01In flightThe simulationAug 19, 2026
The model congress
544 AI agents, one per sitting member of the House and Senate, each grounded in that member's real voting record. Connor and Rebecca put their plan in front of them and made them negotiate it, cut deals, count votes, and say what could pass. Built as discovery, not advocacy: the finding is what the simulation did, not what anyone wanted it to say.
Then on August 6, while the essay was still being written, three members of Congress introduced a bill the model says cannot pass. It has been checked line by line against the simulation, including the part where the model appears to have named two of the sponsors months in advance. That check is sitting inside this essay right now and is the strongest candidate to be cut out and run as its own post.
- Receipts
- Full simulation results, the 13 provisions, every vote count, and the HR 10044 run from Aug 19.
- Came from
- Chosen as essay 2 on the June 8 call. Outline sent to Connor Aug 19.
- Source doc
- AI Congress essay outline
02Ready to writePolicyAug 25, 2026
Connor asked for this one on Aug 25.
Why no one knows what programs are working
Nobody can tell you which workforce programs actually work. Connor's receipt is Merit's own: it took eight years to get government data speaking to the efficacy of their programs. Eight years, for the organization that wanted the answer most and had every reason to chase it.
The argument runs from there to the money. A country spending $28.2 billion a year on workforce development cannot see what it is buying, which is the same hole underneath funding on outcomes instead of enrollment, and underneath every corporate reskilling pledge on this list.
- Receipts
- Merit's own eight-year wait for government efficacy data. The $28.2 billion federal workforce spend and the 12 percent average wage gain, both already checked.
- Came from
- Connor in Slack, Aug 25: one of two pieces we would like to write asap.
03Ready to writeMoneyAug 25, 2026
Connor asked for this one on Aug 25.
The philanthropy problem
A hundred billion dollars a year flows through philanthropy and produces hundred-thousand-dollar nonprofits. Philanthropists went paralyzed at the exact moment AI demanded they move. Named as problem one in the launch essay and then deferred to a future piece, which is the whole reason to write it.
Connor's framing, Aug 25: how philanthropy actually flows in this country, and how it is a drop in the bucket compared to what we should actually be deploying.
- Receipts
- Rebecca's funnel math from the Sept 29 2025 call. The higher-ed pledge movement.
- Came from
- Rebecca's funnel math, Sept 29 2025 call, then teased in the published essay. Connor named it Aug 25 as one of two he wants to write asap.
04Ready to writeReskillingMar 18, 2025
The emperor has no skills gap
The gap is real, it is why Merit exists, and it is also the alibi. A roofing company that cannot find skilled workers is offering $15 an hour against Amazon's $18. A glass factory that could not find workers needed air conditioning. Operators saying this at their own expense is the whole angle.
- Receipts
- The roofing wage ladder, the glass factory, Anthony's coinage of the phrase, Cappelli 2012, Summers 2015.
- Came from
- Connor's pitch 7, plus Rebecca's argument that the skills gap is a cover story. Was going to be essay 2 before the congress piece took the slot.
05Ready to writeMoneyJun 10, 2026
Labor versus capital
The country taxes labor and protects capital, and the AI transition runs straight down that groove. Not a new observation. Rebecca's register on it is the reason to publish it.
- Receipts
- The tax argument, condensed out of an earlier draft of the launch essay. The Elon line needs verifying before it runs.
- Came from
- Cut from the launch essay for length, and flagged at the time as deserving its own piece.
- Source doc
- Can America (Please) Make A Plan?
06Ready to writeIdentityApr 8, 2025
Unfucking the American Dream
Connor's umbrella frame, and the one he imagines as a book cover with a flag in place of the U. The dream was not passively broken, it was actively undone, so the job is to un-undo it. Every other idea on this list hangs off it.
- Receipts
- Connor verbatim, April 8 2025.
- Came from
- Connor. Recurring across calls since 2025.
07Ready to writeComedyJun 16, 2026
Everyone's LinkedIn posts read the same
A piece making fun of how identical LinkedIn has become, written in the exact style it is making fun of, pushed hard. The only comedy piece on the list.
- Receipts
- None needed.
