51x SDE on financials that look more transferable (multi-location operations require systematized management rather than a single practitioner's personal brand). The 1.82x difference between the two Med Spa observations is consistent with the practitioner-dependent versus systematized distinction in the same nominal category. The same business label produces materially different multiples depending on whether the practice is single-operator or multi-location operated.

A buyer's implication is direct. A Healthcare listing's headline multiple must be read against the sub-segment it occupies. Practitioner-dependent practices at 6x or higher carry the same diligence risk as practitioner-dependent practices at 3x, and the higher multiple in such cases is the seller's framing rather than the category's structural value. Systematized operations at 3x are potentially undervalued if the systematization claim survives diligence, and the Issue 007 Specialty Pharmacy at 3.25x EBITDA is the candidate that most directly tests this hypothesis.

The sub-segmentation analysis will continue to accumulate observations. The cumulative Healthcare sample has now grown from n=5 to n=8 across two issues. At n=12 to n=15, the sub-segment medians can be supported with greater statistical confidence and the analysis can extend to additional dimensions (payer-mix concentration, accreditation transferability, single-physician versus multi-physician practice structures).

Listing-endurance tracker: the first price reduction

The endurance tracker, formally launched in Issue 006, recorded its first documented price reduction this week. The Brooklyn-based multi-disciplinary medical practice that appeared in Issue 006 at $3.2M asking has reappeared at $3.0M, a 6.25% reduction.

The trailing financials are unchanged at the listing level ($1.0M SDE, $8.3M revenue). The reduction is in the asking price only, which is consistent with a seller-side decision to test a lower clearing level rather than a financial update. At the new asking, the multiple is 3.00x SDE versus 3.20x at the prior week. The reduction places the listing more squarely within the practitioner-dependent Healthcare sub-segment median (3.40x cumulative).

This is the first concrete output of the form the tracker was built to measure. Across Issues 001-006, all duplicate listings reappeared at unchanged asking prices, which generated a pattern consistent with the seller-patience interpretation discussed in Issue 005 and Deal Diligence #005. The Issue 007 observation is the first inflection point in that pattern. The buyer-side reading from this single observation is: at two weeks of market exposure without transaction, the seller of this particular practice chose to reduce price by approximately 6%, a magnitude consistent with calibration rather than capitulation. The interpretation does not generalize to all listings. It is a single data point in what is becoming a more interesting dataset.

The remainder of the endurance tracker this week:

Listing

Issue 006 Ask

Issue 007 Ask

Change

Status

Physician Practice, Brooklyn NY

$3.2M

$3.0M

-6.25%

Reduced

Medical Laboratory, Somerset NJ

$8.0M

$8.0M

0%

Unchanged

Endurance Sports Ecommerce, NY

$4.55M

$4.55M

0%

Unchanged

FedEx Line Haul, Houston TX

$6.6M

$6.6M

0%

Unchanged

Prop Trading SaaS, Tampa FL (excluded both weeks)

$28.5M

$28.5M

0%

Unchanged (out of sample)

Three prior-issue listings that had appeared in multiple consecutive weeks did not reappear this week. The Specialized Legal Practice in Linn County IA (three-week endurance leader through Issue 006, subject of Deal Diligence #005) is absent from this week's intake. The Southeast Marketing Consultancy in Seminole County FL (also three-week endurance through Issue 006) is absent. The Adult Venue Nevada listing (four-issue endurance leader through Issue 005) is absent for the second consecutive week. As noted in Issue 006, a single weekly sweep cannot distinguish "listing removed" from "listing not captured this week," and all three remain in "endurance interrupted, status unconfirmed" until either reappearance or external verification.

The Legal Practice IA absence is informative for the publication's analytical posture. Deal Diligence #005 argued that the 0.88x multiple was not mispriced relative to its regulated-profession category and that the endurance signal reflected a structurally small qualified-buyer pool rather than price weakness. The listing's disappearance from this week's intake is consistent with either a successful transaction in the appropriate buyer pool or a deliberate seller-side withdrawal. Both interpretations are compatible with the Deal Diligence #005 verdict. Neither indicates that the analysis was wrong. The publication will continue to monitor for reappearance.

