TL;DR For Founders in a Hurry
If you’re a startup founder, you likely know that granting stock options is a powerful tool for attracting top talent, especially when cash is tight. But issuing stock options isn’t as simple as saying, “You get [X] options.” The IRS requires that stock options be granted at or above the fair market value (FMV), which is where the 409A valuation comes in.
A 409A valuation is an independent assessment of your startup’s FMV. It ensures that your company’s stock options are priced in compliance with IRS regulations and protects you from significant tax penalties. You need one before issuing options, and you should update it at least annually—or after any material event like a new funding round, change in revenue, or hiring spike.

What is a 409A Valuation?
A 409A valuation is an independent appraisal of the fair market value (FMV) of a private company’s common stock, used primarily to set the strike price for employee stock options in compliance with IRS Section 409A.
For public companies, figuring out FMV is easy (just look at the stock price on the market). For private companies, there’s no public market price, so you must periodically obtain a valuation to set the exercise price (also called the “strike price”) of stock options granted to employees. The IRS mandates that the strike price of options must be at or above the FMV of the common stock on the grant date.
Why Do You Need a 409A Valuation?
If you issue stock options with an exercise price lower than the true value of the stock, those options are considered “discounted” and violate Section 409A, triggering a world of tax pain. Employees could owe immediate income tax (even before they exercise the options) plus an additional 20% IRS penalty tax (and possibly another 5% penalty at the state level in places like California). In other words, messing up your 409A valuation means turning a normally tax-free grant into a taxable event with severe penalties. No founder wants to deliver that surprise to their team.
How did we end up with this rule?
A bit of context: Section 409A was passed in the wake of early-2000s corporate scandals (like Enron) as a way to clamp down on abuse of deferred compensation. Before 409A, startups had wide latitude to set option prices, and some would use informal “rule of thumb” discounts (e.g. “common stock is 20% of the preferred price”) without much justification. That changed with 409A. Now, companies must provide substantial evidence that their option strike prices equal FMV at grant. Essentially, you need a documented valuation analysis to prove your price is reasonable – this proof is what the 409A valuation delivers.
In Summary
A 409A valuation matters because it keeps your stock option grants legal and tax-free for your employees. It also protects the company from future headaches: non-compliant option grants can cause serious problems in due diligence with investors or acquirers (nobody wants an overhang of potential tax violations on the cap table).
By getting a proper 409A valuation, you’re not only obeying the tax law but also demonstrating good governance. It’s a small investment of time and money that avoids huge costs later – as one startup attorney put it, ignoring Section 409A is one of the “dumbest and most costly” mistakes a new startup can make.
When You Need a 409A Valuation: Key Triggers for Startups
A 409A valuation isn’t a one-and-done task – you will need to update it periodically. The general rule of thumb (and a safe harbor requirement) is that a valuation is good for 12 months at most. However, certain key events can dramatically change your company’s value, in which case, you must get a new 409A valuation sooner. Let’s break down the triggers that require a fresh valuation:
- At Least Every 12 Months: Even if nothing major has changed, you should renew your 409A at least every 12 months. This ensures you’re continuously in compliance. Many startups schedule an annual valuation (for example, every January if the last one was the previous January) if no other trigger happens first.
- After a New Funding Round: A fundraising event (Seed, Series A, Series B, etc.) is a classic “value inflection point.” Raising new capital – especially at an increased valuation – is a material event that triggers a new 409A. The post-money valuation from that round provides new information about the company’s worth, and the 409A will almost certainly need to be updated to reflect the new reality (the valuation firm will take the new preferred share price into account via the “backsolve” method or other allocation techniques). In practice, most startups get a new 409A shortly after closing a funding round. Tip: If you plan to grant stock options to new hires around the time of a fundraise, talk to your lawyers about timing – often companies will grant options just before a big funding event using the old 409A value, since right after the round the 409A common stock value may increase. Just be cautious; if a term sheet is signed or the round is essentially certain, your valuation firm may consider that in the new valuation. You cannot knowingly use an outdated valuation once a material event has effectively occurred.
- Major Company Milestones or Changes: Anything that substantially changes the company’s prospects or financial situation can require a new valuation. For example, landing a significant partnership or contract, achieving major revenue milestones, pivoting to a new business model, or losing a key patent or founder could all be considered material. Essentially, ask: would an investor value the company higher or lower because of this event? If yes, it’s likely time for a new 409A. It’s a bit subjective, so when in doubt, consult with your board and valuation provider.