- Came from
- Connor, in Slack, June 16 at 10:54pm. I said yes in the thread.
08The spineReskillingJun 8, 2026
Reskilling is not enough
The most credible contrarian claim either of them can make: they run the largest reskilling nonprofit in the country and they are the ones saying reskilling alone will not save anyone. Ran as the heart of the launch essay. There is more of it left than got used.
- Receipts
- The roofing ladder, the reskilling supercut, Brookings retraining data, Summers on evasion.
- Came from
- The spine of the whole publication.
09The spineIdentityJun 8, 2026
Doers, not pontificators
The identity claim. We are people who are operators, we are creators, we are not pontificators. The anti-op-ed channel, 80 percent emotional to 20 percent wonky.
- Receipts
- Connor verbatim, June 8 call.
- Came from
- Connor, June 8. Also the line the whole positioning was built around.
10The spineIdentityJun 8, 2026
The third lane, between doom and hype
Neither camp. We don't know what's coming, we just refuse to not-plan. Pack the go-bag while everyone else argues about the asteroid.
- Receipts
- The asteroid frame from the launch essay.
- Came from
- Pitched as an angle for the launch essay, June 8. Defines what the Substack is.
11The spinePolicyJun 24, 2026
Where is the plan
No plan from Biden, none from Trump, none from the think tanks, none in the 100-plus federal AI bills or the 1,000-plus state ones. Ideas without a wheel to attach them to. This became the launch essay and still has a back half that was cut.
- Receipts
- The OpenAI industrial policy whitepaper, Bernie's sovereign wealth fund op-ed, the bill counts.
- Came from
- Became the published launch essay, June 24.
- Source doc
- Can America (Please) Make A Plan?
12The spineIdentityJun 8, 2026
The fights-its and the fuck-its
A taxonomy of who packs a go-bag and who drinks on the roof. Most American policymakers have a serious case of the fuck-its. Cut from the launch essay for length, survives whole as a standalone.
- Receipts
- A friend of Connor and Rebecca's coined it.
- Came from
- Pitched as an angle for the launch essay, then cut for length. Available intact.
13Written upWho gets left outMay 7, 2026
Representation bias
Connor's coined term. The people who shape the AI and jobs conversation are college-educated and report on their own circles first, so 53 million workers without degrees are structurally absent from it. Three exposures non-degree workers carry that graduates do not: their entry-level roles are equally automatable, they have no credential to prove competence when they pivot, and they have no network to catch them.
- Receipts
- The Sam Altman argument. Merit's national poll, 51 percent call the economy poor. The Ezra Klein and Citrini framings.
- Came from
- Connor. SKDK built their whole launch-post concept on this.
- Source doc
- SKDK memo, May 7 2026
14Written upWho gets left outJun 10, 2026
Women and the invisible disruption
AI could do to high-school-educated women in admin work what deindustrialization did to high-school-educated men in manufacturing. Roughly 12 million jobs. Molly Kinder's thesis at Brookings, and Merit's angle is that those 12 million jobs are literally their recruiting pool.
- Receipts
- Kinder's full automation-risk table by occupation. Diane the employee of the year.
- Came from
- Meghan and Kristen via the SKDK thread, June 10. Named as the Pivotal and Lean In play.
- Source doc
- SKDK memo, May 7 2026
15Written upThe dataJun 10, 2026
Entry-level jobs are already declining
Stanford's Canaries in the Coal Mine on ADP payroll records: since ChatGPT, employment for 22 to 25 year olds in the most AI-exposed jobs fell 13 percent relative to older workers in the same jobs. The bottom rung, the job where you are allowed to be new, is the cheapest thing for AI to take.
- Receipts
- Brynjolfsson, Chandar and Chen, millions of payroll records.
- Came from
- Found while checking the numbers for the launch essay.
16Written upThe dataJun 24, 2026
AI is already in the layoff data
Challenger, Gray and Christmas logged 87,714 US job cuts attributed to AI in the first five months of 2026, about 22 percent of all layoffs, past the 54,836 for all of 2025. The angle is the fight, not the stat. Rebecca wants to cut it because most people she talks to think AI is an excuse companies hide behind. That disagreement is the piece. When because of AI becomes the default corporate explanation, the framing has already won and the workers are out either way.
