The Woodard Report

How a Better Process Moved Clients Ahead of the Tax Deadline

Written by Vicki Henry | Aug 18, 2026, 5:10:08 PM

We all know that every year, tax season is a stressor for everyone: the client, the tax preparer, support staff, even the IRS. Every year we have those clients who wait until the last minute to send you their tax documents and expect you to work a miracle to complete the return by April 15th. And maybe you’ll get some sleep if you’re lucky!

But is that what’s best for the client and the tax preparer? Rushing around, possibly missing some significant deductions, income, or credits. I know this is how my tax season has gone for many years, and I was tired of being worn out by April 15th, and earlier, to be honest.

This past year, I decided to be more intentional about tax season, so I redesigned the entire client experience instead of simply asking clients sooner. Last year I estimated that only about 40% of my clients had submitted everything by March 1st. This year, approximately 60% had done so. A significant shift for a small firm with no additional staff.

The real problem wasn't the deadline

My clients were confused. They didn’t know:

  • when to start
  • where to start
  • what happened after they submitted documents
  • why early mattered

I believe the issue revolved mainly around uncertainty, not laziness.

I mapped the entire client journey

Last summer I started by mapping out a timeline of how I wanted my tax season to progress. Once the timeline was mapped out, I built a communication sequence using ChatGPT, which saved me so much time. The communication sequence discussed every step of my process to hopefully answer my clients’ questions before they had to ask.

The communication sequence addressed the following questions/topics:

  • Engagement letter
  • ACH payment requirement
  • Organizer
  • Uploading documents
  • Early Bird deadline
  • 12-business-day turnaround
  • Missing information process
  • Extension policy
  • Gift card incentive

Communication started in December with a snail-mail letter to my clients with the entire timeline mapped out.

My clients responded better when they understood the process.

Multiple small touches beat one big reminder

Once January rolled around, my clients started receiving a series of email communications rather than one email of “Please send your tax documents”. Each email had one purpose:

  • Organizer Launch (1st week of January)
  • Gentle Nudge (3rd week of January)
  • February Reminder (early February)
  • Document Deadline Alert (end of February)
  • Cutoff Warning (March 10-12)
  • Post Cutoff/Extension Push (March 21st)
  • Thank you and What’s Next (mid-April)

Sending a series of emails reduced surprises and questions.

Incentives help, but clarity matters more

To reinforce my process, I incentivized my clients who completed the process early by buying them a cup of coffee or tea. They were also entered into a drawing for a Next of Kin Box (NOKBOX) If you haven’t seen this, check them out!

Even though I was incentivizing my clients, I noticed that the office received fewer phone calls from my clients about how to proceed. They knew the steps and the order in which they should be taken. Now, I had a few clients who were out of step, but that happens to the best of us.

The takeaway here was that my clients had better clarity on what my process needed to be. The expectations were laid out in advance and communicated.

Set boundaries and explain them

My expectations also included some boundaries that were missing in previous years. These boundaries included:

  • Returns do not start until the organizer and tax documents are received.
  • Missing information restarts the turnaround window if not provided in a timely manner.
  • Extensions are not automatic.
  • Client-caused delays may result in non-refundable extension fees.

Setting these boundaries helped my clients understand why timing matters.

Measure what matters

While I don’t have specific numbers from previous years, I know I was tracking down about 60% of clients’ tax documents and organizers after March 15th. This year, almost 60% of my clients had their organizers and documents to me by March 1st.

Other improvements to the office came from:

  • Fewer follow-up calls to and from my clients
  • Fewer last-minute surprises
  • Reduced working hours (I averaged 36-hour weeks, with only 3 weeks over 40 hours.)

What I'd do differently next year

To continue managing client expectations, I have a few things I plan to implement next year.

  • Embed videos into my emails to explain how to sign the proposal, how to complete the organizer, and why these changes are important.
  • Update the emails with more context for my clients, including email addresses to be whitelisted.
  • Continue measuring submission rates.
  • Send surveys after tax season to measure how we met client expectations.

In the end, I didn’t change my clients; instead, I changed the experience they had with my firm. When clients know exactly what to expect, why deadlines matter, and what happens next, they are much more likely to act. Sometimes improving workflow isn't about adding more staff or working longer hours. It's about communicating more intentionally.

After seeing the improvements made this year, I’m looking forward to continuing my progress.