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.
Common Legal And Commercial Traps When People Exercise Shares
- Trap 1: Your Cap Table Doesn’t Match Your Legal Records
- Trap 2: Your Constitution Or Shareholders Agreement May Affect Issues Or Transfers
- Trap 3: Vesting And “Leaver” Rules Aren’t Clear
- Trap 4: You Haven’t Thought About The Practical Impact Of More Shareholders
- Trap 5: Transfers And Secondary Sales Aren’t Covered
- Key Takeaways
Equity is one of the most powerful tools you can use to attract, reward and retain talent in an Australian startup.
But once you start issuing options or rights, you’ll almost always face the same moment of truth: someone wants to exercise their equity (more accurately, they want to exercise shares by exercising their options or rights to acquire shares).
This is where things can get messy if your documents and processes aren’t set up properly. If you handle it well, exercising shares can be a smooth, confidence-building milestone for your business. If you handle it poorly, it can trigger cap table errors, shareholder disputes, tax confusion, or problems during due diligence when investors come in.
Below, we’ll walk through what “exercise shares” means in practice, what it means for your startup as the company issuing equity, and how to set yourself up to manage exercises cleanly as you grow.
What Does “Exercise Shares” Mean In A Startup Context?
In a startup setting, people often say “exercise shares” when they really mean:
- an employee, advisor or contractor exercises their options (or rights) under an equity plan; and
- as a result, your company issues or transfers shares to them.
It’s helpful to separate these two concepts:
- Options (or rights): a contractual entitlement to acquire shares later, usually once vesting conditions are met and the person pays the exercise price (if any).
- Shares: the actual ownership interest in the company (with shareholder rights, subject to any restrictions in your documents).
So “exercise” is the step where the option-holder turns their options into shares.
Why This Matters For Small Businesses And Startups
From your perspective as a founder or director, an exercise isn’t just an HR admin task. It can affect:
- your cap table and dilution (who owns what)
- your governance (more shareholders means more stakeholders)
- your ability to raise capital (investors will scrutinise your equity records)
- your IP and confidentiality risk (depending on what rights the person gets)
- your compliance obligations (ASIC records, registers, and corporate governance)
That’s why it’s worth treating “exercise shares” as a process you design, not just a form you sign when someone asks.
How Do People Get The Right To Exercise Shares?
There are a few common pathways where someone ends up with the ability to exercise and receive shares. The pathway matters because it determines the rules and documents you need to rely on.
1) Employee Share Option Plans (ESOPs)
The most common “exercise shares” scenario is an ESOP. Your company grants options to a team member (or advisor), and those options vest over time or based on milestones. Once vested, they can exercise (subject to the plan rules).
If you’re setting this up, it’s worth having an Employee Share Scheme framework that matches how you actually plan to operate (vesting, leavers, exercise windows, etc.).
2) Founders Or Early Team Equity With Vesting
Sometimes founders or early hires receive shares upfront but with reverse vesting (meaning the company can buy back unvested shares). Other times they receive options that vest over time.
If you’re using vesting, a Share Vesting Agreement can be a key document to avoid disputes later (especially when someone leaves early).
3) Convertible Notes Or SAFEs Converting Into Shares
Investors may receive shares automatically on a conversion event (like a priced funding round). This is not usually described as “exercising shares” (because it’s not an option exercise), but the operational impact is similar: you’ll be issuing shares and updating registers and cap tables.
4) Rights Issues Or Other Share Offers
More mature companies may offer existing shareholders the right to subscribe for more shares. Again, this isn’t usually “exercise” in the ESOP sense, but you’ll still need proper corporate approvals and paperwork.
When Someone Exercises, What Happens To Your Company?
When someone exercises their options/rights, you need to treat it like a corporate event. The “right” paperwork depends on your structure and documents, but the moving parts are usually consistent.
Your Company Needs To Check The Rules First
Before you issue anything, check the documents that govern the exercise. In many startups, this includes:
- the equity plan rules (option plan / ESOP rules)
- the individual option grant letter
- your Company Constitution (especially share issue processes and any transfer restrictions)
- any Shareholders Agreement (often covering pre-emptive rights, drag/tag, and leaver rules)
Common issues that come up here include:
- Vesting not actually completed (or milestone evidence missing)
- Exercise windows (for example, 30–90 days after leaving)
- Board consent requirements before an issue can occur
- Bad leaver clauses that limit or cancel unexercised options
- Share class limitations (e.g. only certain people can hold certain classes)
You Need To Confirm The Commercial Terms
From a business perspective, you should confirm the exercise mechanics:
- Number of options being exercised (partial vs full exercise)
- Exercise price and how it is paid (bank transfer, set-off, etc.)