- Receipts
- Challenger data since 1993. Rebecca's margin comment on the draft.
- Came from
- I flagged it in the draft thread: we should write about this. The most recent one added before Connor's two.
17Written upMoneyJun 9, 2026
Corporate pledge theater
AT&T pledged $1 billion for reskilling. Amazon $700 million. PwC $3 billion. Microsoft $4 billion. The pledges exist. The scale does not. Announcements built to manage political risk.
- Receipts
- All four pledge figures documented and sourced.
- Came from
- From the launch essay research, kept as a standalone.
18Written upReskillingJun 8, 2026
Who actually needs reskilling
The real candidate is employed, working nights and weekends, and has kids. Programs that require you to not have a life are not programs, they are designed for someone who does not exist.
- Receipts
- Rebecca's verbatim walk-through of a first-generation CS grad, June 8 call.
- Came from
- Rebecca, plus Connor's pitch 9: stop telling unemployed people to become better students.
19Written upMoneyJun 12, 2026
Good people, bad outcomes
Mark Nunnelly, former Dunkin' Brands CEO, asked whether he would consider mass AI layoffs, smiled and said: well I am a capitalist, aren't I? Not a bad person. A person inside a system.
- Receipts
- The Nunnelly exchange. The historical record of companies fighting new rules and then living with them.
- Came from
- Connor and Rebecca, from a meeting.
20Written upMoneyJun 12, 2026
CEO incentive transparency
Don't hate the player, hate the game. 99 percent of executives expect AI-driven layoffs within two years. A CEO at dinner: I know it's terrible for society, but to be clear, my incentive is to automate labor with AI as quickly as I can. Rebecca trusts that guy more than the ones who won't say it.
- Receipts
- The dinner quote. The Mercer 99 percent stat.
- Came from
- Already ran as a Rebecca LinkedIn post. The only one on this list that has run anywhere.
21Written upPolicyJun 12, 2026
Fund results, not promises
$28.2 billion a year of federal workforce spending returns 12 percent wage gains. Not enrolled. Not credentialed. Employed.
- Receipts
- The $28.2 billion federal spend, and the gap between people who finish a credential and people who land a job.
- Came from
- A provision in Connor and Rebecca's plan. Long-running Merit position.
- Source doc
- Can America (Please) Make A Plan?
22Written upMoneyMar 18, 2025
Why nonprofits don't scale
Merit is one of the most successful reskilling nonprofits in the country and its co-CEOs will say they would not build it this way again. Philanthropic capital moves too slowly and too small to fund a transition this size. Only public money scales.
- Receipts
- Merit's own per-learner economics.
- Came from
- Connor and Rebecca, repeatedly. Pairs with the philanthropy problem.
23Written upPolicyJun 12, 2026
UBI versus UDI
A floor that stops people rioting but gives them no dignity, purpose or mobility is not stability. Universal dignified income as a platform for participation rather than a floor under collapse.
- Receipts
- Connor and Rebecca's plan.
- Came from
- A position they have come back to across several calls.
- Source doc
- Can America (Please) Make A Plan?
24Written upPolicyJun 12, 2026
Care work as the future of labor
What is left is caring for a human or caring for a robot. Both categories grow: healthcare, childcare, elder care, and the maintenance work that keeps AI systems running. Connects directly to the women piece.
- Receipts
- Connor and Rebecca's plan.
- Came from
- From the plan notes.
- Source doc
- Can America (Please) Make A Plan?
25Written upReskillingJun 9, 2026
The skills gap myth has a history
Cappelli in 2012, Summers in 2015, Brookings throughout. Researchers have said this for over a decade and the field nodded and moved on. Bloomberg Opinion ran the same thesis in June 2026. The distinctive thing is not the claim, it is who is making it and what it costs them.
- Receipts
- Cappelli, Summers, Brookings, the Bloomberg piece.
- Came from
- Built while checking the numbers for the launch essay.
26Written upThe simulationJun 3, 2026
Mission Employment Organizations
The provision that funds 501c3s to place Americans in jobs. Passed the simulation with 308 of 544. Also the provision that most directly funds Merit's own model, which has to be said out loud in the piece rather than left for a reader to notice.
