P
Penny
Live demo · Marcus O'Brien
Stage 01 · Intake · Day 1
The agentic intake conversation
1 / 9
01Intake
02Documents
03Research
04Preparation
05Diagnostics
06CPA Review
07eFile
08Close
P
Penny opens the intake conversation.
Marcus is a returning client. Penny pre-loaded his profile from last year and reached out by SMS the moment the 2025 season opened. She'll handle the entire onboarding interview, extract structured data from every reply, and only escalate to Junaid when judgement is required.
12 min
Total intake time
app.penny.tax · Marcus O'Brien · Intake conversation
MO
Marcus O'Brien
Returning client · 2025 T1
SMS · iMessage
P
Hi Marcus! Welcome back. I'm pulling your 2024 return forward — looks like marital status, address, and employer are all the same. Anything change in 2025 worth flagging?
Today · 9:14 AM
MO
Yep — Lisa and I had medical stuff this year. About $4k in receipts. And I switched my home office to full WFH after the policy change.
Today · 9:31 AM
P
Got it. Two flags for me: medical pooling between you and Lisa, and a possible switch from simplified to detailed home-office method. I'll model both. Did you contribute to RRSPs this year, and to your FHSA?
Today · 9:32 AM
MO
Yes — $9,500 to RRSP. Haven't opened an FHSA yet but maybe should?
Today · 9:34 AM
P
Worth a look — you have $8k of room. I'll flag that as advisory for the post-filing call. Sending the engagement letter now ($385 — Tier 2). Stripe link to follow.
Today · 9:35 AM
Penny extracted
Marital statusMarried · no change
Medical expenses$4,180 (new)
Home officeFull WFH (new)
RRSP contribution$9,500
FHSA statusNot opened
Spouse returnLisa O'Brien · active
Auto-pricing
Base T1$220
Investment income+$95
Medical claims+$70
Engagement $385
D
Slips arrive. Penny reconciles against CRA pre-fill.
As employers, banks, and brokerages file their information returns, Penny pulls them automatically and cross-checks against the CRA Auto-fill My Return data. Discrepancies — like Marcus's T5008 cost base from Questrade — get flagged for resolution. 3 discrepancies resolved, 0 escalations needed.
18 / 18
Documents received
app.penny.tax · Marcus O'Brien · Document collection
Source documents · 2025
Pulled from CRA Auto-fill, employer slips, and client uploads
18 / 18 received
T4
RBC
$142,180
T4A
PolicyMe
$2,400
T5
Wealthsimple
$1,247
T5008
Questrade
$8,440
RRSP
RBC
$9,500
T2200
Employer
WFH cert.
MED
8 receipts
$4,180
DON
3 charities
$840
UTIL
Hydro/Gas
$3,360
RENT
Internet
$1,200
NOA
CRA · PY
2024
+7
misc. receipts
all matched
CRA Auto-fill reconciliation · 14 of 14 slips matched to source · zero variance
$153,267 total
!
T5008 cost base from Questrade missing ACB on 2 lots · Penny reconstructed from purchase history
$2,400 ACB
Prior-year carry-forwards imported from 2024 return · RRSP room, capital losses, donation pool
$22,400 PY
R
A research question emerges.
Marcus's home-office switch raised a question: should he use the simplified flat-rate method or the detailed method? Penny opens a tax research thread, pulls the relevant Income Tax Act provisions, CRA folios, and runs the numbers both ways before recommending. This is the work a junior would have skipped.
4 sources
Cited in conclusion
app.penny.tax · Research · Home office method selection
Active threads
Home office — method selection
OPEN · MARCUS O'BRIEN
Medical pooling threshold — spousal
OPEN · MARCUS O'BRIEN
RRSP excess vs. unused — ordering
RESOLVED · 12 returns
T1135 trigger thresholds — 2025
RESOLVED · 4 returns
Penny's research question
For an employee with a valid T2200 and 4-days-per-week WFH, does the detailed method yield a materially better outcome than the simplified flat-rate method, and what's the audit-risk delta?
ITA s.8(13) — Work space in home
ITA · cited
Deduction permitted where the work space is either (a) where the individual principally performs office duties, or (b) used exclusively to earn income on a regular and continuous basis. Marcus's full WFH arrangement satisfies (a).
CRA Folio S2-F3-C2 — Benefits to employees
FOLIO · ¶2.30–2.36
Detailed method requires Form T2200 from employer and itemized utility, rent, and insurance allocations using a reasonable workspace-use ratio. Marcus's 12% ratio (192 sq ft of 1,600) is well within audit norms.
Quantitative model · Penny's calculation
T777 · workpaper
Detailed method: utility allocation $403 + internet $144 + rent equivalent $551 = $1,098 deduction. Simplified method: $2 × 340 days = $680 deduction. Net delta: $418 deduction, ≈ $182 refund increase at 43.41% combined marginal rate.
Audit posture
CRA stats · 2024
Risk of post-assessment review on detailed method T777 claims under $1,500 with a valid T2200: low. Marcus retains all 14 utility receipts (verified in document store) and the T2200 is on file.
Penny's conclusion
Recommend switching to detailed method for 2025. $418 in additional deduction with low audit risk and full documentation support. Will surface for Junaid in the diagnostic review.
T
The T1 is auto-drafted.
Penny orchestrates ProFile — the CRA-certified tax engine you already trust — populating every line, applying prior-year carry-forwards, and routing through the right schedules. The draft is ready for diagnostic review before Marcus has even paid his engagement letter.
14 min
From slip to draft