- Mergers or Acquisition Offers: If your startup is in talks to be acquired or has received an acquisition offer, that’s definitely a trigger. Even if you don’t accept the offer, the mere fact that someone was willing to pay $X million for the company is an indication of value that can’t be ignored. Similarly, if you yourself are acquiring another company with stock, that could affect value.
- Secondary Stock Sales: If there are notable secondary transactions (e.g. a founder or early employee selling a chunk of common stock to an outside buyer), those can serve as data points for fair market value. A few sporadic small secondary sales might not move the needle, but if, say, a group of employees sells stock at a certain price per share, that price may need to be factored in.
- IPO Preparation: As a company matures, valuations often happen more frequently. A company that is on a credible path to an IPO within 12-18 months will typically start doing 409A valuations quarterly or even monthly leading up to the IPO. This is because regulators (and auditors) scrutinize the stock option pricing in the period before a public offering – the SEC will review your option grants in the 12-18 months pre-IPO to ensure you weren’t gaming the system. So, late-stage companies err on the side of very frequent 409As to ensure everything aligns closely with evolving market value.
Need one now? Mantle delivers in days, not weeks.
The 409A Valuation Process (What to Expect)
You might be wondering what actually happens during a 409A valuation, and how much work it is for you as a founder. The good news is that while you will need to gather information and spend some time on it, a good valuation provider will walk you through the process, which is fairly standard. Here’s a step-by-step overview of a typical 409A valuation process:
- Engage a Qualified Valuation Firm – First, you’ll choose an independent valuation provider (we’ll talk about how to pick one in the next section). You’ll usually sign an engagement letter and schedule a kickoff call. Many startups use specialized 409A providers or platform services (sometimes your cap table software offers 409A services too). Costs can range from roughly $2,000 to $5,000 or more depending on provider and company complexity, but for a seed or Series A startup expect on the lower end of that range.
- Data Collection (Preparation) – The valuation firm will provide you with a checklist of documents and information to supply. This is where you’ll do a bit of homework gathering the needed data. To make it smoother, it helps to have the following ready in advance:
- Corporate Documents: Your Certificate of Incorporation (and any amendments) and capitalization table are fundamental. These show the ownership structure and classes of stock.
- Financials: Recent financial statements (income statement, balance sheet) and financial projections. They may ask for a forecast model or at least a budget for the next 1-3 years. Early-stage startups often have “best-effort” forecasts – just give the most realistic picture you can, as this will feed into valuation models.
- Company Pitch/Overview: Often, the 409A provider will ask for your latest pitch deck or a summary of your business plan. This gives context on the market, product, and traction.
- Key Metrics and Milestones: Any data on growth (users, revenue, etc.) that demonstrates traction, and a summary of major milestones achieved or upcoming.
- Details of Recent Financing: If you raised a round, provide the terms (post-money valuation, price per share of preferred, etc.). The valuers will likely use the backsolve method with this info to gauge enterprise value.
- Comparable Companies: Some firms ask you to suggest a list of peer companies. For instance, you might list 5-10 public companies or recently acquired startups in your industry that could be used as comparables. Don’t stress if your company is very unique; just give your best guesses – the valuation analysts can adjust as needed.
- Other Relevant Info: Are there any offers to buy the company? Any plans for IPO? Any outstanding convertible notes, SAFE notes, or warrants? These all can affect value (convertible instruments add to the effective company valuation). Essentially, anything an investor or buyer might consider, you should mention.
* Being thorough and accurate with documentation is important. One common mistake is providing incomplete or inaccurate information, which can delay the process or skew the result. The valuation is only as good as the data inputs, so double-check that your cap table is up-to-date and your financials make sense.
- Analysis by the Valuation Firm – With the data in hand, the valuation analysts get to work. They will likely have follow-up questions or a call with you to clarify your business model, any recent developments, and your outlook. A good firm will try to “tell the story” of your company’s value – they may ask qualitative questions too (e.g., “What’s your competitive advantage?” or “How do you plan to monetize in the future?”) to ensure they apply the right assumptions.
Using established valuation methodologies (typically a combination of income approach, market approach, and sometimes an asset/cost approach), they will estimate your enterprise value. For example:- Under the market approach, they’ll look at those comparable companies’ financial multiples (like revenue or EBITDA multiples) and apply them to your metrics. They might also consider any recent transactions (investments in or acquisitions of similar companies).
