I run a supply role at a company during the day and I'm building a B2B tool on the side. The problem I keep running into — both at work and in my family's business — is that chasing overdue invoices is manual, awkward, and nobody has a good system for it.
Most small businesses I've talked to do one of three things: send the QB/Xero auto-reminder and hope for the best, send a WhatsApp message themselves when the reminder doesn't work, or just let it slide because the relationship feels more important than the cash.
The second one is interesting to me. WhatsApp works — it gets read, it gets replies — but it's completely manual and people do it inconsistently.
Curious what founders and operators here actually do. Are there tools that work? Have you found a workflow that doesn't feel like you're begging for your own money?
Fortunately, the widget we sell is good enough they'll want to buy again within a few months. So our rule is pretty simple - we won't send another batch of widgets until they've paid the overdue invoice for the last batch.
And if they've dicked us around too much in the past - we send them a proforma invoice. They can pay before we dispatch.
> just let it slide because the relationship feels more important than the cash
What use is a 'relationship' with a customer that doesn't pay?
Sure, you might hope to parlay a good relationship into larger orders in the future. It's natural to have dollar signs cloud your vision when you're talking to someone at a well known multi-billion-dollar company. You hope this person ordering $500 of widgets for a prototype will place an order for $500,000 of widgets in due course.
But the truth is, for every person with the authority to place that huge order there are 100+ interns building one-off prototypes during 3 month summer internships. If your contact can't get a $500 invoice paid, then you're not talking to someone with the authority to spend $500,000.