Two borderline cases above SBA-range

Two listings this week sit above the SBA-range financing band typical for this publication's sample and are reported separately for transparency. Both warrant brief examination because the underlying categories carry insights for SBA-range buyers even when the specific deals are out of range.

Surrogacy Consulting Agency, Phoenix AZ. Asking $12.0M against $2.0M EBITDA on $3.0M revenue. Implied multiple 6.0x EBITDA, EBITDA margin 66.7%. The same listing appeared twice in this week's intake under separate entries, which is itself a flag worth noting (a $12M listing with broker syndication intensity often indicates the seller broadening distribution after limited movement at the original listing channel).

The category context is unusually relevant. Gestational surrogacy is a $28.9B global market in 2026, growing at 22.2% CAGR according to industry research, with the US specifically a structured-regulation market under state-level frameworks (New York's Child-Parent Security Act effective 2021, similar legislation in other jurisdictions). The 66.7% EBITDA margin reflects the agency consulting model where the business intermediates between intended parents and surrogates without holding inventory, employing surrogates, or carrying medical-procedure risk. Arizona specifically operates without a comprehensive surrogacy statute, which means the practice depends on case-by-case attorney structuring rather than a clear regulatory framework. A buyer is purchasing operations in a regulatory gray area within a high-growth category, and the 6.0x multiple reflects both the growth premium and the regulatory risk premium netting toward what appears to be a category-typical pricing.

The SBA-range implication: high-margin consulting businesses with sub-$5M EBITDA in regulated-but-undefined categories will continue to appear at the publication's upper boundary. The diligence framework that applies (regulatory durability, founder dependency, growth verification) is the same framework that applies to in-range listings; the category economics simply scale upward.

Commercial Property Management, Florida. Asking $15.9M against $1.497M SDE on $16.5M revenue. Implied multiple 10.6x SDE, SDE margin 9.1%. The asking price is materially above SBA-range financing capacity. The 10.6x multiple is high for any SMB category, and the 9.1% SDE margin is consistent with the working-capital intensity of property management operations where revenue passes through to property owners rather than accruing to the operator. The buyer pool for this listing is private equity or strategic real-estate operators rather than SBA-range acquirers, which is why it is excluded from sample analysis.

Listings priced below sample median

Ranked by asking multiple, ascending. Sample median 4.78x.

Custom Home Builder, Northern Idaho

Asking $3.5M on $1.5M SDE with real estate disclosed separately ($975K). Implied multiple 2.33x, 51% below the sample median. The lowest multiple in this week's valid sample.

Custom residential home builders trade at structurally lower multiples than service businesses because residential construction is cyclical, project-based, and exposed to interest-rate-driven demand variability. A 2.33x multiple in the category is not unusual, but the diligence priority is verifying the recent project pipeline and backlog. The 17.6% SDE margin on $8.5M revenue is in line with the category. A buyer's first request should be the trailing-24-month new-project intake, the current backlog by completion-stage, and the seller's involvement in customer acquisition (custom home builders frequently depend on the founder's local network for new business, and the transferability of that network is the determining variable for first-year revenue under new ownership).

Specialty Pharmacy, North Carolina

Asking $3.5M on $1.077M EBITDA. Revenue not disclosed in the cover sheet. Implied multiple 3.25x EBITDA, 32% below the sample median.

Specialty pharmacies operate in a regulated dispensing environment with payer-contract concentration, drug-supply relationships, and accreditation requirements (URAC, ACHC) that create both transfer friction and structural moat. The 3.25x EBITDA multiple is below the systematized Healthcare sub-segment median (6.24x cumulative) and would be the candidate for the "underpriced systematized" diligence hypothesis identified above. A buyer's first requests are the payer-mix breakdown, the accreditation status and transfer process, the top-customer revenue concentration, and the drug-procurement vendor agreements. If the systematization claim survives diligence and the payer relationships transfer, the listing is materially below where comparable specialty pharmacy operations transact.

