A research agenda, not completed reporting. These are the original topic questions and leads. Named companies, dates and outcomes require verification. Editorial operations and internal schemas remain private.
2. Getting paid: SMB acceptance and receivables
2.1 Acceptance stacks
- In-person POS (Square, Clover, Toast, Shopify POS, Lightspeed, SumUp, Zettle, Stripe Terminal, Tap to Pay on phones — verify)
- Online checkout (Stripe, PayPal/Braintree, Adyen, Shopify Payments, Checkout.com, Authorize.net, Helcim)
- Invoicing and payment links (QuickBooks Payments, Xero with Stripe/GoCardless, FreshBooks, Wave — verify Wave ownership changes, Square Invoices, PayPal Invoicing)
- Pay-by-bank and ACH for invoices (lower cost; link to Parts 02 and 03)
- Marketplaces and creator platforms (payouts, holds, 1099-K)
- Vertical SaaS with embedded payments (restaurants, salons, fitness, home services, healthcare, nonprofits)
2.2 Cost and risk topics
- Flat-rate vs. interchange-plus for small merchants (link to Part 02 worked examples)
- Surcharging and cash discounting (state rules — verify)
- Payout timing, instant payout fees, rolling reserves, account terminations
- Chargebacks for small merchants
- 1099-K reporting thresholds: phased changes and 2025 legislation restoring $20,000/200-transaction threshold (verify)
- Sales tax automation (Avalara, TaxJar/Stripe Tax) — explain, no tax advice
2.3 Accounts receivable automation
- AR platforms (verify): Bill AR, Versapay, HighRadius, Billtrust (taken private — verify), Chaser, Upflow, Tesorio
- Dunning, cash application, credit management; B2B BNPL/net terms (Resolve, Balance, Slope, Mondu, Hokodo, Tratta — verify)
- Invoice factoring and receivables finance (link to Part 06)
3. Paying others: AP automation and B2B payments
3.1 Payment methods in B2B
- Paper checks (still significant in U.S. B2B; AFP data — verify trend), ACH/CCD+/CTX, wires, virtual cards (supplier acceptance economics; card-acceptance fees borne by suppliers), RTP/FedNow for B2B, cross-border (link to Part 03)
- Supplier enablement and virtual card monetization by AP platforms (rebate/interchange revenue)
3.2 AP platforms (seed list — verify)
Bill (incl. Divvy), Tipalti, AvidXchange (take-private by TPG — verify), Melio (acquired by Xero 2025 — verify), Stampli, Coupa (private), Airbase (acquired by Paylocity — verify), Ramp Bill Pay, Brex bill pay, Routable, Paystand, Corpay, Payoneer, Esker, Basware, SAP Concur Invoice
3.3 E-invoicing mandates (build tracker; verify all dates)
- EU VAT in the Digital Age (ViDA) package adopted (March 2025 — verify) with digital reporting requirements for intra-EU B2B by 2030 (verify)
- Germany: B2B e-invoice receipt obligation from January 1, 2025; issuance phased 2027–2028 (verify)
- France: phased mandate starting September 2026 (verify)
- Belgium: B2B e-invoicing from January 1, 2026 (verify)
- Poland: KSeF mandatory from February 2026 (verify phases)
- Spain: Crea y Crece and Verifactu timelines (verify)
- Italy SDI (since 2019), Latin American clearance models (Mexico CFDI, Brazil NF-e), India GST e-invoicing thresholds, Saudi Arabia ZATCA phases, Malaysia MyInvois phases, Singapore InvoiceNow, Australia/NZ Peppol (verify)
- U.S.: Business Payments Coalition e-invoice exchange framework and Federal Reserve pilot (verify), no federal mandate
3.4 B2B fraud
- Business email compromise and vendor impersonation (FBI IC3 — verify figures), payroll diversion, check fraud, invoice fraud using AI-generated documents (link to Part 09)
- Controls: vendor master data verification, callback procedures, positive pay/ACH debit blocks, dual approval, account validation services (link to Part 02 Nacha rules)
4. Business banking and corporate cards
4.1 Business banking for startups and SMBs
- Fintech business accounts on partner banks (Mercury, Brex business account, Relay, Novo, Found, Bluevine, Lili, NorthOne, Rho, Arc — verify partner banks)
- Deposit sweep networks for larger balances (IntraFi ICS/CDARS and fintech sweeps; how "up to $X million FDIC coverage" claims work — verify conditions)
- Mercury's move from Evolve to Choice/Column (verify) and OCC charter application (link to Part 04)
- SVB failure (March 2023): startup exposure, payroll disruption, FDIC systemic-risk exception; lessons on concentration
4.2 Corporate cards and spend management
- Company profiles (verify): Ramp (valuation milestones — verify), Brex (acquisition agreement with Capital One — verify announced date, terms, and closing status), Navan (IPO — verify), Mercury IO card, Rippling Spend, BILL Spend & Expense (Divvy), Airbase/Paylocity, Center, Emburse, Expensify, American Express corporate (Nipendo, Center acquisition — verify), Pleo, Spendesk, Payhawk, Moss, Soldo, Jeeves, Clara, Airwallex
- Business model: interchange on commercial cards (higher than consumer), SaaS fees, float, FX, bill pay, travel booking commissions
- Underwriting models: cash-balance-based charge cards vs. personal guarantees; Brex's 2022 SMB offboarding (verify)
- Features: receipt capture, policy controls, accounting sync, procurement, AI expense auditing (verify claims)
- Evidence: savings claims (Tier 5) vs. verified outcomes
5. Payroll, contractors, and global employment
