Reengaging Past Customers

Posted by David Chism | Fri, May 8, 2026

 Reengaging Past Customers

I bought a hot tub from a local com­pa­ny a while back, and every few years, I also pur­chase a new cov­er from them. Over­all, I’ve felt it’s been a good rela­tion­ship. A few months ago, they sent me an email pro­mot­ing swim­ming pool cov­ers. Great, but I don’t own a pool.

I thought I had prob­a­bly been dropped into the wrong list, or it was just a broad cam­paign. But here’s what’s inter­est­ing — I didn’t delete it. I didn’t unsub­scribe. It actu­al­ly remind­ed me that they still exist. A few months went by and so did a few more emails, but I didn’t real­ly need any­thing, so I wasn’t pay­ing much attention. 

Then one day, I was out ser­vic­ing my hot tub — bal­anc­ing chem­i­cals, doing the nor­mal rou­tine — and I noticed the cov­er was get­ting old. It’s prob­a­bly push­ing five years, so I start­ed think­ing about a replacement.

I imme­di­ate­ly start­ed try­ing to recall a point of con­tact for the hot tub com­pa­ny — a rep or a famil­iar name. Despite hav­ing been a loy­al cus­tomer over the years, in that moment when I could not recall a name or con­tact info, it was just as easy, if not eas­i­er, to find some­one else.

Luck­i­ly, I did remem­ber that I had received some emails from them, so I didn’t start look­ing for a new sup­pli­er. I found one of the emails and replied.

I don’t need what this email is about, but I do need a new hot tub cov­er. Can you give me a ball­park on price, install, and removal of the old one?”

I felt it was quite clear that I was ready to buy some­thing!

But then, noth­ing. No con­fir­ma­tion. No time­line. No answer to my questions.

I thought, Did it go through? Is any­one going to respond? Do I need to fol­low up?

As of now, I still haven’t heard back. I don’t know if that rep even got my email. I don’t know where it went. At this point, it feels too cor­po­rate, too sys­tem-dri­ven, and it’s tak­ing too long. I’ve decid­ed to find some­one else.

But this expe­ri­ence offers an excel­lent oppor­tu­ni­ty to think about the crit­i­cal junc­tures that need to be iden­ti­fied and orches­trat­ed for a cus­tomer reac­ti­va­tion cam­paign to be successful.

#1: Email

First and fore­most, this sto­ry proves that email is not dead. The email this com­pa­ny sent was a mar­ket­ing win because even when I couldn’t recall their infor­ma­tion on my own, the emails they sent remind­ed me of where to find them.

Les­son: If some­one has giv­en you per­mis­sion to email them (espe­cial­ly if they’re a past cus­tomer), you should absolute­ly stay in touch. Keep it sim­ple, keep it rel­e­vant, and keep it human.

A gen­er­al rule of thumb is that a month­ly email is a strong, con­sis­tent cadence for most ser­vice busi­ness­es. You can always increase fre­quen­cy around sea­son­al­i­ty or pro­mo­tions, but if you’re doing noth­ing right now, start month­ly and do it well.

Before You Start Cre­at­ing Emails: Sit down and think through the cus­tomer jour­ney. Ask your­self where email can help and where it could poten­tial­ly hurt your reputation.

This sit­u­a­tion proves that email is an effec­tive re-engage­ment strat­e­gy, but that it can’t stand on its own.

#2: Seg­ment

The email they sent me was for a prod­uct I would nev­er buy (who buys a pool cov­er if they have no pool). This wasn’t a ter­ri­ble mis­take, but it wasn’t ter­ri­bly effec­tive. If they had sim­ply tagged my account with the prod­ucts I reg­u­lar­ly bought, they could have tai­lored the mes­sag­ing to my needs.

Les­son: The more you know about your cus­tomers, the bet­ter you can com­mu­ni­cate with them. Seg­ment­ing the list takes extra effort, but it’s worth it because keep­ing the mes­sage rel­e­vant is how you stay top of mind with­out becom­ing noise.

For exam­ple, if some­one hired you for inte­ri­or paint­ing, cre­ate fol­low-up mes­sag­ing about touch-ups, main­te­nance, and relat­ed ser­vices. You can remind them about oth­er things you offer (exte­ri­ors, cab­i­nets, even com­mer­cial work if it applies), but your cen­tral mes­sage calls atten­tion to an expe­ri­ence they’ve already had with your com­pa­ny and high­lights a ser­vice that makes sense now. 


#3 Build Real Connections

In an ide­al world, I would have remem­bered who my point of con­tact was right away. I admit that this sounds like I have pret­ty high expec­ta­tions. Most peo­ple for­get some­one who sold them a hot tub cov­er five years ago.

But indulge me anyway.

Imag­ine a sce­nario where I received such great ser­vice from my rep that it made an impres­sion on me. Then, a year lat­er, he or she gave me a quick call just to check in and make sure that every­thing was run­ning smooth­ly with the hot tub and that the cov­er was hold­ing up.

Each year, I get a card from the rep around the hol­i­days wish­ing my fam­i­ly and me the very best. Month­ly, I get a newslet­ter from the com­pa­ny high­light­ing local hap­pen­ings, giv­ing advice on hot tub main­te­nance, and maybe even high­light­ing spe­cial employ­ees — includ­ing my rep.

Around year four, I get a call or email remind­ing me about the pro­tec­tion a good cov­er pro­vides and how often they should be replaced. 

Those touch points don’t take long (espe­cial­ly if you are uti­liz­ing the tech tools offered today), but they do offer the type of rep­e­ti­tion and con­nec­tion that can cre­ate a last­ing impression.

In this sce­nario, I would have very like­ly thought Oh, it’s time for a new cov­er, I should call Bob!

That is the pow­er of human connection.

#4 Don’t Leave Peo­ple Hang­ing

This was the biggest whiff in this sce­nario. The busi­ness­es that win aren’t just the ones that mar­ket well; they’re the ones that respond well. Notice I said well, not just fast.

Tech­nol­o­gy today can help us respond faster than ever with few­er peo­ple, but the com­pa­nies that gain ground use automa­tion and AI not to replace peo­ple, but to make sure the cus­tomer feels heard and acknowl­edged imme­di­ate­ly and always. Tech makes you fast; humans make you thought­ful.

In this case, some­thing as sim­ple as: Got your mes­sage. We’ll get back to you with­in X hours,” would have imme­di­ate­ly assured me that I would be tak­en care of — that’s the tech. But then that human who had giv­en me so many years of great ser­vice would have fol­lowed up, answered my ques­tions, and giv­en me just one more expe­ri­ence to remember.

The key to a suc­cess­ful reen­gage­ment strat­e­gy is putting the prop­er pieces in place and keep­ing them in place. To be fair, we all let these things slip some­times. I’ve seen mar­ket­ing sce­nar­ios inside my own com­pa­nies that just missed the mark or left some­thing out. But with some effort, strong sys­tems, and great peo­ple, you can stay on top of it.

Is your mar­ket­ing try­ing but falling flat? At DC Mar­ket­ing Group, we spe­cial­ize in mar­ket­ing for painters. Our vast expe­ri­ence and insights can stream­line your mar­ket­ing process­es and get your mar­ket­ing up and run­ning faster. Sched­ule Your Free Con­sul­ta­tion Call today!

About David Chism

David Chism started his business out of a passion for helping small contracting businesses grow, be more profitable and become better known to their target clients. One lifelong hobby of David is using techie gadgets. So this blog is a place where he writes about technology, marketing ideas, just for fun (humor), personal thoughts on small business and more.

     
   
       

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