Implementation & How-To· 3 min read· By The SpideyChat Team

Software Questions Before an Accountant Takes You On

The software decides how the relationship works and clients pick it by accident. A buyer's guide to the question nobody asks first.


A business owner signs up to whatever appeared first in a search, uses it for eighteen months, and then appoints an accountant who does not support it.

He now faces a migration, a year of data to move and a conversation nobody had at the start because the software felt like his decision alone.

What buyers should ask

These are the questions that determine how the relationship will actually work day to day.

1. Which systems the firm supports

Named, and whether support means fully, partially or reluctantly. A firm working around unfamiliar software is slower and more expensive.

2. Whether the firm requires a particular system

And what happens if the client already uses something else. Say it before engagement rather than in the first month.

3. What the software costs

Subscription, by tier, and whether the firm provides it, resells it or the client buys it directly. It is a recurring cost and it belongs in the comparison.

4. Which tier is actually needed

Businesses buy more than they need, or less, and an accountant recommending the right level saves real money and looks generous.

5. What the client is expected to do in it

Raising invoices, categorising transactions, uploading receipts or nothing at all. Expectations here are the main source of friction.

6. What the firm does in it

So the boundary is visible, which is the same clarity as bookkeeping included or extra and why it matters.

7. Whether bank feeds are included

And how they are set up, which is the practical work of the first fortnight.

8. What the client can see

Reporting, live figures, and whether they can produce what they need themselves. Owners value visibility more than they say.

9. Whether it suits the business

Stock, projects, multiple currencies, subscriptions or a trade with specific needs. General recommendations fail specific businesses.

10. What migration would involve

If they already use something else. Effort, cost, what transfers and what does not, which is the ground in software migration questions when changing bookkeeper.

11. Who owns the data

And what happens if the relationship ends. Clients should know they retain access to their own records.

12. What training is provided

An hour at the start, written guidance or nothing. Clients abandon software they were never shown how to use.

Say what happens when the software changes

Providers alter pricing, retire features and occasionally change direction entirely, and clients want to know whether they would be told or left to discover it. Committing to flag changes that affect them, and to advise on whether anything needs doing, turns a subscription into part of the service rather than a thing the client owns alone.

Explain the access arrangement

Clients want to know who at the firm can see their records, whether access can be limited and how it is removed when somebody leaves. It is the same worry that stalls bank feed connections, and answering it in the software conversation removes it before it becomes a delay.

Publish your own position

Which systems, why, what you provide and what migration involves. It is a practical page and firms almost never write it.

Explain the fee relationship

That clean records in a supported system cost less to work with, which is the arithmetic behind fixed fee questions every accountancy practice hears.

Answer it before engagement

Because clients research at night and want to know whether they would have to change everything, which is the availability described in how accountants survive busy season with a chatbot.

Getting started

Publish which systems you support, what the client does in them and what migration involves, then answer at any hour. SpideyChat for accountants answers from your published pages, plans are on the pricing page, and the chatbot ROI calculator works through the numbers.

Frequently asked questions

Which accounting software should a small business use?
It depends on the business, the transaction volume and what the accountant supports, which should be discussed before choosing.
Do accountants require particular software?
Many prefer or require certain systems, and each firm should publish which it supports and why.
Can you keep your own software when changing accountants?
Often yes, and where a firm requires something different the migration effort should be explained before engagement.

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