- Share class to be issued (ordinary shares vs a specific employee class, if applicable)
- Timing (especially if you’re mid-way through a funding round or sale)
If you’re raising capital soon, exercises can affect valuations and investor negotiations. Many startups manage this by setting internal cut-off dates (without breaching anyone’s contractual rights) and coordinating exercises as part of the round’s completion checklist.
You Need Proper Approvals And Records
In most cases, your company will need to:
- approve the issue (often via a directors’ resolution)
- update your share register
- issue a share certificate (if you’re using certificates)
- update your cap table
- make any ASIC notifications that apply
For most proprietary companies, when you issue shares you’ll typically need to lodge a Form 484 to notify ASIC of the change to share structure within the required timeframe (commonly 28 days). What’s required can vary depending on what has changed and how your company records are maintained, so it’s worth checking your circumstances early.
If you’re executing corporate documents, it also helps to understand how company signing works in Australia, including signing documents under section 127 of the Corporations Act.
Step-By-Step: A Practical “Exercise Shares” Checklist For Startups
Every business is different, but if you want a practical workflow your team can follow (and repeat), this is a good starting point.
1) Receive The Exercise Notice
Most option plans require the option-holder to submit a written exercise notice. From your side, you want to make sure the notice is:
- in the correct form (if your plan has a template)
- clear about how many options are being exercised
- dated (so you can track deadlines and tax timing issues more easily)
2) Confirm Vesting And Eligibility
Confirm that the options are vested and exercisable:
- check vesting schedules and any performance milestones
- confirm the person is still eligible (or, if they’ve left, whether post-termination exercise is allowed)
- confirm there aren’t any restrictions triggered by a funding round, sale process, or internal freeze
3) Confirm Payment Of The Exercise Price
If there is an exercise price, confirm how it will be paid and when. Make sure your finance records match the exercise paperwork.
Some startups also use “cashless exercise” mechanisms. These can be more complex and need to be carefully documented, especially where the company is private and there is no active market for shares.
4) Prepare Corporate Approvals
Typically you’ll need a directors’ resolution to approve the share issue and allotment.
Depending on your documents and the circumstances, you may also need:
- shareholder approvals (less common for routine ESOP exercises, but it depends on your constitution and shareholders agreement)
- waivers of pre-emptive rights (if relevant)
- an accession deed requiring the new shareholder to sign onto your shareholders agreement (often as a condition of being treated as a full party to the agreement)
5) Issue The Shares And Update Your Registers
Once approved, you’ll issue the shares and update your records.
This is where startups often get caught out during due diligence. Investors will want to see that:
- the share issue was properly authorised
- the share register is accurate and complete
- your cap table matches the share register
- all option grants and exercises are documented
If you issue certificates, you’ll also want to ensure you handle share certificates consistently and store them properly.
6) ASIC And Ongoing Compliance
Whether an ASIC notification is required depends on what has changed (for example, issuing shares will usually require a Form 484 to be lodged within the applicable timeframe, commonly 28 days). Even where a specific ASIC form isn’t needed immediately, you should still keep your corporate records up to date (including your company register information and internal registers).
If you’re unsure what applies to your company, it’s better to confirm early than to “clean it up later” when you’re under pressure in a funding round.
Common Legal And Commercial Traps When People Exercise Shares
Exercising shares is where your legal documents meet real life. Here are some of the most common issues we see startups run into.
Trap 1: Your Cap Table Doesn’t Match Your Legal Records
A spreadsheet cap table is useful, but it’s not a substitute for your company’s share register and underlying approvals.
If your cap table says someone owns 1.25% but the share register tells a different story (or the approvals don’t exist), you can run into delays and cost during investment, acquisition, or even internal disputes.
Trap 2: Your Constitution Or Shareholders Agreement May Affect Issues Or Transfers
Some constitutions and shareholders agreements include pre-emptive rights, director discretion around issuing shares, or conditions that apply before a person can become (or be treated as) a shareholder for certain purposes. Some shareholders agreements also require new shareholders to sign a deed of accession to be bound by the agreement.
