Alex is Sprintlaw’s co-founder and principal lawyer. Alex previously worked at a top-tier firm as a lawyer specialising in technology and media contracts, and founded a digital agency which he sold in 2015.
- Overview
Legal Issues To Check Before You Sign
- 1. Does the main contract allow it?
- 2. Who needs to be a party?
- 3. Is it binding, non-binding, or partly binding?
- 4. How does it interact with the main agreement?
- 5. Are the terms clear enough to enforce?
- 6. Is there consideration or should it be a deed?
- 7. Has it been signed correctly?
- 8. Could confidentiality or disclosure issues arise?
Common Mistakes With Side Letters
- Using a side letter to hide a major commercial term
- Failing to match the language to the commercial intention
- Ignoring the entire agreement clause
- Leaving dates and duration vague
- Assuming emails and informal assurances are enough
- Forgetting the practical compliance piece
- Using side letters where regulatory or governance issues need more care
- Key Takeaways
Side letters can solve a real business problem, you have agreed the main deal, but one detail still needs to be clarified, softened or recorded separately before you sign. Founders often get caught by three mistakes here: treating a side letter like an informal email, using it to quietly override the main contract without checking for inconsistencies, and relying on verbal assurances that never make it into the documents. Those mistakes can create confusion at exactly the wrong time, usually when money, performance issues or a dispute shows up.
A well-drafted side letter can be a practical tool. It can document a special arrangement, confirm how a clause will be applied, or deal with a point that only matters to one party. But it only works if it is written clearly, signed properly and matched to the main agreement. This guide explains what side letters are, when Australian businesses use them, the legal issues to check before you sign, and the common drafting traps that can undermine the deal.
Overview
Side letters are separate written agreements that sit alongside a main contract and deal with a specific issue between some or all of the parties. They can be legally binding, but only if the drafting, execution and relationship with the main contract are handled properly.
For many SMEs, the value of a side letter is speed and flexibility. The risk is that a short document can create a long dispute if it is vague, inconsistent or signed without the right authority.
- Identify exactly what the side letter is meant to change, clarify or record.
- Check whether the main contract allows side arrangements, variations or separate agreements.
- Make sure the side letter says whether it is legally binding.
- Spell out how the side letter interacts with the main agreement if there is any inconsistency.
- Confirm who the parties are, and whether all parties to the main contract need to sign.
- Check authority, execution formalities, dates and any conditions that must be met before the arrangement applies.
- Consider confidentiality, disclosure obligations and record-keeping.
What Side Letters Means For Australian Businesses
A side letter is usually a short, separate document that records a specific agreement connected to a larger contract. In practice, businesses use side letters when they want to deal with one issue without reopening the entire contract negotiation.
This can happen in all kinds of founder and SME situations. A supplier may agree to a temporary minimum order concession. A landlord may confirm a fitout period or a rent-free arrangement that is not fully spelled out in the lease documents for a commercial lease. An investor may seek extra reporting rights. A commercial partner may want a specific transition arrangement before it accepts the provider's standard terms.
What a side letter usually does
The most common function of a side letter is to clarify a point that matters commercially, but does not fit neatly into the body of the main agreement. It can also record a temporary arrangement, a one-off concession, or an interpretation the parties have agreed on before you sign.
Side letters often cover matters such as:
- timing, milestones or transitional periods
- special pricing or rebates
- waivers or limited exceptions
- reporting or information rights
- confidential treatment of a particular issue
- operational promises that one party wants confirmed in writing
What a side letter is not
A side letter is not a magic fix for a badly negotiated contract. If the main agreement is missing key commercial terms, the safer option is often to amend the contract itself or issue a formal variation.
It is also not the same as a casual comfort email. Businesses sometimes exchange messages saying a clause will not be enforced in a certain way, then assume that is enough. Before you rely on a verbal promise or a chain of emails, remember that enforceability depends on the words used, the context, and whether the parties objectively intended to create legal relations.
Are side letters legally binding in Australia?
They can be. Under Australian contract principles, a side letter may be enforceable if it has the usual features of a binding agreement, including clear written terms, intention to create legal relations, and consideration where required, unless it is executed as a deed or structured in another valid way.
That said, not every side letter is binding. Some are drafted as statements of present intention only. Some simply acknowledge discussions. Others are undermined because they conflict with the main contract, are too uncertain, or are signed by the wrong person.