ProFile · Marcus O'Brien · T1 General — 2025 — DRAFT
T1 General · 2025 · Marcus O'Brien
SIN ●●●-●●●-471 · ON resident · Filing status: Married
Income
10100Employment income (T4)$142,180
10400Other employment income (T4A)$2,400
12000Eligible dividends (T5)$1,247
12700Capital gains (Schedule 3)$3,020
15000Total income$148,847
Deductions
20800RRSP deduction (Schedule 7)$11,400
22900Other employment expenses (T777)$1,098
23200Other deductions$435
23600Net income$135,914
Non-refundable credits
30100Basic personal amount$15,705
33099Medical expenses (transferred to Lisa)— moved —
34900Charitable donations$840
Return summary
Draft · awaiting diagnostics
Total income$148,847
Total deductions$12,933
Taxable income$135,914
Federal tax$22,184
Provincial (ON)$10,891
Tax paid (T4 box 22)$37,362
Projected refund
$4,287
D
142 self-review checks. 4 findings.
Before handing off, Penny runs a full diagnostic pass — credit ordering, optimization opportunities, audit-risk red flags, and cross-return optimizations between Marcus and Lisa. Each finding includes reasoning, citation, and a confidence score. $3,840 in additional refund surfaced.
+$3,840
Additional refund
app.penny.tax · Marcus O'Brien · Diagnostic report
Findings
4
2 high · 1 medium · 1 opp
Refund delta
+$3,840
if all accepted
Checks run
142
138 passed
Confidence
94%
avg across 4 findings
!
Unused RRSP carry-forward not fully applied
HIGH·Conf. 98%·Schedule 7
+$2,340
refund
!
Medical expenses — claim on Lisa's return for better threshold
HIGH·Conf. 91%·Cross-return
+$890
household
~
Home office — switch from simplified to detailed method
MEDIUM·Conf. 87%·T2200 / T777
+$420
refund
+
FHSA opportunity · open before year-end to lock in 2025 room
OPPORTUNITY·Conf. 100%·Advisory · not 2025 return
+$190
future
J
Junaid's two-minute brief.
Penny records a Penny-narrated brief explaining every judgement call she made. Junaid watches it on his phone over coffee, accepts three findings, approves one for FHSA outreach, and signs off. The whole review takes 2 minutes 14 seconds.
2:14
Total review time
app.penny.tax · Marcus O'Brien · Senior review
Penny · Senior Brief · 2:14
P
0:00 / 2:14
"Hi Junaid — quick brief on Marcus O'Brien's 2025. Total income $148,847, projected refund $4,287 if you accept all my recommendations. Three judgement calls: I bumped his RRSP deduction by $5,400 from his carry-forward, moved his medical pool to Lisa for the better threshold, and switched his home office to detailed method. Confidence on all three is above 87%. The FHSA piece is advisory — he hasn't opened one, and I drafted a client message about it. T183 is staged. Engagement paid."
0:00 Income summary & refund
0:28 RRSP carry-forward decision
0:52 Medical pooling — cross-return
1:18 Home office method change
1:42 Audit posture & sign-off
Approve & release
Marcus O'Brien · 2025 T1
Slips reconciled18 of 18 · zero variance
Diagnostics reviewed3 of 4 accepted, FHSA advisory queued
Engagement paid$385 via Stripe
T183 stagedAwaiting CPA approval signal
Federal + ON tax$33,075
Tax paid$37,362
Refund$4,287
E
T183 signed. Transmitted to CRA. Accepted.
On Junaid's approval, Penny sends Marcus the T183 via DocuSign. Marcus signs from his phone within 30 seconds. Penny transmits the return through ProFile's EFILE pipeline and captures the CRA acknowledgement. From draft to filed in 6 minutes total.
#4291847
CRA confirmation
app.penny.tax · Marcus O'Brien · EFILE transmission
1
T183 sent
11:42 AM
2
Client signed
11:43 AM
3
Transmitted to CRA
11:43 AM
CRA accepted
11:48 AM
CRA EFILE · transmission accepted
Filed in 6 minutes.
Marcus's 2025 T1 has been accepted by the Canada Revenue Agency. The Notice of Assessment will be available in his CRA My Account within 1–2 business days. Refund of $4,287 will arrive by direct deposit within 8 business days.
Confirmation number
4291847
Apr 14, 11:48 AM
C
Post-filing close. All of it, automatic.
eFile is just the midpoint. Penny sends the client confirmation email with the filed return attached, issues the Stripe receipt, archives every document to Drive in the standard firm folder structure, and schedules the FHSA advisory follow-up for October. Marcus's file is closed without Junaid lifting a finger.
4 tasks
All automated
app.penny.tax · Marcus O'Brien · Close stage
Client confirmation email sent
Subject: Your 2025 return is filed · with PDF attachment, CRA confirmation, and expected refund timing
Sent
Stripe receipt issued
$385.00 · engagement fee · receipt emailed to marcus.obrien@gmail.com
Done
Documents archived to Drive
22 files routed to /Clients/O'Brien, Marcus/2025/ — slips, T1 PDF, T183, CRA ack, internal workpapers
Stored
FHSA advisory follow-up scheduled
Calendar reminder set for Oct 15 — Penny will draft a 2-paragraph FHSA explainer and queue it for Junaid's review before sending
Scheduled
Engagement billing
Base T1 prep$220
Investment income$95
Medical / cross-return optimization$70
Total · paid$385
Marcus O'Brien · 2025 T1 · Closed

From intake to closed file — almost entirely autonomous.

A return that would have taken a junior preparer twelve hours and a partner's review time. Penny did it in eighteen minutes of compute, with two minutes of Junaid's attention.

18 min
Penny compute time
2:14
Partner review time
+$3,840
Refund surfaced
$385
Revenue earned
Back to Penny