The US Securities and Exchange Commission has sent subpoenas to major Wall Street banks regarding the hedge fund Situational Awareness, according to people familiar with the matter.
The information being sought is related to the trading activity of the hedge fund, which came under pressure and was forced to exit many of its positions last month, said the people, who asked not to be identified discussing a confidential matter. The New York Times earlier reported on the SEC’s subpoenas.
Read More: The 24-Hour Race to Salvage Situational Awareness’ AI Bets
A spokesperson for the SEC declined to comment. An SEC inquiry doesn’t mean that a firm or individual is the focus of an investigation and a probe by the regulator can end without an enforcement action.
The fund began liquidating some of its equity positions as it faced a barrage of margin calls during last month’s AI stock rout. Ken Griffin’s Citadel stepped in to buy the bulk of its public stock bets.
“It is to be expected that regulators would closely examine any funds that are high profile, produce significant returns, or have particularly dramatic drawdowns,” Situational Awareness said in a statement on Monday. “We are a highly-regulated business and will cooperate to the fullest extent with any regulatory request.”
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JetBlue has announced that the Boston Logan International Airport (BOS) Blue House lounge will open on Thursday, August 27, 2026 5 a.m. ET. This is the second JetBlue lounge, with the first opening at JFK Terminal 5 late last year.
Location: Boston Logan International Airport (BOS), Terminal C,
Over 12,000 square feet of space
In addition to this JetBlue has announced that Mint & Mint Flex customers will now have access to these lounges. Previously only Mosaic 4 members and JetBlue Premier Cardmembers (each with upto 1 guest) as well as JetBlue transatlantic customers traveling in Mint had access.
While living in UAE for her husband’s work, Sundlie learned about the nutritional value of dates.
She couldn’t find similar products when she returned home — so Date Lady was born.
Date Lady generated more than $2 million in annual revenue in 2021 and is on track for $10 million.
This Side Hustle Q&A features Colleen Sundlie, 50, of Moscow, Idaho. Sundlie is a mom of five and founder of Date Lady, a line of better-for-you organic date products including syrups, spreads, sauces and sugar. The products are manufactured in a facility based in Springfield, Missouri. Sundlie has grown the business for 15 years. Date Lady exceeded $2 million in annual revenue in 2021, hit $6.8 million within the next four years and is anticipating $10 million this year. Responses have been edited for length and clarity.
Image Credit: Date Lady. Colleen Sundlie.
Discovering the magic of dates abroad
When did you start your side hustle, and where did you find the inspiration for it? Years ago, while living overseas in Al Ain, UAE for my husband’s work, I came across a market selling pure date syrup. Dates are very much a part of the culture there. Everywhere you go you are offered dates and Arabic coffee. The malls and local souks were also full of varieties of all kinds, very different from what you see here in the U.S., where most people have only tried the two main date varieties.
The fateful day I spotted date syrup on a market shelf, I pulled it off to investigate. The Emirati ladies standing around who were admiring my baby in tow started telling me it would be good for my baby and about how their ancestors had used it for many years. I took it home and was blown away by the flavor profile. The more I researched it, the more I realized that it had a really high nutritional value.
When we moved back to the states, I couldn’t find it anywhere. That was the moment I knew I had to figure out a way to bring the date syrup we loved to the U.S. It seemed like a no-brainer for the American market, and I needed to be able to buy it locally myself!
Image Credit: Date Lady
Launching a side hustle with about $60,000
What were some of the first steps you took to get your side hustle off the ground? How much money/investment did it take to launch? First, we researched the market to make sure a brand wasn’t already doing it. The only place I could find it was in obscure import stores, and it often contained sugar, which it did not need. My husband and I flew to Nuremberg, Germany for BioFach (a major natural/organic food show) to meet our first potential supplier and then to Dubai for Gulfood. I think we spent around $5,000 for that trip and around $60,000 to bring our first shipment into the U.S. and create a small space to bottle it.
Are there any free or paid resources that have been especially helpful for you in starting and running this business? Friends, family and our local bank! All were so supportive and backed us not only with enthusiasm, but also with investment — and I’m sure it seemed like a pretty crazy idea to some of them.
