2. Scan each page of mail, including envelopes
3. Post scans online
4. Return requested physical mail
5. Charge $4.99 for this service
6. ...
7. Profit?
Looking at their job postings, they have one person per city managing a team of people working probably close to minimum wage going door-to-door. These people most likely scan mail at their homes using a scanner provided by Outbox.
Let's say they pay a City Manager $100,000, or $125,000 after taxes, unemployment insurance, and benefits. An individual can take on 30 customers, is paid above minimum wage (let's say $15 after taxes, etc.), and works 7 hours a day (or 35 hours/week, making them part-time employees). That's roughly $30,000 per worker annually.
At $4.99 per month, none of the economics work. At 30 customers per part-time employee, the break even point is $100 per month per customer. At $4.99 per month each PTE needs to handle around 600 customers each to break even. 100 customers per PTE at $30/month also breaks even. But even 100 per PTE seems unrealistic.
Unless I'm missing something very basic, it just doesn't scale at $4.99 per month. At all. It's not even close.