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How Often to Follow Up With Past Clients (By Business, With the Messages)

By Shawn Gregoire, founder of Capstone Outreach · Updated September 2026

Past clients are the cheapest revenue you have and the easiest to lose. The right interval depends on how long it takes them to need you again: monthly for a real estate agent's sphere, quarterly for a consultant, once a season for a contractor. Here are the numbers by business, and the check-in that works at each one.

On this page
  1. The interval, by business
  2. Real estate: the sphere cadence
  3. Contractors and service pros: once a season
  4. Consultants, coaches, advisors: quarterly
  5. What to send (and what never to send)
  6. Automate the cadence
  7. Frequently asked questions
  8. Where to go next

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The interval, by business

BusinessCadenceWhy that intervalBest channel
Real estate agentsMonthly, plus the home anniversaryThe sphere refers year-round; a move or a referral can come any monthText for clients you texted during the deal; email for the rest
Mortgage and insuranceQuarterly, plus renewal and rate momentsLife events drive the next transaction, and you want to be top of mind when one happensEmail, text at the moment itself
Contractors, roofers, home servicesOnce a season, plus one year after the jobThe next job is seasonal; the referral to a neighbor is any timeText
Consultants, coaches, agenciesQuarterlyBudgets and projects run on quarters; you want to be in the room before the plan is setEmail
Financial advisors, accountantsQuarterly, plus tax and year-endThe calendar does the work; each moment is a reason to reach outEmail
Professional organizers, designersEvery 6 monthsThe space gets messy again; the second job is the easiest sale you will makeText
Photographers, event prosAnnually, timed to the seasonWeddings refer weddings; the next event is next yearEmail or text
IECs, tutors, coaches for familiesTwice a year, timed to the school calendarThe younger sibling and the neighbor's kid are the pipelineEmail

Every interval above is a ceiling. Real news (their company in the press, a referral from them, a change in your service) is always a reason to reach out sooner, and a reply always pauses the cadence.

Real estate: the sphere cadence

The sphere is the whole business, and the number that matters is how often past clients hear from you when you are not selling anything. Monthly is the floor that keeps you the agent they name when a friend asks. Add the home anniversary and a market note twice a year, and never let two months pass in silence.

Hi Jen, it's Alex. Two years in the Bethesda house this month, hard to believe. Values on your street are up about 8% since closing; happy to send the numbers if you're curious. Hope the kitchen project turned out.

Why it works: the anniversary is the reason, the market note is the value, and the kitchen line proves you remember them.

Contractors and service pros: once a season

Homeowners need you again on the seasons, and they refer you the day a neighbor asks who did the roof. One text a season, plus one a year after the job to check the work held up, keeps you the name they give.

Hi Mr. Henderson, Sam from Ridge Roofing. It's been a year since the replacement; if you've noticed anything at all, I'd rather hear about it now than after a storm. Otherwise, hope it's been quiet up there.

Why it works: it asks about the work rather than for work, which is the message that earns the referral.

Consultants, coaches, advisors: quarterly

Budgets and projects run on quarters. A note in the last month of each quarter, with one thing you've learned or shipped since you last spoke, puts you in the conversation before next quarter's plan is set. Skip the newsletter; a two-line email to one person beats a template to two hundred.

Hi Nadia, quick one before Q4 planning gets locked: the outcomes data from the workforce pilot you asked about is in, and it's better than we expected. Want the two-page version? No agenda beyond that.

Why it works: it brings news, respects the calendar, and asks for a yes or no.

What to send (and what never to send)

More on the messages: how to keep in touch with contacts, and the SMS templates for re-engagement and referral thank-yous.

Automate the cadence

Choose the interval once per client, say in a sentence what the check-in should be about ("the roof we replaced in 2025," "the Bethesda house, market notes"), and let the check-in draft itself from your history with them on the day it is due. You approve it; it sends from your own inbox or queues to your phone as a text. That is the keep-in-touch feature in Capstone Outreach: on the iPhone app, select your past clients (or everyone quiet for 90 days), pick the cadence, done.

Every past client, on a cadence, in one tap. Drafted check-ins written from what you did for them, approved by you, sent from your own number or inbox. The tab shows who is due this week.

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Where to go next

Frequently asked questions

How often should you follow up with past clients?

It depends on how soon they could need you or refer you again. Monthly for a real estate sphere, once a season for contractors and home services, quarterly for consultants and advisors, every six months for organizers and designers, annually for photographers and event pros. Treat it as a ceiling and reach out sooner when there is real news.

How often should a real estate agent contact past clients?

Monthly at minimum, with the home anniversary and a market note twice a year on top. Two months of silence is when the sphere starts naming another agent. Text the clients you texted during the transaction; email the rest.

What should I say when following up with an old client?

Something specific to them and nothing for you: congratulations on news, a thank-you for a referral, a check on how the work held up, a two-line market or industry note. Never 'just checking in' and never a pitch.

Is it OK to text past clients?

Yes, if you texted them during the work. Keep it under 300 characters, business hours, one message. If the relationship lived in email, stay in email.

How do I keep up with past-client follow-ups when I'm busy?

Set the interval once per client and let software draft the check-in from your history with them on the day it is due. Capstone Outreach's keep-in-touch cadences do this on the iPhone app and the web; you approve each draft and it sends from your own inbox or number.

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