Driver FAQ
Everything you need to know about driving with Dragonfly. Can't find your answer? Contact our Driver Success team.
Apply to Drive →Logging In & Getting Paid
How do I log in to get paid?+
Go to portal.trydragonfly.com/login. Your username is the email address you applied with. Your temporary password is in the email titled “Welcome to Our Payment Platform” from [email protected] — check your spam or junk folder if you don't see it.
What do I do after I log in the first time?+
Complete ID verification (it's required before any payout), then link your bank account or payout method. Payouts are held until both steps are done, so finish them as soon as you log in.
I forgot my password, or the temporary one doesn't work.+
On the login page, tap “Forgot password?” (portal.trydragonfly.com/forgot-password), enter the email you applied with, and open the reset link we send you — check spam too. If no email arrives within a few minutes, email [email protected] with the subject “Pay portal login” and your full name, phone number and the email you applied with. Never send your password or bank details by email.
How do I sign in to the Onfleet or Cartwheel driver app?+
Those are the apps your routes and delivery offers come through, and they're separate from the pay portal. Each one texts you an invite: open the link in that text, set your password, and sign in with the same phone number.
Where can I check my application?+
Use the link in the texts we sent you when you applied — it opens your application status page and shows the next step.
Earnings & Pay
How much can I earn driving for Dragonfly?+
You see the pay for every route before you accept it. Pay depends on the job. Our AI-powered Smart Dispatch routes premium orders to you — catering, meal kits, pharma — not $5 fast-food runs.
When and how do I get paid?+
Weekly direct deposits every Friday for the previous week's earnings. Need money faster? Faster payout options are available through our third-party payout partners — if a transfer carries a fee, the app shows it before you confirm, so you're never guessing. You'll see earnings update in real-time in the driver app after each completed delivery.
Are there bonuses or incentives?+
We don't run standing sign-up, peak-hour or weekly-completion bonus programs, so we're not going to advertise one here. Your earnings are your average hourly pay (base plus tips). If a promotion is running in your market, dispatch will tell you and you'll see it in the driver app before you accept a delivery — we'd rather under-promise than have you count on a bonus that isn't live where you drive.
Requirements
What are the requirements to drive?+
Requirements include: at least 1 year of delivery or courier experience in your market, a valid driver's license (21+ for catering routes), clean driving record (no major violations in 3 years), reliable vehicle in good condition, smartphone with data plan, ability to lift 40 lbs, and passing a driving-record (MVR) check. Professional appearance and customer service attitude are essential for our white-glove service standards.
What vehicle do I need?+
For standard deliveries: any 4-door sedan, SUV, or hatchback from 2010 or newer in good condition. For catering routes: larger vehicle (SUV, minivan, or wagon) preferred to accommodate multiple catering trays. Vehicles must pass a basic inspection for safety, cleanliness, and reliability.
How quickly can I start earning?+
Finish your application (consent, license and insurance photos, phone and email), then complete the short online training and quiz. Once you're approved you'll get invite texts for the Onfleet and Cartwheel driver apps, and dispatch will offer you routes in your market. We're currently scheduling drivers in the San Francisco Bay Area, New York City, Boston, Washington DC and Miami.
Do I need catering experience?+
No prior CATERING experience required — that's different from delivery experience, which we do ask for (about a year). We provide training on proper food handling, presentation, setup procedures, and customer interaction for corporate environments, and you complete it in the driver portal on your own schedule before your first delivery. Training is unpaid, and there's no ride-along or shadow requirement — the modules and a short quiz are all you need to finish.
Deliveries & Scheduling
Is there flexible scheduling?+
Yes, completely flexible. Work when you want, as much or as little as you want. Drivers who are available at peak times (lunch 11am-2pm, dinner 5pm-8pm) get offered the most routes.