This is where founders often get caught. The document may look formal, but if it does not clearly say what each party is agreeing to do, or if it sits awkwardly against an entire agreement clause in the main contract, the practical value can disappear quickly.
Why businesses use side letters instead of amending the main contract
The short answer is convenience. If the main contract has already been circulated, approved internally or signed by multiple parties, a side letter can be a faster way to deal with one issue affecting only part of the arrangement.
Australian businesses often choose a side letter where:
- the issue is temporary rather than permanent
- the concession is specific to one party
- the commercial point is sensitive and should not appear in the wider agreement set
- changing the main contract would trigger broader approvals or delay the transaction
- the parties need written confirmation before they spend money on setup or commit further resources
That does not mean a side letter is always the best option. If the point is central to performance, payment, liability or termination, it often belongs in the main contract or in a formal deed of variation.
Legal Issues To Check Before You Sign
Before you sign a side letter, the key question is whether it will actually do what you think it does. A short document can have a big legal effect, so the drafting needs to be precise.
1. Does the main contract allow it?
Start with the main agreement. Many commercial contracts include clauses dealing with variation, waiver, entire agreement, confidentiality, assignment and notices. Those clauses matter because they can affect whether the side letter is effective.
Check points such as:
- whether changes to the agreement must be in writing and signed by all parties
- whether the main contract says it contains the whole agreement between the parties
- whether a waiver must be express and limited to a particular instance
- whether notices must be given in a particular form
- whether there are restrictions on disclosing side arrangements
If the main contract says any amendment must be signed by all parties, a side letter signed by only two of them may not work as intended.
2. Who needs to be a party?
You need to identify whether the side letter is between all parties to the main agreement or only some of them. That sounds basic, but it has real consequences.
If the side letter affects obligations owed by or to a party who does not sign it, enforcement can become difficult. For example, if a three-party supply arrangement is adjusted through a side letter signed by only the customer and the distributor, but the manufacturer is the party actually expected to perform differently, there is an obvious gap.
3. Is it binding, non-binding, or partly binding?
The document should say this clearly. If the parties want legal enforceability, say so in direct language and include the actual operative obligations. If the arrangement is only intended as a statement of current intention or a subject-to-contract understanding, the wording should reflect that too.
Mixed documents are common. A side letter might include a binding confidentiality clause but non-binding commercial aspirations. If so, separate those provisions clearly so there is less room for argument later.
4. How does it interact with the main agreement?
This is often the most important clause in the side letter. If there is any overlap, the document should explain whether it supplements, varies, or prevails over the main contract on the specific issue.
Useful drafting questions include:
- does the side letter change a clause, suspend it temporarily, or just explain how the parties will apply it
- what happens if there is an inconsistency between the two documents
- is the change permanent, time-limited, or conditional
- does the rest of the main contract stay unchanged
Without this, parties can end up arguing about whether the side letter was merely descriptive or was meant to have real contractual force.
5. Are the terms clear enough to enforce?
Vague promises are a common problem. Phrases such as “we will be flexible on delivery”, “we do not intend to enforce clause 8”, or “pricing will be reviewed if needed” may reflect goodwill, but they are poor substitutes for careful contract drafting.
Before you sign, make sure the side letter covers:
- the exact obligation being changed or added
- when the arrangement starts and ends
- any trigger events or conditions
- who has to do what, and by when
- what records or evidence matter
- what happens if the arrangement is not met
6. Is there consideration or should it be a deed?
If one party is receiving a concession or benefit, think about what the other party is giving in return. Contract enforceability can depend on consideration unless the document is validly executed as a deed.
This is especially relevant where the side letter gives a waiver, a release, a special extension, or another concession that is not obviously supported by value moving the other way. The right structure will depend on the arrangement and the parties involved.
7. Has it been signed correctly?
Authority and execution matter. Before you rely on the side letter, check that the person signing has authority to bind the business. For companies, execution rules and internal delegations should line up with the way the document is being signed.
This is particularly important where the other side is a larger organisation and the document has been signed by a relationship manager or account lead.
A practical founder question is simple: if this arrangement is disputed later, will that person have had authority to agree to it?
8. Could confidentiality or disclosure issues arise?
Some side letters are commercially sensitive. That may be the whole reason they are kept separate. But confidentiality cuts both ways.
You may need to think about:
- whether the side letter itself should be confidential
- whether a financier, investor, regulator or landlord needs disclosure of the arrangement
- whether the side letter changes rights in a way that affects reporting or governance obligations
- whether internal stakeholders need access so the business can actually comply with it
There is little value in a confidential side letter if the operations team never sees the concession it contains.