- Receipts
- P3.2 and its vote count.
- Came from
- From the simulation results.
- Source doc
- Can America (Please) Make A Plan?
27Written upThe simulationJun 3, 2026
The keystone provision
P2.6, strategic-sector and advanced manufacturing, read as beat China on the right and good union jobs on the left. 474 of 544. Injected after the original ballot, so it was discovered rather than designed.
- Receipts
- The provision text and its rating.
- Came from
- From the simulation results.
- Source doc
- AI Congress essay outline
28Written upThe simulationJun 3, 2026
What died in the coalition
The most honest finding of the simulation is what did not survive. Every funding mechanism went net-negative: sovereign wealth fund, automation tax, robot tax, excess-profits tax, foundation payout requirements, carried interest. SNAP and Medicaid expansion drew 235 hard no's and got cut before the final vote.
- Receipts
- Full net-support numbers per mechanism.
- Came from
- From the simulation results.
- Source doc
- AI Congress essay outline
29Written upPolicyJun 12, 2026
Democrats are getting higher ed wrong
Rebecca, Dem-aligned, on the record. When the coverage framed federal accountability as bad because Yale's music program could lose grants, she wrote: Democrats, we are getting this very wrong on higher education. High risk, flagged as such, hers alone to write.
- Receipts
- Rebecca's iMessage, verbatim.
- Came from
- Rebecca. Filed as high risk, and it is.
30Written upMerit's own workJun 3, 2026
Robin Hood AI
Merit as the first organization to hand real AI tools to the workers who need them most, so they walk into interviews with portfolios instead of resumes. Most people are replacing workers with AI, here we would be leveling them up.
- Receipts
- Merit's own AI course work.
- Came from
- My pitch to Brittany on the June 3 call. Not yet something Connor or Rebecca have said they believe, and it is flagged that way.
31Written upMerit's own workJun 10, 2026
The cite-to-recruit loop
Not a topic so much as a mechanism worth writing up: publish a piece citing a researcher prominently, DM them the published piece, then book them. Built for Molly Kinder after two direct asks got ghosted.
- Receipts
- The Kinder sequence, written out and never run.
- Came from
- Mine, from the June 10 SKDK thread.
32Written upMerit's own workMay 7, 2026
Human accountability in AI's competitive edge
SKDK's second big idea, built as an alternating monthly LinkedIn series rather than a Substack piece. AI delivers information, humans deliver accountability. Anchored on the FaceTime story: a learner working overnight janitorial shifts refused to walk into the hospital's cyber department, so his coach FaceTimed him and stayed on the line through the elevator ride. Six-month shadowing, then a full-time cyber job.
- Receipts
- The FaceTime story. Research on near-peer mentorship.
- Came from
- SKDK, May 7 ideas doc. Never actioned.
- Source doc
- SKDK memo, May 7 2026
33LoosePolicyMar 18, 2025
America needs a new kind of company
The IRA carbon-credit model applied to job creation. Rachel at Rockefeller already built the good jobs criteria.
- Receipts
- Rockefeller's criteria exist.
- Came from
- Pitch 1 in the March 2025 pitch doc.
34LoosePolicyMar 18, 2025
The sliding scale of work
Replace the employed and unemployed binary with a continuum. Unemployment costs roughly $100k a person.
- Receipts
- The per-person cost figure needs verifying.
- Came from
- Pitch 2 in the same doc.
35LoosePolicyMar 18, 2025
Expand the military, not AmeriCorps
The largest job trainer in America already exists and is already bipartisan.
- Receipts
- None yet.
- Came from
- Pitch 3 in the same doc.
36LoosePolicyMar 18, 2025
The rare earth reckoning
The mining infrastructure gap as a national security crisis. Sits close to the keystone provision thematically.
- Receipts
- None yet.
- Came from
- Pitch 4 in the same doc.
37LoosePolicyMar 18, 2025
Pre-legislate automatic triggers
Set-it-and-forget-it legislation that fires on economic indicators. Both trigger variants died in the simulation, so the piece has to answer that rather than ignore it.