Image Credit: Date Lady
Building with no venture capital or exit strategy
If you could go back in your business journey and change one process or approach to save you time, energy or just a headache, what would it be, and how do you wish you’d done it differently? We’ve been blessed to take it slow and learn as we go. Sometimes I think we should have taken venture capital or really laid out our exit strategy from the beginning, but the truth is that I’m not sure the market was as ready for us then as they are now, and it was a busy season of life, so I’m not sure we could have handled the pressure anyway.
Growing slowly allowed us to really figure out how to make things work and escape a load of debt. When we made a mistake, there wasn’t as much on the line, and every little mistake we made along the way has played a role in greater success because we’ve learned from it. I’m not sure I’d change a thing.
Entering brick and mortar comes at a cost
When it comes to this specific business, what is something you’ve found particularly challenging and/or surprising that people who get into this type of work should be prepared for, but likely aren’t? Playing in brick and mortar comes at a major cost. It’s true that you can get in front of grocery buyers without hiring a sales person or broker, but when trying to scale, brokers bring relationships and value that come with years in the business that you do not have. You may have the most interesting product in the world, but unless you are willing to put funds towards slotting (placement) fees, marketing promotions and provide a free case of product for each store starting out, your chances are slim. Then once you get into the stores, you must work with distributors, which brings more expense and fees to the table.
Can you recall a specific instance when something went very wrong — how did you fix it? We processed 60,000 pounds of dates in California and ended up with a syrup that was higher in a naturally occurring acid than normal and nothing like the date syrup we knew and loved from the Arabian peninsula. Being a young company, it seemed like a huge loss. It was still an interesting product, high in nutritional value. Instead of going to waste, I started experimenting with it. I ended up with a BBQ sauce that I was really excited about. I was already using date syrup to create recipes for my family, so it was not difficult to create it. And it became one of our hero products.
Image Credit: Date Lady
Consistent revenue, then a $2 million breakout year
How long did it take you to see consistent monthly revenue? What does growth and revenue look like now? We saw consistent revenue within the first year but it took us a handful of years to become profitable.
By 2021, Date Lady annual revenue had surpassed $2 million. Over the next four years, that grew to almost nearly $7 million. Our goal for this year is $10 million.
Navigating motherhood and business
How much time do you spend working on your business on a daily, weekly or monthly basis? It depends a lot on what is going on at home for me. We have five kids, and there are school activities, sports, etc. I have always tried to work around that, so probably very unconventional, but it has worked. A typical day lately looks like getting the kids out the door for school, sitting down to catch up on emails, a meeting or two, reading group at the school, walking our Mastiff who is missing the kids at school, hitting some email again, slamming out a series of bench testing for a new product we’re working on and then school pick up. I will usually check email once more in the evening and sometimes do a little more bench testing after everyone’s in bed.
Image Credit: Date Lady
What is your best piece of specific, actionable business advice? Really dial in on the cost of goods sold (COGS) and lay out your projections and expenses for the next few years. Make sure you see profit in your future. Stay true to who you are. For example, we never used a formula provided by consultants to produce our products; we produced them in my kitchen. Most companies would not consider this even an option, but it has allowed us to create unique products without typical flavors and additives, and that has really become part of our success.
Key Takeaways
While living in UAE for her husband’s work, Sundlie learned about the nutritional value of dates.
She couldn’t find similar products when she returned home — so Date Lady was born.
Date Lady generated more than $2 million in annual revenue in 2021 and is on track for $10 million.
This Side Hustle Q&A features Colleen Sundlie, 50, of Moscow, Idaho. Sundlie is a mom of five and founder of Date Lady, a line of better-for-you organic date products including syrups, spreads, sauces and sugar. The products are manufactured in a facility based in Springfield, Missouri. Sundlie has grown the business for 15 years. Date Lady exceeded $2 million in annual revenue in 2021, hit $6.8 million within the next four years and is anticipating $10 million this year. Responses have been edited for length and clarity.