Family Law Firm, Florida (confidential)

Asking $4.95M on $1.494M SDE. Implied multiple 3.31x SDE, 31% below the sample median. SDE margin 35.4%.

A family law practice in Florida differs structurally from the Iowa personal injury practice analyzed in Deal Diligence #005. Family law revenue is hourly-billing rather than contingency-based, which removes the case-inventory pipeline question that dominated DD #005's analysis. However, family law practices share the same client-relationship transferability constraint and the same regulated-profession buyer pool restriction (Florida Rules of Professional Conduct 4-5.4 prohibit non-attorney ownership, like Iowa). The 3.31x multiple is plausible for a transferable family law practice but warrants the same verification framework: who continues the practice post-sale, what proportion of cases are repeat clients versus new acquisitions, and whether the founding attorney's name appears in any pending matter that would prevent buyer substitution.

Drywall & Carpentry Company, Fairfield CT

Asking $8.0M on $2.4M SDE. Implied multiple 3.33x SDE, 30% below the sample median. The 18.5% SDE margin on $13.0M revenue is consistent with the construction-services category. The $2.4M SDE places the listing at the upper boundary of the SBA-range cash flow band, which is reflected in the asking price scale. Diligence priorities for construction services: customer concentration, the proportion of revenue from repeat versus new clients, the seasonality of work, and any concentration in single-project or single-developer relationships.

Anomalies above the median

Priced substantially above sample median

Commercial Plumbing & HVAC Company, Williamson County TX. Asking $8.5M on $1.179M SDE. Implied multiple 7.21x, 51% above sample median. The highest multiple in this week's valid sample.

A 30-year-operating commercial plumbing and HVAC business in a growing Texas market commands a premium multiple if the customer base is concentrated in commercial accounts with multi-year service contracts. The 18.1% SDE margin is in line with the category. The 7.21x multiple is high for the category and would be the candidate for diligence focused on customer-contract durability and the named-owner dependency. A buyer's first questions: what proportion of revenue is contracted recurring (service agreements, maintenance contracts) versus transactional (project bids, emergency calls), what is the typical contract duration and renewal rate, and whether the 30-year founder relationship transfers through a structured transition.

Texas Branded Gas Station, Dallas County. Asking $7.25M on $1.1M SDE with real estate included. Implied multiple 6.59x, 38% above sample median. The 22.9% SDE margin on $4.8M revenue is at the upper end of normal for the gas-station-plus-c-store category, and the bundled real estate explains a portion of the elevated multiple. The diligence priority for any gas station acquisition is the environmental compliance status of the underground storage tanks (UST), which remains the largest single-event risk in the category.

Margin implausibility

Medical Device Distribution, Onondaga County NY. Asking $9.5M on $1.564M SDE on $2.503M revenue. Implied multiple 6.07x SDE, SDE margin 62.5%. The 62.5% SDE margin on a $2.5M revenue medical device distribution business is notably high. B2B medical distribution typically operates at lower margins (15-30%) because the model involves inventory carrying costs, sales force expense, and competitive pressure on per-unit pricing. A 62.5% margin indicates either exclusive territory rights with substantial pricing power (the listing mentions "exclusive territory" in the title, which would support the margin if the exclusivity is contractually durable), a distribution model with minimal inventory holding (drop-ship or direct manufacturer fulfillment), or aggressive add-back treatment of operating costs. The buyer's first request is the exclusivity agreement terms (duration, renewal mechanics, geographic scope, performance requirements) and the cost-of-revenue breakdown.