- Receipts
- The simulation result cuts against it, which is usable.
- Came from
- Pitch 5 in the same doc. Whoever writes it has to answer the simulation result, which went the other way.
- Source doc
- Can America (Please) Make A Plan?
38LoosePolicyMar 18, 2025
Invest upstream, not in the wreckage
Workforce money funds people after the layoff the way healthcare funds end of life.
- Receipts
- None yet.
- Came from
- Pitch 8 in the same doc.
39LoosePolicyMar 18, 2025
The 90-day window we waste
The WARN Act gives 60 to 90 days of notice that we treat as dead time instead of training time.
- Receipts
- The WARN Act itself.
- Came from
- Pitch 10 in the same doc.
40LooseWho gets left outMar 18, 2025
The let-them-eat-cake economy
The haves genuinely do not know what the have-nots are living.
- Receipts
- None yet.
- Came from
- A musing in the same March 2025 doc.
41LooseWho gets left outMar 18, 2025
Cobalt collar
Reframing blue-collar work: cobalt, sapphire, titanium.
- Receipts
- None yet.
- Came from
- A musing in the same March 2025 doc.
42LooseLearner voiceMar 18, 2025
I packed boxes at Amazon
A learner op-ed in a learner's voice, not Connor's or Rebecca's. A different register for the publication entirely.
- Receipts
- Merit's learner story bank, barely touched.
- Came from
- A musing in the same March 2025 doc.
43LoosePolicyMar 18, 2025
Why higher ed stayed silent
The restaurant food-poisoning analogy. Undeveloped.
- Receipts
- None yet.
- Came from
- A musing in the same March 2025 doc.
44LooseLearner voiceApr 8, 2025
I didn't drop out, I made an educated decision
The college dropout reframe, in a learner's voice.
- Receipts
- The learner story bank.
- Came from
- From the April 8 2025 call.
45LoosePolicyJun 8, 2026
Paying for teachers in love
Why we expect caregivers to work for feelings. Pairs with care work as the future of labor.
- Receipts
- None yet.
- Came from
- From the June 8 2026 call.
46LooseMerit's own workApr 8, 2025
Scale and impact run inverse
Received nonprofit wisdom. Have we been lucky, or did we find something real.
- Receipts
- Merit's own numbers.
- Came from
- From the April 8 2025 call.
47LooseMerit's own workSep 29, 2025
The co-CEO roadshow where everyone said no
The meta relationship story. Folds into doers not pontificators if it does not stand alone.
- Receipts
- Connor and Rebecca's own history.
- Came from
- From the Sept 29 2025 call.
48LoosePolicyMar 15, 2026
What companies owe their employees
Employer obligations, which Merit is already modeling internally.
- Receipts
- Merit's internal work.
- Came from
- Added March 2026.
49LooseThe simulationJun 3, 2026
What Congress actually agrees on
Simulation color that got cut, along with which Republicans said yes and why, and what America wants from AI jobs policy. Folds back into the model congress piece unless promoted.
- Receipts
- The full run data.
- Came from
- From the simulation cut list.
- Source doc
- AI Congress essay outline
50LooseRuled outJun 8, 2026
The union self-perpetuation trap
An organization's first goal becomes sustaining itself. Rebecca's read is that it is unpublishable as written, everyone would freak out. Listed because it exists, not because it should run.
- Receipts
- The Delaware teachers-union quote.
- Came from
- Rebecca ruled it unpublishable herself.
51LooseWho gets left outJun 8, 2026
The Nan response
I hope you're right, but in our experience. Explicitly held back from the launch essay as too gentle for a first piece.
- Receipts
- Nan's own words, written down.
- Came from
- Held back from the debut on purpose, as too gentle for a first piece.
52LooseFormatsJun 8, 2026
The reskilling supercut and the duck-and-shark bit
Two formats rather than topics. The supercut cuts together clip after clip of people saying reskilling, then hard-cuts to not the way you're thinking. The duck-and-shark bit is the list of what Congress does instead of the plan, cut from the launch essay, and works as a Note.
- Receipts
- Both written. The supercut needs an edit.
- Came from
- Connor's idea. I loved it.
Nothing matches that.