Common Mistakes With Side Letters
The main risk with side letters is false confidence. Businesses often assume a short signed document is automatically clear and enforceable, when the detail says otherwise.
Using a side letter to hide a major commercial term
If the issue goes to the heart of the bargain, burying it in a side letter can create avoidable uncertainty. Payment mechanics, liability allocation, key service levels and termination rights usually deserve full treatment in the principal agreement or a formal variation.
A side letter works best for targeted points. It is less effective when it is asked to carry the weight of the whole deal.
Failing to match the language to the commercial intention
Founders sometimes say, “we only wanted to record the understanding”, but the document uses mandatory wording and reads like a binding contract. The reverse also happens, the parties expect enforceable rights, but the letter sounds merely aspirational.
The fix is to make the legal status explicit and draft the obligations in plain, firm terms.
Ignoring the entire agreement clause
Many businesses sign the main contract, then later exchange a side letter without checking whether the contract says it is the entire agreement between the parties. While that clause does not automatically kill every later agreement, it can complicate arguments about what was intended and whether the side letter modifies the original bargain.
Before you accept the provider's standard terms, or before you sign a side arrangement sent after the fact, compare the documents carefully and consider a contract review.
Leaving dates and duration vague
Temporary concessions often cause trouble because no one states when they end. A side letter might say that reduced minimum orders apply “during the initial ramp-up period”, but not define that period. Six months later, each side has a different view.
Good drafting sets out a clear start date, end date and any extension process.
Assuming emails and informal assurances are enough
Commercial relationships move fast. Sales teams and founders often solve issues on calls, in messaging apps or by email. The trouble starts when operational staff act on those promises and the signed contract says something else.
Before you rely on a verbal promise, ask whether the point should be captured in a side letter, a formal variation, or an updated order form. If the answer matters to revenue, delivery or risk, it should not stay informal.
Forgetting the practical compliance piece
A side letter only helps if the business can follow it in practice. For example, a customer-specific rebate arrangement may need invoicing changes. A service concession may require support staff to apply different timeframes. A rent side letter may affect when fitout works are booked and approved.
Founders often focus on signature and forget implementation. Keep a clean contract record and make sure the right team knows what changed.
Using side letters where regulatory or governance issues need more care
Some industries and transactions need extra caution. A side letter can have downstream effects on approvals, reporting lines, board decisions or third-party consents. If the arrangement changes the economics or risk profile of the deal in a meaningful way, internal governance should keep up.
That is especially true where external stakeholders are involved, such as investors, lenders, franchisors, landlords or key enterprise customers.
FAQs
Can a side letter override a contract?
Sometimes, yes, but only if it is drafted and signed in a way that effectively varies or prevails over the relevant part of the main agreement. The safer approach is to state clearly which clauses are affected and what happens if there is any inconsistency.
Is a side letter the same as a deed of variation?
No. A side letter is a separate document dealing with a specific issue connected to the main contract. A deed of variation is usually a more formal document that expressly changes the original agreement. For major changes, a deed of variation is often the better fit.
Do all parties to the main contract need to sign the side letter?
Not always, but any party whose rights or obligations are affected should usually be involved. If a non-signing party is central to performance, the side letter may not work as intended.
Are side letters confidential?
Only if the documents or surrounding obligations make them confidential. If confidentiality matters, say so expressly and check whether the arrangement still needs to be disclosed to relevant stakeholders.
When should a business avoid using a side letter?
Avoid relying on one where the issue is central to payment, liability, termination or other core deal terms, or where the main contract requires a formal amendment process. In those cases, amending the main agreement is usually cleaner.
Key Takeaways
- Side letters can be a useful way to record a specific commercial arrangement without reopening the whole contract.
- They are not automatically binding, enforceability depends on clear drafting, intention, authority, and the way they interact with the main agreement.
- Before you sign, review the main contract for variation, waiver and entire agreement clauses.
- Make sure the right parties sign, and that the document clearly states whether it is binding and what it changes.
- Define dates, duration, trigger events and practical obligations so the side letter can actually be followed on the ground.
- Use a formal amendment or deed of variation instead if the issue affects core commercial terms in a major way.
If you want help with contract drafting, variation terms, execution issues, and risk review, you can reach us on 1800 730 617 or team@sprintlaw.com.au for a free, no-obligations chat.







