Square Loans vs Headway Capital
Two loans & credit tools side by side. Prices are the starting plan a small business would pick, in USD.
Short version
Square Loans fits retail shop, restaurant or café.
Headway Capital fits agency or studio, trades or contractor, online store.
Square Loans suits teams past ten people.
| Compare | ||
|---|---|---|
| In one line | Advances for Square sellers, repaid from card sales | Line of credit up to $100K after six months in business |
| Starting price | Flat fee, no interest | Interest + 2% draw fee |
| Six-person team | Flat fee, no interest | Interest + 2% draw fee |
| Plans | One flat fee per loan, no interest; a fixed share of daily card sales repays it | Credit line $5K-$100K; repay each draw over 12-24 months; 2% draw fee in most states; no annual or monthly fee; needs 6 months in business and $50K yearly revenue; 41 states and DC |
| Pricing model | Paid | Paid |
| Free trial | — | — |
| Users | n/a | n/a |
| Integrations | Square only | Bank connection |
| Team size | Just me · 2–10 people · 11–50 people | Just me · 2–10 people |
| Available in | US · UK · CA · AU | US |
| Phone support | Plans not stated (US) | Plans not stated |
| Live chat | Plans not stated | None listed |
| Support hours | Not published | Phone: Monday–Friday, 8:30 a.m.–5:00 p.m. Central Time |
| Incidents posted | 14 incidents posted on Block's status page, which covers all Block products and regions, in the 90 days to Oct 27, 2026; 0 marked major or critical by Block. Status page | We found no public status page for Headway Capital. |
| Trustpilot score | Not listed | 3.8 / 5 from 2,275 reviews |
| Fit: Retail shop | 90 | 68 |
| Fit: Restaurant or café | 85 | 68 |
| Fit: Service business | 70 | 70 |
| Fit: Agency or studio | 20 | 62 |
| Fit: Trades or contractor | 50 | 72 |
| Fit: Online store | 40 | 65 |
| Why people pick it |
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| Where it falls short |
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| Visit Square Loans | Visit Headway Capital |
Six-person prices are what a team of six would pay on the published plans; "Not listed" means those plans don't cover six. How we calculate prices
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