# Bookkeeper AI -- Email Drip Campaign **Product:** Bookkeeper AI **ICP:** Small business owners (2-20 employees) who reconcile manually, use a part-time bookkeeper or none, and lose hours every month-end to categorization, receipts, and reconciliation. **Voice:** Plain, precise, reassuring **Sequence goal:** Surface the pain of flying blind on cash flow, offer a low-friction free trial, and close with a clean hand-off. --- ## Email 1 -- Day 0 (The Hook) **Subject:** Your books are probably 3 weeks behind right now Most small business owners reconcile once a month. Which means right now, you have no clear picture of where cash actually stands for May. Bookkeeper AI connects to your bank, your invoices, and your expenses and closes the books automatically every 24 hours. No month-end scramble. No guessing your real margin before a big purchase. Would a 10-minute walkthrough make sense? Reply here and I'll send a link that fits your schedule. --- ## Email 2 -- Day 3 (Problem Deepening) **Subject:** What a good bookkeeper sees that most owners don't A trained bookkeeper can spot a cash flow problem 6 weeks before it hits. Most small businesses don't have one on staff. They have a spreadsheet, a pile of receipts, and a call with their accountant sometime in April. Bookkeeper AI gives you that same forward visibility without the hourly rate. Every transaction categorized. Every anomaly flagged. Every month closed on time -- without you touching it. 14 days free. No credit card. If it fits the way you work, great. If not, no harm done. --- ## Email 3 -- Day 7 (Social Proof) **Subject:** "I stopped dreading month-end" That's from the owner of a 7-person landscaping company who was spending 6 hours every month reconciling transactions by hand. Two weeks with Bookkeeper AI cut that to about 20 minutes of review. In the first month, the software flagged two forgotten subscription charges they had been paying for 14 months -- enough to cover the annual plan cost before the trial even ended. If that sounds familiar, I'd be glad to walk you through the setup. Takes about 8 minutes and does not require an accountant to get started. --- ## Email 4 -- Day 12 (The Edge) **Subject:** One file your accountant actually needs from you At tax time, your accountant does not need your bank statements. They need a clean profit-and-loss report, categorized by your chart of accounts, with receipts attached. Bookkeeper AI generates that file automatically every month. Your accountant gets what they need without the back-and-forth. You get a smaller prep bill. If you are still assembling that report by hand, this is a straightforward swap. Want to see the report format before you decide? --- ## Email 5 -- Day 18 (The Nudge) **Subject:** Last note from me on this I have sent a few notes about Bookkeeper AI. I will leave it here. If clean books, real-time cash visibility, and a faster tax season are worth 14 days to test, the door is open. Start free, no card required, cancel any time. If the timing is not right, no hard feelings. Thanks for reading. [Start free -- bookkeeper-ai.com] --- ## Sequence Notes - **Sending cadence:** Day 0, 3, 7, 12, 18 - **Primary CTA:** 10-minute walkthrough request (replies welcome) or direct free trial link - **Tone gate:** Each email stays under 150 words. No product feature dumps. One problem, one resolution, one ask. - **Personalization hooks:** Swap in the recipient's industry in Email 3 if list is segmented by vertical (e.g., "a 7-person [roofing company]" reads better than generic). The rest of the copy holds across verticals. - **A/B test candidates:** Email 1 subject line ("3 weeks behind" vs. "No clear cash picture for May"); Email 3 social proof vertical match vs. generic.