5.1 U.S. payroll
- Providers (verify): Gusto, Rippling, ADP (RUN, Workforce Now), Paychex, Paylocity, Paycom, Justworks (PEO), OnPay, QuickBooks Payroll, Square Payroll, Wave Payroll, TriNet, Deel US Payroll
- Payroll funding flows (ACH debit from employer, direct deposit), same-day payroll via RTP/FedNow, EWA integrations (link to Part 06)
- Payroll tax filing responsibility and penalties when providers err; notable payroll-provider failures or outages (verify, e.g., Kronos Private Cloud ransomware 2021, MyPayrollHR fraud 2019 background)
- Worker misclassification rules (DOL independent contractor rule 2024 and 2025 non-enforcement — verify; state ABC tests)
5.2 Contractors and Employer of Record (EOR)
- EOR vs. PEO vs. contractor-of-record; permanent establishment and misclassification risks
- Providers (verify): Deel, Remote, Rippling Global, Oyster, Papaya Global, Velocity Global, Globalization Partners (G-P), Multiplier, Wise for contractors, Payoneer
- Pricing: per-employee EOR fees, FX margins on payouts
- Rippling v. Deel litigation (filed March 2025, corporate-espionage allegations — verify status) and related proceedings
5.3 Freelancers and creators
- Payment and invoicing stack; platform fees (Upwork, Fiverr, Etsy, Patreon, Substack, YouTube, Stripe Connect payouts — verify)
- Holding taxes aside, estimated taxes (explain concepts only; no tax advice)
- Cross-border freelancer receipts and FX costs
6. Treasury and cash management
- Treasury management systems (Kyriba, GTreasury, ION/Reval, Trovata, Nilus — verify) vs. payment operations platforms (Modern Treasury, Increase, Column — verify)
- Startup treasury: money market funds, Treasury bills via fintech platforms (Mercury Treasury, Brex Treasury, Rho, Meow, Arc, Treasure — verify structures: brokerage accounts via partner broker-dealers, sweep to MMFs), yield claims vs. risks, SIPC vs. FDIC
- Concentration risk and multi-bank strategies after SVB; insured cash sweep networks
- Bank APIs and real-time treasury (JPMorgan, Citi, Wells Fargo APIs — verify), ISO 20022 rich data for reconciliation
- FX risk tools for SMBs
- Tokenized money market funds and stablecoins for corporate treasury (link to Part 11; verify real adoption)
7. Accounting and finance operations
- Accounting platforms: QuickBooks Online, Xero, NetSuite, Sage Intacct, FreshBooks, Wave, Zoho Books, Pennylane (France), Puzzle, Digits (verify)
- Bookkeeping services and failures: Bench shutdown (December 2024) and acquisition by Employer.com (verify), customer data retrieval, lessons
- AI in close, reconciliation, AP coding, FP&A (claims vs. audited evidence; link to Part 11)
- Integrations and data sync failures
8. Stack templates (illustrative cost budgets)
Build itemized annual budgets with sourced fee inputs and labeled assumptions for:
- Solo freelancer (U.S.) invoicing domestic clients
- Freelancer receiving international payments
- Etsy/Shopify e-commerce seller at $5K, $50K, $500K monthly volume
- Brick-and-mortar café with online ordering
- Home-services business with field payments
- Venture-backed startup (10 employees, U.S.) — banking, cards, payroll, accounting, treasury
- Remote-first startup with contractors in 5 countries
- Mid-market company (200 employees) AP/AR modernization
- Nonprofit accepting donations and paying grants
- UK/EU SME facing e-invoicing mandates
For each: vendors by function (as examples, not endorsements), fees, integration notes, security checks, and switching costs.
9. Evaluation protocols
- Pricing transparency score: public pricing availability, completeness of fee schedule, contract-only fees, FX disclosure; published rubric.
- Switching-cost review: data export, contract terms, card/customer migration, ACH mandate portability.
- Security baseline check: SOC 2 Type II availability, MFA/SSO, role-based access, approval workflows, audit logs.
- Vendor viability check: funding, profitability signals, ownership changes, partner bank stability, shutdown history in category.
- Claimed savings audit: record vendor savings claims, methodology disclosed, independent evidence (usually none).
10. Workflows
Use the master workflow format for:
- Setting up a small-business payment stack
- Choosing a payment processor and reading fee statements (link to Part 02)
- Moving from spreadsheets to spend management and AP automation
- Onboarding vendors securely and preventing payment diversion
- Running payroll for the first time (U.S.) and verifying tax filings
- Hiring an international contractor compliantly (EOR vs. contractor)
- Building a startup treasury policy (concentration limits, insured sweeps, approvals)
- Preparing for an e-invoicing mandate (EU country examples)
- Offboarding a failed or shutting-down finance vendor (data export, account migration)
11. Timeline 2020–2026
- PPP and SMB fintech adoption (2020–2021)
- Corporate card boom and Brex SMB exit (2022)
- SVB failure and business-banking shifts (2023)
- Bench shutdown (2024)
- M&A: Airbase/Paylocity, Melio/Xero, AvidXchange take-private, Brex/Capital One, Center/Amex, Guideline/Gusto (verify each)
- Rippling v. Deel litigation
- E-invoicing mandate go-lives
- Nacha 2026 fraud-monitoring rules
- 1099-K threshold changes
- Navan and other B2B IPOs (verify)