02 · FinTech · B2B marketplace · operations and AI
6 min read
Taxfyle
CompletedA tax services marketplace connecting clients with CPAs and Enrolled Agents, where I led automation, AI and go-to-market work.
Vendor savings $350K+Saved by renegotiating vendor contracts against new SLA criteria.
Taxfyle, vendor management
Automations adopted 30+Agentic automations adopted by 4 departments across sales and ops.
Taxfyle, sales automation
Less manual processing 45%Processes re-architected across Sales, Ops and Accounting.
Taxfyle
TL;DR
- Problem
- Sales, Ops and Accounting ran on manual data processing, and vendor contracts had no shared SLA criteria.
- What I did
- Built 30+ agentic automations, overhauled vendor management, shipped a source-cited RAG assistant and took TXF to market.
- Result
- $350K+ in vendor savings, 45% less manual processing and 500+ TXF users.
01 · Overview
Five workstreams across operations, AI and go to market in a two-sided tax marketplace.
- Sales automation, vendor management, a RAG assistant, the TXF launch and web scraping for leads.
- I worked across Sales, Ops, Accounting, Customer Success and Pro Relations.
- Company
- Taxfyle, a US tax services marketplace
- My role
- Business Process Analyst & Product Operations
- Timeline
- Mar 2024 to Sep 2025 · Miami, USA (remote)
- Product
- A tax services marketplace connecting clients with CPAs and Enrolled Agents, where I led automation, AI and go-to-market work.
- Team
- Sales, Ops, Accounting, Customer Success and Pro Relations, with engineering and design
02 · Problem or challenge
Manual work, costly contracts and slow answers limited how much the marketplace could handle.
- Manual data processing slowed Sales, Ops and Accounting.
- Vendor contracts had no shared SLA criteria to judge or renegotiate them.
- EAs and CPAs reviewed and corrected tax documents by hand, which capped how much work they could take on.
03 · Analysis
Error analysis found the real reason people did not trust the assistant.
- Early RAG answers had no traceability: users could not tell where an answer came from.
- Customer Success and Pro Relations field questions from about 200 clients and contacts a month.
- Web scraping identified and qualified potential clients as the first step of the sales flow.
04 · Framework applied
Trust and data control came before autonomy.
- Error analysis turned reading real failures into one fix: source attribution.
- A trust ladder sets how much the assistant may do alone: suggest, answer with review, then answer alone.
- For TXF, positioning framed it as an early mover in automating document review.
Trust ladder
Text alternative
05 · Solution
Five workstreams, each with its own build and its own impact.
- Select a workstream to see the problem, what I built, the tools and the result.
Sales automation
Problem
Pipeline stages and prospect contacts were tracked by hand across Sales and Ops.
What I did
- Built 30+ agentic sales and ops automations with Claude Code, Cursor, n8n and HubSpot.
- Automated client stage tracking across the sales pipeline in HubSpot.
- Captured contact information for potential clients to feed engagement sends.
- Re-architected processes across Sales, Ops and Accounting.
Tools
- Claude Code
- Cursor
- n8n
- HubSpot
Impact
- Agentic automations. Adopted by 4 departments.
- 30+
- Less manual processing. Across Sales, Ops and Accounting.
- 45%
Sales flow · workstreams a and b
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Vendor management
Problem
Vendor contracts had no shared SLA criteria to judge or renegotiate them.
What I did
- Led the vendor management overhaul, setting SLA criteria and renegotiating contracts.
Impact
- Vendor savings. Renegotiated against new SLA criteria.
- $350K+
RAG assistant
Problem
Customer Success and Pro Relations answer questions from about 200 clients and contacts a month.
What I did
- A separate project, not one of the 30+ automations.
- Answers questions for the Customer Success and Pro Relations teams.
- Runs on n8n and Ollama, a locally hosted LLM, so company data stays in-house. Answers are validated against the company database.
- Early answers had no traceability, so I added source attribution: every answer shows where it came from.
Tools
- n8n
- Ollama
- Company database
Frameworks
Impact
- Contacts served a month. Clients and Pro Relations contacts whose questions it answers.
- ~200
- Saved per person per day. For each internal team member who uses it.
- ~30 min
The two numbers measure different groups, so they are never multiplied into a total.
RAG pipeline
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TXF go to market
LaunchedProblem
EAs and CPAs review and correct tax data and documents by hand, which caps how much work they can take on.
What I did
- TXF automates the processing of tax data and documents that EAs (Enrolled Agents) and CPAs would otherwise review and correct by hand, so they can take on more work.
- Positioned as an early mover in automating this review work for tax professionals.
- Supply-side go to market for a two-sided marketplace.
Frameworks
Impact
- Users. EAs and CPAs in the Taxfyle network.
- 500+
Web scraping for leads
Problem
The sales flow needed a steady way to identify and qualify potential clients.
What I did
- Identified and qualified potential clients. This is the sourcing step of the sales flow in (a).
Sales flow · workstreams a and b
Text alternative
06 · Product and project management
Specs written with the builders, quality owned through release.
- I authored PRDs and acceptance criteria with engineering and design, then owned QA, bug triage and release validation.
- I led the vendor overhaul: SLA criteria first, then renegotiated contracts.
- I built the business case and finance planning for an internal invoicing and vendor expense product.
07 · Launch
Two rollouts: TXF to the network, automations to four departments.
- TXF launched to EAs and CPAs in the Taxfyle network as supply-side go to market for a two-sided marketplace.
- It was positioned as an early mover in automating tax document review.
- The 30+ automations were adopted by 4 departments.
08 · Validation
Answers are checked against the source of truth before anyone relies on them.
- RAG answers are validated against the company database and cite their source.
- I owned QA, bug triage and release validation, checking each release against its acceptance criteria.
09 · Analytics and impact
$350K+ saved, 45% less manual work, 500+ TXF users.
- 30+ automations adopted by 4 departments.
- About 30 minutes saved per internal team member per day with the RAG assistant, which serves about 200 contacts a month.
- The two RAG numbers measure different groups, so they are never multiplied.
Agentic automations · Sales automation
30+
Less manual processing · Sales automation
45%
Vendor savings · Vendor management
$350K+
Contacts served a month · RAG assistant
~200
Saved per person per day · RAG assistant
~30 min
Users · TXF go to market
500+
How I would replicate it at your company
- Map the manual steps in one pipeline end to end before automating any of them.
- Set SLA criteria first, then renegotiate every vendor against them.
- Read real AI failures before tuning prompts; fix the most frequent error type first.
- Give AI more autonomy only as evals and users show it can be trusted.
Playbook in action
The playbooks behind this case
New Product Development
TXF launch
- Opportunity identification and selection: Target: EAs and CPAs in the Taxfyle network, who review tax documents by hand. Supply side first.
- Concept generation: Concept: automate the tax data and document review that EAs and CPAs did by hand.
Feature Development
RAG assistant and automations
- Frame: Customer Success and Pro Relations answer questions from about 200 clients and contacts a month.
- Specify: Authored PRDs and acceptance criteria with engineering and design.
Bugs and Incidents
Bugs and quality
- Triage: Owned bug triage and release validation.
- Diagnose: Error analysis showed early answers had no traceability to a source.
Let’s build something people actually need.
Tell me who you are building for. A short call is enough to see where I can help.