Image Credit: Date Lady. Colleen Sundlie.
Discovering the magic of dates abroad
When did you start your side hustle, and where did you find the inspiration for it? Years ago, while living overseas in Al Ain, UAE for my husband’s work, I came across a market selling pure date syrup. Dates are very much a part of the culture there. Everywhere you go you are offered dates and Arabic coffee. The malls and local souks were also full of varieties of all kinds, very different from what you see here in the U.S., where most people have only tried the two main date varieties.
The fateful day I spotted date syrup on a market shelf, I pulled it off to investigate. The Emirati ladies standing around who were admiring my baby in tow started telling me it would be good for my baby and about how their ancestors had used it for many years. I took it home and was blown away by the flavor profile. The more I researched it, the more I realized that it had a really high nutritional value.
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The $1,700 Education Freedom Tax Credit takes effect on January 1, 2027.
About 51.7 million kids (92% of school-age children) meet the income test.
Six states hold waivers freeing over $109 million from federal spending rules.
Education Secretary Linda McMahon joined President Trump at the White House Rose Garden on August 24 for a back-to-school event framed around what she called “a return to common sense in American education.” Her prepared remarks centered on three items: the Education Freedom Tax Credit, six state waivers freeing more than $100 million from federal spending rules, and a record 25 states using Ed-Flex authority.
McMahon said Americans have spent $3 trillion on a federal Department of Education while only 30% of students read or do math proficiently. An analysis of federal data shows only 31% of fourth graders scored at or above NAEP Proficient in reading on the 2024 Nation’s Report Card. For context, the $3 trillion figure is a Department talking point covering cumulative spending since 1980, not an annual number.
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.@EdSecMcMahon: “This school year, American parents and students have so much to be excited about because the Trump Administration is steering education back to its rightful focus: serving students so that they are prepared for successful futures.” pic.twitter.com/KbyglnaxFu
— Rapid Response 47 (@RapidResponse47) August 24, 2026
Why It Matters
Starting January 1, 2027, taxpayers can claim a dollar-for-dollar federal credit of up to $1,700 for donations to scholarship granting organizations, called the Education Freedom Tax Credit. These scholarship provides, in turn, can provide scholarship dollars to help offset the cost of private school.
Scholarships go to students in households under 300% of area median gross income – which is a threshold so wide that 51.7 million children qualify, or roughly 92% of school-age kids. Funds cover tuition, books, tutoring, transportation and technology, and public school families are eligible.
The Numbers Behind The Claims
State sign-ups: The IRS has confirmed 27 states elected to participate as of June 8, with the Education Commission of the States tracking 31 planning to join. That more-than-half milestone is what McMahon referenced in her speech.
Waivers: Arkansas, Indiana, Iowa, Louisiana, South Dakota and Vermont hold Returning Education to the States waivers, consolidating over $109 million in federal funds.
Ed-Flex: Stateline reported 22 states held the authority in early August, the most in the program’s 32-year history, before three more were recently added.
How This Connects
The event caps a year in which the Department shifted special education oversight to HHS and civil rights enforcement to the Justice Department, issued guidance barring race-based school discipline, and drew a House resolution seeking McMahon’s impeachment over the dismantling effort.
McMahon has defended that record before House lawmakers, while state teachers unions argue funding consolidation reduces transparency and pulls money from high-need districts.
What’s Next
Treasury and IRS are still crafting the final rules on scholarship granting organization certification before the January 2027 launch, and states must submit qualifying SGO lists by January 1 each year.
Watch whether 30 Senate Democrats’ repeal push gains traction after the midterms, and whether House Republicans’ bill to close the Department moves forward.
Editor: Colin Graves
The post McMahon Touts $1,700 School Choice Credit At Trump Back-To-School Event appeared first on The College Investor.
Dillon John brings a strong background in the mortgage industry, financial markets, and mortgage-related technology to his role as a Mortgage Loan Originator. His experience includes working extensively with mortgage-backed securities and analyzing complex financial markets, giving him a deep understanding of the mortgage industry and the factors that impact the lending process.