- Under the income approach, they may construct a simplified discounted cash flow model using your financial projections, calculating the present value of future expected cash flows.
- If applicable, under the cost approach, they could consider the net assets of the company (usually more relevant if the company is pre-revenue or asset-rich).
- For venture-backed startups, a key method is often the backsolve, which starts from your latest preferred stock price and works backward using an option-pricing model to infer the total equity value of the company, taking into account preferred preferences.
Once they estimate the enterprise value, the firm will allocate that value among the different share classes. Common techniques include the Option Pricing Method (OPM) or Probability-Weighted Expected Return Method (PWERM). Without diving too deep, these models determine what common stock would be worth given the liquidation preferences of preferred stock in various exit scenarios. Finally, they apply the discount for lack of marketability (DLOM), since common shares of a private company are illiquid.
The end result of the analysis is an appraised fair market value per common share. This process might sound complex, but to you as a founder, what matters is that the professionals are doing a defensible, by-the-book analysis.
- Draft Report & Review – The valuation firm will compile its analysis and conclusions into a 409A valuation report. This document typically ranges from dozens to over a hundred pages, including the methodologies used, comparable data, financials, and the final valuation conclusion. Before it’s finalized, you’ll get a chance to review a draft and discuss it with the provider. Good firms will walk you through the findings. If something looks off (maybe they misunderstood a piece of data), you can clarify at this stage. The goal is a reasonable, defensible valuation – you’re not trying to negotiate the number like you would with an investor; rather, you’re ensuring all facts are correct and the analysis makes sense. Remember, as the company, you have a duty to ensure the valuation is reasonable, even when done by a third party. So this review is your opportunity to sanity-check the report.
- Board Approval – Once the report is finalized, the typical next step is to have your Board of Directors formally approve the 409A valuation and adopt it as the fair market value for option grants going forward. Many companies do this via a board consent or at a board meeting. The board will also approve any new stock option grants using that valuation as the strike price. It’s a good practice to document this in the board minutes or consent resolutions. Having board sign-off further solidifies that the company is in agreement with the valuation.
- Option Grants – With the fresh 409A value in hand (and board-approved), you can now grant stock options to employees with the confidence that they’re priced at or above FMV. Typically, companies will batch grants after a new valuation – e.g., annual refresh of option pool or new hire grants each quarter. The valuation report will be kept in your records (and often shared with your auditors or lawyers as needed) to prove compliance.
How Long a 409A Valuation Takes (and How to Speed It Up)
A 409A valuation typically takes 1–3 weeks from data submission to report delivery. The timeline can roughly break down as: one week for you to gather data and for initial analysis, a second week for the valuation firm to run models and prepare a draft, and a third week to finalize the report and get board approval. If you have all your documents ready and respond to questions quickly, some providers can turn around a valuation even faster (within a week or so), but it’s good not to rush it unnecessarily.
Later-stage companies or those involving auditors might take a bit longer – for instance, if your company is revenue-generating and has an outside auditor, the auditor might want to review the draft valuation (which could add a week). But for a typical seed/Series A startup, expect roughly a two-week process for the valuation, plus whatever time it takes to coordinate a board consent.
Pro Tip: Time your 409A process so that you’re not left unable to grant options when needed. Don’t wait until the day you want to issue offer letters to start a valuation. Many startups do a refresh shortly after a financing or at a regular annual cadence. If you know recruiting is ramping up, get the valuation done ahead of that.
How Much Does a 409A Valuation Cost?
Pricing can vary based on the complexity of your company and the stage you’re at. Here are several factors that influence the cost:
- Company stage: Early-stage startups generally pay less, while late-stage or pre-IPO companies may need more robust analysis.
- Revenue complexity: SaaS, hardware, or marketplace models with complex or high-revenue structures often require deeper analysis.
- Number of entities: If your startup has subsidiaries, international entitites, or multiple classes of stock, expect higher costs.
- Urgency: Expedited timelines can add fees.
Average Price Ranges by Provider
| Provider | Cost Range | Turnaround Time | Notes |
| Big 4 Firms | $5K-$15K+ | 3-4 weeks | Best for late-stage |
| Specialized Firms | $1K-$5K | 1-2 weeks | Ideal for early-stage |
| DIY/Software Tools | $500-$2K | 49-72 hours | Risk of lower defensibility |
When to Use Bundled 409A Services
Some cap table and equity management platforms offer bundled 409A valuations with their services. This can:
- Save money compared to standalone providers
- Ensure smoother data handoff (since they already manage your cap table)
- Offer faster turnaround due to built-in templates and automation
At Mantle, we focus on providing affordable, transparent pricing with no surprises. Check out our pricing plans.