Telecom Compliance & Branded Calling Platform, New York County NY. Asking $6.0M on $1.015M SDE on $2.25M revenue. SDE margin 45.1%, multiple 5.91x. The category and revenue range are similar to the listing analyzed in Deal Diligence #004 (Telecom Spam Mitigation, $10M asking, $1.37M SDE, $2.46M revenue, "10-12 hours per week" operating claim). Whether this is the same listing repositioned, a related listing from the same broker, or a different business in the same niche cannot be determined from the cover sheets alone. The category is sufficiently specific (telecom compliance plus branded calling) that the overlap is notable. If the same business, the asking price has been reduced from $10M to $6M (a 40% reduction) and the trailing SDE has decreased modestly, both directionally consistent with the diligence questions Deal Diligence #004 raised about the original listing's operating model and regulatory dependency. If a different business, the niche has more than one operator at this scale, which is itself useful market information. The publication will not assert which interpretation is correct without verification.

Items tracked for next issue

The endurance tracker recorded its first documented price reduction this week (Physician Practice Brooklyn, -6.25%). Whether other endurance listings follow the same pattern at similar two-week observation points will be tracked. The hypothesis to test is whether 2-3 week unsold-at-original-price is the typical inflection where sellers begin testing lower clearing levels.

Healthcare sub-segmentation now stands at n=8 cumulative (four practitioner-dependent, four systematized) with medians of 3.40x and 6.24x respectively. Additional Healthcare observations will continue to refine the sub-segment medians and may introduce secondary dimensions (payer concentration, accreditation transferability, geographic market characteristics).

The within-batch duplicate count has now hit one for two consecutive weeks (Issue 006 had one in-batch dup, Issue 007 has one). If the pattern continues, in-batch duplication will be tracked formally as a measure of broker syndication intensity. The hypothesis is that in-batch duplication correlates with listings that have been distributed across more channels because the original channel has not produced engagement.

The Telecom Compliance & Branded Calling listing this week shares specifications with the Deal Diligence #004 subject. The publication does not assert whether the same listing reappeared at a reduced price or a different listing in the same niche emerged. If the listing reappears in Issue 008 or beyond, additional data will help resolve the question.

The seven-week rolling mean of weekly medians is 4.28x and has now held within a 4.20x-4.28x band for four consecutive observations. This stabilization is itself the rolling figure's first concrete signal. The 90-day rolling median remains targeted for Issue 010 introduction, three issues away.

The three Issue 006 endurance listings absent this week (Legal Practice IA, Marketing Consultancy FL, Adult Venue NV) remain in "endurance interrupted, status unconfirmed" until either reappearance or external transaction confirmation.

Methodology and terms

SDE refers to Seller's Discretionary Earnings. EBITDA is substituted where the broker discloses EBITDA but not SDE, as labeled in the data tables. Multiples are computed against broker-disclosed cash flow figures at the listing time, which are presumed but not independently verified to be trailing twelve-month measurements.

Sample median is computed from US listings with disclosed financials and disclosed asking price, within the SBA-range cash flow band. Listings appearing in prior weekly samples are excluded from the median to avoid double-counting and are tracked separately in the endurance tracker. Listings with internally contradictory financial data (e.g., reported cash flow exceeding reported revenue) are excluded as data-integrity exclusions. Listings with asking prices materially above SBA-range financing capacity are reported separately as borderline cases.

Healthcare sub-segmentation distinguishes practitioner-dependent clinical practices from systematized operations based on whether the earnings base survives the departure of a specific named practitioner. The framework was introduced in Issue 006 at n=5 cumulative and has expanded to n=8 cumulative in Issue 007, with sub-segment medians now separated by approximately 1.83x.

Listing-endurance tracker records each listing's first observed appearance, subsequent reappearances, and any price changes across observations. Absence from a given week's sample is recorded as "endurance interrupted, status unconfirmed" rather than "removed," because a single weekly sweep confirms presence reliably but absence only provisionally.

Borderline cases (asking price above approximately $15M, cash flow above $2.5M, or otherwise outside typical SBA 7(a) financing capacity) are excluded from sample median calculations and reported in a dedicated section.

The EBITDA Report compiles public listing data. Not legal, financial, tax, or investment advice. Independent verification and professional diligence are required before any acquisition decision.

Published Tuesdays. Deal Diligence published Sundays.

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