Dillon also has hands-on experience developing mortgage workflow systems designed to organize borrower documentation, track loan status, and streamline follow-ups. This combination of financial expertise and process knowledge allows him to approach each loan with attention to detail and a clear understanding of the steps involved.
Known for his ability to communicate clearly and work closely with clients, Dillon focuses on understanding each borrower’s needs, explaining their options, and helping them navigate the mortgage process with confidence. His analytical approach, responsiveness, and commitment to client service make him a valuable resource for borrowers throughout their home financing journey.
Chief Executive Officer Olivier Pomel net sold 47,054 shares of Datadog, Inc.(DDOG -4.18%) on Aug. 19, 2026, as disclosed in a recent SEC Form 4 filing.
Transaction summary
Metric
Value
Shares sold
47,054
Transaction value
$11.1 million
Post-transaction shares (directly held)
612,747
Post-transaction value
$143.09 million
Transaction value based on SEC Form 4 weighted average sale price ($235.49); post-transaction value based on Aug. 19, 2026, market close ($233.52).
Key questions
What was the regulatory context for this sale? The transaction was executed pursuant to a Rule 10b5-1 trading plan adopted on Dec. 15, 2025, a mechanism that allows company insiders to sell shares according to a predetermined schedule to manage personal liquidity while complying with insider trading laws.
How does this disposal relate to the insider’s total equity position? Following this transaction, Olivier Pomel maintains direct ownership of 612,747 shares of Class A Common Stock and continues to hold approximately 8.7 million derivative securities, including vested and unvested awards.
What was the underlying mechanism for the share disposition? This event involved the exercise of 47,054 options that were immediately sold in the open market, resulting in a net disposition of the underlying Class A Common Stock.
How has the stock performed leading up to this transaction? The shares were sold at $235.49 per share, as the company has delivered an 81% total return over the 12 months ending on Aug. 19, 2026, the transaction date.
Company Overview
Metric
Value
Share Price (as of market close 2026-08-20)
$232.55
Market Capitalization
$83.5 billion
Revenue (TTM)
$4.0 billion
Net Income (TTM)
$177.6 million
Company Snapshot
Datadog provides a comprehensive cloud-based monitoring and analytics platform that combines infrastructure oversight, application performance tracking, log management, and security surveillance into an integrated Software-as-a-Service offering.
The company operates on a SaaS subscription model, generating revenue from customers who pay recurring fees for access to its monitoring and analytics capabilities across their technology infrastructure.
Datadog serves developers, IT operations personnel, and business stakeholders across North America and internationally, addressing the needs of organizations requiring real-time visibility into their cloud and hybrid environments.
Datadog is a leading cloud-based observability platform with $4.0 billion in TTM revenue and an $83.5 billion market capitalization, reflecting strong investor confidence in its growth trajectory. The company has demonstrated significant momentum, with its stock appreciating 81.04% over the past year, driven by increasing enterprise adoption of its integrated monitoring and analytics suite. Datadog’s competitive advantage lies in its ability to consolidate multiple critical operational functions — infrastructure monitoring, application performance management, log analytics, and security — into a unified platform that delivers comprehensive end-to-end visibility for modern cloud-native organizations.
What this transaction means for investors
Olivier Pomel conducted his insider sale of Datadog shares in a way that should calm investors rather than alarm them.
His sale was a pre-planned transaction under the Rule 10b5-1 framework. Since this was put in place back in December, it should fulfill the rule’s intent to avoid the appearance of acting on insider information. Also, since Olivier sold only 7% of his shares, the sale does not indicate a loss of confidence in his company.
Olivier also benefited from a huge surge in the SaaS stock, as it is up more than 80% over the last year. This is critical, as software stocks have suffered from a so-called “SaaSpocalypse,” in which AI would allegedly render them obsolete.
Today’s Change
(-4.18%) $-9.85
Current Price
$225.77
Key Data Points
Market Cap
$85BMarket cap calculated using publicly traded shares outstanding only. Does not include unlisted, private, or dual-class non-traded shares. Implied market cap may vary.