Understanding 409A “Safe Harbor”
Throughout 409A discussions, the term “safe harbor” comes up frequently. Safe harbor means that if you follow certain procedures, the IRS will presume your 409A valuation is reasonable. This is exactly where you want to be. Achieving safe harbor essentially shifts the burden of proof. If ever questioned, the burden is on the IRS to prove your valuation was unreasonable, rather than on you to prove it was reasonable. In practice, safe harbor is your legal shield that makes it very tough for the IRS to successfully challenge your option pricing.
So how do you get safe harbor for a 409A valuation? The IRS regulations lay out three methods that automatically qualify as safe harbor:
- Use an Independent Appraisal – This is by far the most common safe harbor approach. You hire an outside valuation firm (independent, with relevant experience) to appraise the FMV of your common stock, and the valuation date is not more than 12 months before the option grant date. Nearly all startups take this route, because today it’s relatively affordable to get a professional valuation report, and it carries a lot of credibility. Engaging a qualified third-party appraiser essentially checks the safe harbor box.
- The Illiquid Startup Method – This is a more niche safe harbor method for very early companies under 10 years old with no imminent change-in-control or IPO plans. It allows someone with “significant knowledge and experience” (which could be an internal person) to perform the valuation, as long as it’s documented with a written report and considers all the relevant factors (assets, cash flows, market comparables, etc.)dlapiperaccelerate.comdlapiperaccelerate.com. This safe harbor is rarely used except maybe by some seed-stage companies, because frankly it’s safer to just use an independent firm unless you truly have the expertise in-house. Most founders are not itching to become valuation experts.
- Non-Lapse Restriction Method – This is an even rarer method, essentially involving a formula-based share price in a binding buy/sell agreement (for example, a formula tied to book value or earnings) that is used consistently for any stock transactions. It’s uncommon for startups to use this approach – it might apply if your company’s buyback agreements fix the price via formula. For the vast majority of startups, this isn’t applicable.
For practical purposes, when people talk about a 409A safe harbor, they mean “we hired a qualified independent valuation firm, got a report, and we update it at least every 12 months or after any big events.” By doing so, you secure the safe harbor presumption of reasonableness. If you don’t follow a safe harbor method, you can still be compliant, but the onus will be on you to defend your valuation to the IRS if challenged. That’s a position you’d rather avoid.
It’s worth noting that safe harbor has a time limit. A 409A valuation is generally valid for up to 12 months from the valuation date, unless a material event occurs sooner that would affect the company’s value. This means once you get a valuation, you have a safe harbor window of 12 months to grant options at that valuation. After a year, or after a major event (whichever comes first), you should refresh the valuation to stay in safe harbor.
What happens if you fall out of safe harbor? If you let your valuation go stale or issue options without one, the IRS could potentially challenge your option pricing. Without safe harbor, the company must prove that its valuation method was reasonable and the price truly reflected FMV at the time – a tough task without a third-party report. Losing safe harbor doesn’t automatically mean you’re non-compliant, but it greatly increases the risk. And remember, any failure in compliance means each affected option holder could face that 20% penalty tax and immediate income tax on vesting.
In short, staying within safe harbor is the smart move. It’s like keeping an insurance policy on your option grants.
Common 409A Valuation Mistakes to Avoid
Founders often stumble on a few practical issues regarding 409A valuations. Here are some common mistakes and how to avoid them:
- Procrastinating or “Last-Minute” Valuations: One frequent mistake is delaying the 409A valuation until right before an option grant needs to be made. This can lead to panic if the process takes longer than expected or if issues arise. Avoid this by planning ahead. If you know you’ll be hiring or granting refresh equity, start the valuation process early. It’s much better to have a valid 409A in hand a few weeks before grants than to scramble.
- Using an Old Valuation After a Big Event: As discussed, a major fundraising or other material event voids your old valuation’s safe harbor. Don’t ignore this. For example, say you raised a Series A three months after your last 409A – you must not keep using the pre-Series A valuation for new grants. Get a fresh one. It’s a serious compliance risk to use an outdated valuation post-event. The IRS and future auditors will look at the timeline, and if they see you granted options following a big value-changing event without a new 409A, that’s a red flag.