This is why it’s so important your exercise process checks the governing documents first (rather than assuming an exercise is automatic).
Trap 3: Vesting And “Leaver” Rules Aren’t Clear
Leaver scenarios are where equity plans are tested.
If someone leaves your startup and later tries to exercise, you need clarity on:
- what happens to unvested options
- whether vested options can be exercised after termination (and for how long)
- whether there are “good leaver” vs “bad leaver” outcomes
If your documents aren’t clear, you risk either giving away more equity than you intended or ending up in a dispute that distracts from growing the business.
Trap 4: You Haven’t Thought About The Practical Impact Of More Shareholders
When options convert into shares, the person becomes a shareholder (not just an employee with a future entitlement).
That can mean additional stakeholders to manage and, depending on your documents, additional information rights or voting rights.
It also helps to be clear internally about the distinction between management and ownership, including the difference between a director and a shareholder (if this is a point of confusion in your team, director vs shareholder is a useful concept to align on early).
Trap 5: Transfers And Secondary Sales Aren’t Covered
Even if your main concern is option exercises, the next question often becomes: “Can this person sell their shares?”
Private companies usually restrict transfers, and your documents may require:
- board approval
- pre-emptive rights (offer to existing shareholders first)
- specific transfer documentation
Having a clean process for how to transfer shares can save significant time when someone exits, you restructure, or you bring on new investors.
How To Set Your Startup Up For Smooth Share Exercises
If you want “exercise shares” to be a non-event (in the best way), it comes down to planning and consistency.
Build Your Equity Stack The Right Way From Day One
When you’re moving fast, it can be tempting to do equity informally. But in practice, you’ll want a consistent “equity stack” that includes:
- a clear option plan / ESOP framework
- templated grant letters
- a robust constitution that reflects your fundraising plans
- a shareholders agreement that matches your governance expectations
- vesting and leaver documentation for key people
This is also where your legal structure matters. Many startups operate as proprietary limited companies because it fits investment and employee equity more naturally than many other structures, but it still needs to be set up properly.
Keep A Single Source Of Truth For Equity Records
Pick a system (even if it’s simple) and make sure you keep the following aligned:
- share register
- option register
- cap table
- board resolutions and approvals
- signed copies of grant letters and exercise notices
The goal is that, at any time, you can answer:
- How many shares exist?
- Who holds them?
- Who holds options, on what terms, and what’s vested?
Coordinate Exercises Around Fundraising And Exits
Share exercises often spike around:
- a funding round (employees want equity before new money comes in)
- an acquisition (employees want to participate in the sale proceeds)
- a termination or resignation (exercise window issues)
If you expect these events, plan ahead. It’s much easier to coordinate exercises when you have time to confirm vesting, approvals, and paperwork than when you’re days away from signing a term sheet.
Be Careful With Communications
Internally, it’s smart to keep communications clear and consistent. Equity can be motivating, but it can also create misunderstandings if people assume options are the same as shares.
You don’t need to overwhelm your team with legal documents, but you should ensure people understand:
- when they can exercise
- what they pay (if anything)
- what happens if they leave
- what rights come with the shares once issued
ESS And Tax: Get Advice Early
Exercising options and receiving shares can have tax consequences, including under the employee share scheme (ESS) rules. Sprintlaw can help with the legal documentation and process, but we don’t provide tax advice - it’s important to speak with an accountant or tax adviser about your (and your employees’) specific circumstances.
Key Takeaways
- “Exercise shares” usually means exercising options or rights so your company issues (or transfers) actual shares to the person exercising.
- For startups, exercising shares is a corporate governance event, not just an admin step - it affects your cap table, dilution, and investor readiness.
- Your key documents need to line up, including the option plan rules, grant letter, company constitution and shareholders agreement.
- A repeatable process reduces risk: receive the exercise notice, confirm vesting, confirm payment, approve the issue, update registers/cap table, and handle compliance.
- Most problems arise from unclear vesting/leaver rules and messy records, which can become expensive to fix during funding rounds or exits.
- Planning early makes equity simpler later - it helps you reward your team while keeping your legal and commercial foundations clean.
If you’d like a consultation on setting up or managing an employee equity plan and the process to exercise shares, you can reach us at 1800 730 617 or team@sprintlaw.com.au for a free, no-obligations chat.








