By Donny Shimamoto, CPA.CITP, CGMA
Inspiration Architect, Center for Accounting Transformation
Feeling behind on prep? You’re not. With a focused push on workflow, well-being, and cyber hygiene, you can still meaningfully change your firm’s tax-season trajectory this December.
Tax season pressure tends to arrive in two waves: the operational crunch and the human cost. Most firms over-optimize for the first and underestimate the second — then a phishing email or file-sharing mistake takes both down at once.
Good news: you still have time to move the needle on all three.
Below is a preview — and a practical checklist — you can start using today.
1) Workflow Wins You Can Implement in Days (Not Months)
Map your tax platforms ecosystem at a glance. List the core stack you’ll use from January–April: engagement letters, onboarding/intake, document exchange, OCR/scan, tax prep, e-signature, e-file, payment, and analytics. Note the handoffs. Wherever people re-key, you have friction and error risk.
Quick-install automations to reduce touches:
- Client intake to organizer: Turn on portal requests with required fields; auto-generate organizers from last year’s return and lock down missing-item reminders on a cadence.
- Document normalization: Configure scan/OCR rules to auto-rename and route W-2s, 1099s, 1098s, and K-1s into the correct client/year folder; push exceptions to a triage queue.
- E-signature + payments: Bundle EL + 8879 + invoice with one e-sign packet; auto-send a secure payment link on signature completion.
- Status transparency: Stand up a kanban board by return type and complexity; add SLA tags (e.g., “Client Waiting,” “Prep,” “Review,” “Ready to File”) visible to the whole team.
Scheduling and load leveling:
- Block focused prep windows on shared calendars (no meetings) three mornings per week.
- Implement intake gates: anything received after 2 p.m. is tomorrow’s work unless tagged “critical.”
- Assign a daily triage lead to resolve blockers, reassign work, and communicate client updates.
Metrics that matter:
Cycle time by return category, percent organizers returned complete, rework rate at review, percent portal adoption, and “days stuck” in each stage. If a metric isn’t helping you make a same-week decision, park it until May.
2) Resilience Is a System — Not a Slogan
On the Know-How Korner podcast, Dr. Katelynn Hopson shares research on “state hope,” the short-term, event-specific resource that rises or falls during tax season. Hope isn’t fluff; it’s built on three components:
- Goals (what success looks like),
- Pathways (realistic ways to get there), and
- Agency (motivation + belief we can do the work).
Accountants with higher state hope are less likely to burn out and less likely to quit during stressful periods. The kicker: leaders can influence it. Listen to the podcast to learn how.
How to operationalize hope in tax season:
- Team goals that connect to firm goals. Don’t just say “file on time.” Pick two or three experience goals (e.g., “<10% rework,” “24-hour client response,” “no weekend email after 6 p.m. except critical”) and show how they ladder to client satisfaction and realization.
- Weekly 15-minute “pathways” huddles. Ask: What’s your next step? What’s in the way? What help do you need? Keep it practical; move obstacles in the moment.
- Agency boosters. Rotate “win of the week,” publish small progress signals (returns moved from Review → Ready to File), and protect focus blocks.
- Mentors and buddies—beyond new hires. Let people choose a check-in colleague who actually fits. Informal support often beats formal assignments.
- Respect the whole person. If someone is caregiving or volunteering, make flex time explicit and visible on calendars. When life is acknowledged, hope rises — and turnover intention drops.
Leader script you can use tomorrow:
“Here are our team goals for January through April. Here are the pathways we’ll use. Here’s how we’ll help each other when we get stuck. If your load changes or life throws a curveball, tell us early — we’ll adjust together.”
3) Cyber Hygiene: Minimum Viable Hardening Before Peak Risk
Tax season amplifies cyber risk: more PII, more email volume, more fatigue. A lightweight hardening sprint this month can prevent catastrophic downtime later.
Your December cyber checklist:
- MFA on everything (portal, tax app, email, file storage, remote access). No exceptions.
- Patch and update all endpoints and your tax stack; verify EDR/AV is installed and reporting.
- Email security basics: Turn on advanced phishing protection and external sender banners; quarantine auto-forward rules; disable legacy protocols.
- Password manager rollout (firm-wide) and a short live demo on creating/using vaults.
- Secure file exchange only: Kill ad-hoc email attachments; use request links with upload encryption and expiry.
- Least-privilege access to client folders; time-box elevated rights to 8–12 weeks and auto-revoke post-season.
- Two 20-minute drills:
- Phish-spotting huddle — show three real examples; practice reporting.
- Lost laptop playbook — who to call, remote wipe, client notification thresholds.
Tax season success isn’t luck; it’s systems and signals. When you align your tools (workflow), people (resilience), and protections (cyber), you produce fewer surprises, faster throughput, and a team that ends April tired — but intact.
Donny C. Shimamoto, CPA, CITP, CGMA, is the founder and Inspiration Architect for the Center for Accounting Transformation, which enables transformation by guiding professionals through the adoption and change required in order to step into the future of the accounting profession. He is also the founder and managing director of IntrapriseTechKnowlogies LLC, a Hawaii-headquartered advisory-focused CPA firm dedicated to improving the world by helping small and mid-sized entities (SMEs) accelerate their business transformations through the application of Environmental Social & Governance (ESG) and Enterprise Risk Management (ERM) frameworks right-sized for smaller organizations.