- Hiring a Low-Quality or Inexperienced Appraiser: We covered this in the provider section, but it’s worth emphasizing as a mistake to avoid. Going with an unqualified person (for example, a friend who’s a CPA but has never done a 409A, or the absolute cheapest online service without checking credentials) can lead to a poorly supported valuation. If an auditor later finds the report lacking or the assumptions unreasonable, you could have to redo it (possibly at a higher value) and even reprice granted options, which is a nightmare scenario. Always use a reputable firm so you’re confident the valuation will hold up to scrutiny.
- Incomplete Documentation Trail: Another pitfall is not keeping proper records around the 409A. Make sure you retain the full valuation report (in digital and/or hard copy) and the board resolutions approving it. Also, keep copies of all data you provided (financial statements, cap table, etc.). If years later an issue arises (e.g., an acquisition diligence or an IRS audit), you’ll want to be able to show the analysis and that the board approved using it. Companies have found themselves scrambling because an old valuation report couldn’t be found when needed. Treat these like important legal documents – store them with your corporate records.
- Ignoring Legal and Auditor Input: Sometimes founders treat the 409A as a checkbox and don’t loop in their legal counsel or, when applicable, auditors. In fact, it’s wise to coordinate with your lawyers and auditors (if you have an audit) on the valuation approach. Lawyers might flag if something seems off from a legal perspective, and auditors (especially for later-stage companies) might have certain expectations (for example, the audit firm might insist on reviewing draft reports above a certain valuation). Bringing them in early avoids rework. As a best practice, having your auditor on the kickoff call for a valuation (once you’re big enough to have an auditor) is recommended. They can agree on methodology upfront, saving you from having to possibly redo things.
- Letting the 409A Lapse: It’s easy to get busy with a million other things in a startup and forget that your valuation “expired” after 12 months. Mark your calendar well in advance. If you go, say 15 months, without updating and grant an option in month 15, that grant is technically out of safe harbor. Some founders simply forget to schedule the annual refresh. Avoid this by treating it as an annual compliance item (just like filing Delaware franchise taxes or renewing insurance). Many law firms will also remind companies about 409A timing as part of their corporate maintenance.
Avoiding these pitfalls is largely about being proactive and diligent with your 409A processes. If you treat the valuation seriously, get it done on time, and involve the right people, you’ll steer clear of trouble. As one startup lawyer advised, you need to be “mindful of 409A anytime options are being priced” – it should be an automatic consideration, not an afterthought.
What Happens If You Skip a 409A Valuation?
Without a 409A valuation, employees may face heavy tax penalties under IRS Section 409A rules. Here are some of the risks involved:
- IRS Penalties
- The IRS can impose severe tax penalties on your employees if they’re granted options priced below FMV. They’ll be taxed as if the stock options are ordinary income rather than long-term capital gains. That can lead to a massive tax bill for your team, damaging morale and trust.
- Repricing of Stock Options
- If you’ve issued stock options at an incorrect price, you may need to “reprice” them — a costly and time-consuming process that can affect employee retention.
- Investor Due Diligence Risk
- If you’re raising money, investors will almost certainly look at your 409A valuation during due diligence. If your valuation is outdated or improperly done, it could kill your changes of securing investment.
The Bottom line: 409A isn’t optional. It’s a box you need to check.
Choosing a 409A Valuation Provider: Best Practices
Selecting the right firm to perform your 409A valuation is important. While it might be tempting to think “this is just a formality, any cheap service will do,” the reality is that the quality and credibility of the valuation can be crucial if it’s ever scrutinized (by auditors, acquirers, or the IRS).
Here are some best practices and tips for choosing a 409A provider:
- Use an Experienced, Credentialed Firm: Ensure the provider has solid experience doing 409A valuations for companies at your stage and in your industry. Valuing a high-growth SaaS startup is very different from valuing a brick-and-mortar small business. Look for firms whose clientele includes venture-backed startups similar to yours. Many startups go with specialized valuation firms or larger accounting firms that have dedicated 409A services. At a minimum, the person signing off on the valuation should have relevant valuation credentials (like CFA or ASA) and experience with early-stage company valuation.