Day’s Range
$225.67 – $234.53
52wk Range
$98.01 – $292.72
Volume
2.7M
Avg Vol
5.2M
Gross Margin
79.48%
Fortunately, AI appears to have become an asset for Datadog rather than a liability, as it has driven demand and, by extension, new revenue streams for the company. Thus, Datadog investors should probably watch AI more closely than they do pre-planned stock sales by insiders.
Will Healy has no position in any of the stocks mentioned. The Motley Fool has positions in and recommends Datadog. The Motley Fool has a disclosure policy.
Most physicians who use AI use it the same way they’d use Google.
Ask a question, get an answer, move on. That’s not wrong. It’s just incomplete. There’s a small but growing group of physicians who are running actual pieces of their financial lives, their contracts, and their day-to-day logistics through AI, and the gap between those two groups has nothing to do with intelligence or access. Everyone has access to roughly the same tools right now. The difference is how they think about them.
This post walks through a different way to think about AI for physicians, not as one general-purpose assistant, but as a team of specialists you build one role at a time. Here’s what that actually looks like in practice, including the specific roles worth building first and the caveats that come with each one.
Disclaimer: This article is for informational and educational purposes only and does not constitute financial, legal, or investment advice. Any investment involves risk, and you should consult your financial advisor, attorney, or CPA before making any investment decisions. Past performance is not indicative of future results. The author and associated entities disclaim any liability for loss incurred as a result of the use of this material or its content.
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Why Most Physicians Get AI Wrong From the Start
The default way most people approach AI is transactional. You have a question, you type it in, you get an answer. That’s a fine starting point, and honestly, it’s still useful even at that level.
But it caps out fast. If you’re only ever asking one-off questions, you’re using a fraction of what’s actually available, and you’re leaving the more valuable use cases on the table entirely: the ones that touch your actual decisions, your actual money, and your actual time.
The simplest entry point, if you’re not sure where to start, is to look at what you do over and over again. The tasks you repeat every week or every month are usually the first sign that AI can take a first pass at something for you. That’s a good starting habit. But there’s a bigger shift worth making once that habit is in place.
Stop Thinking Tool. Start Thinking Team.
Here’s the reframe that’s actually changed how physicians who are further along use this. You wouldn’t hire one person and expect them to be your assistant, your financial advisor, your lawyer, and your therapist, all in one. That person doesn’t exist. But you can build a team of AI specialists that each do one job well, and none of them require a salary, benefits, or an HR department.
This isn’t a hypothetical. Below are four specific roles worth building, based on what’s actually been built and tested, not a theoretical list.
Role 1: The Personal Assistant
This is the most obvious starting point, and also the easiest to build. A personal AI assistant can handle a first pass on your email so you’re not opening a completely full inbox every morning. It can manage your schedule and triage what actually needs your attention versus what can wait.
One underrated use case: paperwork and physical mail. Scan it in, and instead of letting it pile up on your desk until guilt forces you to deal with it, it gets processed as it comes in. Travel is another strong use case, especially anything complex. A trip involving multiple flights, hotels, and ground transportation is exactly the kind of logistics-heavy task AI handles well, building a complete itinerary without missing a detail.
Worth noting: this doesn’t replace a human assistant if you have one. It handles the repeatable layer underneath that role. Judgment calls and relationship management still need a person. What it does is reduce what both of you are carrying.
Role 2: The Financial Advisor
This is a custom AI project built specifically to think through financial decisions, not a replacement for a CPA or a licensed advisor. The way it works: you give it a defined personality and expertise profile (a mix of well-known investing frameworks and a tax-focused lens works well), then feed it your actual financial data, tax returns, investment summaries, so its answers are grounded in your real numbers rather than generic advice.
From there, it becomes a place to run real questions. How to optimize for time freedom rather than just more income. Whether your current setup is actually tax efficient. How to think through risk and return tradeoffs before deploying capital.
One important caveat here: be careful with how much sensitive financial data you feed into any AI tool, and use a version with real security behind it rather than a general consumer chat window. And always verify what it tells you against a real CPA or advisor. This is a thinking partner, not a replacement for professional judgment.