What types of deliveries will I do?+
Three main categories: (1) White-Glove Catering - corporate meal deliveries requiring setup; (2) Last-Mile Packages - same-day packages for businesses; (3) Meal Kit Routes - scheduled routes delivering meal kit boxes, consistent weekly income. You can specialize or do all types.
Can I drive in multiple cities?+
Dragonfly operates in 1,000s of cities across the US and Canada. Your account works in any market we operate in, and we're expanding rapidly.
Insurance & Support
What insurance coverage do drivers have?+
Every Dragonfly delivery includes up to $5M commercial liability coverage that protects you and the cargo. This covers accidents, damage, and liability claims while on an active delivery. You still need personal auto insurance, but our commercial policy fills the gap that most personal policies don't cover.
What support is available?+
Unlike gig apps with no human support, Dragonfly provides: Dedicated Driver Success team reachable by phone, text, or chat; in-app support for delivery issues; weekly office hours with leadership; driver community Slack channel; training resources and earning tips. Real people who care about your success.
What if something goes wrong on a delivery?+
Contact support immediately through the app. For food issues: we handle customer communication and you're still paid. For accidents: our up to $5M insurance covers you. For vehicle breakdowns: we can reassign the delivery and help coordinate. You'll never be penalized for issues outside your control.
Benefits
What payout options do drivers have?+
Dragonfly partners with third-party providers to offer instant payouts and same-day bank transfers, in addition to standard weekly direct deposits. Choose how and when you get paid.
What makes Dragonfly different for drivers?+
Dragonfly is built around premium-tier deliveries — catering, meal kits, pharma, medical, high-value retail — rather than $5 fast-food runs. (1) AI-optimized dispatch surfaces higher-value orders to you; (2) Training, uniforms, and a dedicated driver success team; (3) Instant-payout options via third-party financial partners; (4) Routes built around premium B2B verticals across thousands of cities in the US and Canada; (5) You operate as a 1099 professional building a career, not a replaceable commodity.
App & Technology
How do I download the driver app?+
After completing onboarding, you'll receive a link to download the Dragonfly Driver app from the App Store (iOS) or Google Play (Android). The app requires iOS 14+ or Android 10+. During setup, you'll create your profile, add vehicle details, upload documents, and set up direct deposit.
Can I work for other delivery apps too?+
You're an independent contractor, so yes - you can drive for other platforms. However, you cannot multi-app during an active Dragonfly delivery. Once you accept an order, you must complete it before accepting work elsewhere. Consistent Dragonfly drivers get priority access to the highest-paying orders.
Taxes & Legal
Am I an employee or independent contractor?+
You're an independent contractor (1099). This means you set your own schedule, use your own vehicle, and can work for other platforms. But unlike other gig platforms, we invest in you — professional training, uniforms, and dedicated dispatch support. You're responsible for your own taxes, but you can deduct business expenses like mileage, phone, and car maintenance.
What tax documents will I receive?+
You'll receive a 1099-NEC form by January 31st for the previous tax year if you earned $600+ on the platform. Standard mileage deduction for 2026 is $0.70/mile, which significantly reduces taxable income. Consider quarterly estimated tax payments to avoid penalties.
What expenses can I deduct?+
Common deductions include: mileage (track every mile), cell phone (portion used for work), car maintenance, insulated bags and equipment, car washes, parking and tolls during deliveries, and health insurance premiums if self-employed. Keep receipts and use a mileage tracking app.
Professionalism & Safety
Is there a dress code?+
Yes - Dragonfly is white-glove service. Requirements: clean, professional attire (solid colors preferred), closed-toe shoes, no offensive graphics, well-groomed appearance. For catering deliveries: we provide a branded Dragonfly polo shirt. Think "business casual" not "just rolled out of bed."
What are the safety protocols?+
Safety is paramount. Requirements: no driving under any influence, follow all traffic laws, use hands-free devices only, never leave car running unattended. The app has an emergency button that contacts support and shares your location instantly. Trust your instincts - don't complete a delivery if you feel unsafe.