Role 3: The Lawyer and Negotiator
This is the role that’s specifically underused by physicians, and arguably the one with the clearest financial case for building it. A lawyer runs $400 to $500 an hour at minimum, and that’s before accounting for every round of back and forth that follows: emails, redlines, calls to clarify a single clause.
Before signing anything or walking into a negotiation, running the document through AI first means you actually understand what’s in front of you, whether that’s a non-compete clause or how an RVU structure is written, instead of nodding along in a meeting you don’t fully follow. It can help you prepare talking points or even run through the negotiation conversation itself so you’re not improvising when it matters.
This is not a substitute for a real attorney, and it shouldn’t be treated as one for anything that actually matters. But there’s a real, practical benefit on the other side of this too: lawyers themselves tend to prefer clients who show up organized, with specific questions instead of starting from zero. It’s faster for them and cheaper for you.
If there’s one place to start, particularly for physicians sitting on an employment contract they haven’t fully read, or anticipating a renegotiation, this is it.
Role 4: The Life Coach
The most personal of the four roles, this one is built by feeding an AI project a blend of frameworks and perspectives (drawing on well-known voices in mindset and communication work), along with your own personality and strengths assessment results, so it actually understands your patterns and blind spots rather than giving generic advice.
The practical use cases: processing a conversation or decision that didn’t go the way you wanted, or role-playing a difficult conversation before you have it in real life, so you show up more prepared and less reactive.
This one comes with the clearest caveat of the four. It’s not a replacement for real relationships, and it’s definitely not a replacement for real therapy if that’s what’s actually needed. What it is: available at eleven at night when something’s on your mind and there’s genuinely no one else awake to talk it through with.
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How to Actually Start
The mistake most people make once they see a list like this is trying to build all four roles at once. That usually results in four mediocre tools instead of one that actually works.
Pick one. If you want the easiest win, start with the assistant. If you want the fastest financial payoff, start with the lawyer, especially if there’s a contract sitting in your inbox you’ve been avoiding. Build that one role, get it working well, then move to the next.
The Real Shift
The physicians pulling ahead with this right now aren’t necessarily more technical or more disciplined than anyone else. They made one specific shift: they stopped asking what they could ask AI today, and started asking what role they actually needed filled.
That’s a small reframe, but it’s the difference between using AI occasionally and having actual infrastructure working underneath your practice and your life.
If you want to build these out step by step instead of piecing it together on your own, that’s exactly what’s covered inside AI Bootcamp.
Were these helpful in any way? Make sure to sign up for the newsletter and join the Passive Income Docs Facebook Group for more physician-tailored content.
Peter Kim, MD is the founder of Passive Income MD, the creator of Passive Real Estate Academy, and offers weekly education through his Monday podcast, the Passive Income MD Podcast. Join our community at the Passive Income Doc Facebook Group.
Disclaimer: I am not a CPA, attorney, or financial advisor. The information in this post is for educational purposes only and should not be construed as tax, legal, or financial advice. Please consult a qualified professional about your specific situation before making any decisions.
Republic Europe (Formerly Seedrs) has listed another fund, this time an SEIS-qualified fund, Symvan Technology.
The fund, which provides immediate investment diversification, targets artificial intelligence (AI) and machine learning firms.
The offering is a direct investment with a minimum of £2000. Fees align with transaction costs, an administration charge, and carry a fee after a hurdle benchmark is topped.
The SEIC qualification provides meaningful tax benefits by reducing capital gains and overall risk exposure.
Symvan Technology touts its “award-winning” offerings, which aim to back promising early-stage ventures.
“Our focus is on scalable, software-led companies with the potential to transform their sectors. From seed funding through to exit, we work hands-on with founders, combining capital with strategic support, industry connections and operational expertise.”
Symvan says it has invested in five or six new SEIS-qualifying companies, and since 2014 it has backed over 60 AI firms.
Symvan is fairly small but reports having experienced 6 exits so far, all via acquisitions. The failure ratio is low at around 15%.
As always, do your own due diligence, and past performance is not a guarantee of future returns.
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