- Reputation and Audit Acceptance: A great litmus test is whether the firm’s valuations are respected by major audit firms. If you expect to get audited financials in the future or go IPO, it helps that your 409A reports come from a firm that Big Four auditors (Deloitte, PwC, EY, KPMG) won’t scoff at. Many top valuation firms have Big Four-approved methodologies. Some cap table software companies now offer automated 409As, which can be convenient and low-cost, but make sure they have human experts involved and a track record – not all are created equal. In short, credibility matters.
- Don’t Choose Solely on Price: While cost is a factor (startups are frugal, of course), going with the absolute cheapest option can backfire. An anecdote from Armanino illustrates this: A company picked the lowest bid for a 409A (maybe an inexperienced solo appraiser). The report came in low. When the company’s auditor eventually reviewed it, they lost confidence and essentially required a new valuation from a more credible firm – resulting in a higher strike price and double the fees, not to mention a lot of management time wasted. This scenario can be devastating: if you have to retroactively raise the strike price on already-granted options, employees and the board will be unhappy. So, focus on quality and reputation. Often, mid-range pricing from a known firm is better than a rock-bottom deal from an unknown provider.
- Sector Knowledge: If your startup is in a specialized field (biotech, hardware, fintech, etc.), consider a firm that understands those dynamics. They’ll be more adept at choosing appropriate comparables and assessing your market. During provider selection, you can ask if they’ve done valuations for similar businesses.
- Turnaround Time and Support: Most providers will quote a standard timeline (a couple of weeks). If you need it faster, ask if they accommodate rush requests. Also, evaluate how responsive and helpful they are in initial conversations. A good provider should be willing to have a call, explain their process, and answer your questions. Since this might be your first 409A, having a patient partner to guide you is valuable.
- References or Reviews: If possible, talk to fellow founders about who they’ve used for 409As. Startup communities often share recommendations. If investors have a preferred valuation group, that’s worth noting too – some VC firms or startup law firms can suggest reputable providers.
In summary, choose a provider with the right credentials, relevant startup experience, and a good reputation. This is not an area to cut corners, because a poorly done 409A can cause headaches later that far outweigh a few hundred dollars saved. As one First Round Capital partner cautioned, “pricing options without a valid 409A” is a surefire way to create legal and financial trouble down the road. So do it right the first time.
Why Mantle Is Different
- Specialized in Startups: We specialize in 409A valuations for early- to growth-stage startups. Our analysts understand the nuances of startup financing, cap tables, and fast-paced environments.
- Affordable: Mantle offers the ability to bundle your annual 409A valuations with our cap table management platform — helping you save time and money by streamlining both into one startup-friendly package.
- Speed You Can Count On: Get a comprehensive, audit-ready 409A valuation in as little as 4-6 business days. That’s 3x faster than most traditional advisors.
- Trusted by Hundreds of Founders: We work with founders backed by firms like Andreessen Horowitz, First Round Capital, and Y Combinator.
| Feature | Mantle | Traditional Firms |
| Turnaround Time | 4-6 business days | 2-3 weeks |
| Audit-Ready Reports | Yes | Yes |
| Startup-Focused Team | Yes | Rare |
| Cost Transparency | Always | Often opaque |
| Bundled Cap Table Management | Available | Rare |
High vs. Low 409A Valuations: Finding the Sweet Spot
One strategic consideration founders often grapple with is whether they should be happy with a higher 409A valuation or a lower one. Intuitively, you might assume a lower valuation is always better (cheaper stock for employees!). Yet, there are pros and cons to both ends of the spectrum. Let’s explore the “sweet spot” in balancing these, and how to manage perception:
High 409A Valuations: On one hand, a high 409A valuation can be seen as a positive reflection of your company’s progress. If your common stock valuation is climbing, it implies the company’s estimated fair value is growing – which often correlates with hitting milestones and increased investor interest. A higher valuation may signal strong growth potential to investors and can validate that the business is on an upward trajectory. However, the downside is that it results in higher exercise prices for employee stock options, which could diminish the perceived upside for employees and make options a less enticing part of their comp package. Employees might hesitate to exercise options with a high strike price, especially if it’s inching close to the price per share investors paid. Additionally, if the 409A seems too high without obvious justification, it could raise questions or extra scrutiny from auditors or the IRS, though if it’s well-supported, this is less of an issue.
Low 409A Valuations: On the other hand, a low 409A valuation keeps the option strike prices low, which is great for attracting and retaining talent. It maximizes employees’ potential gain and minimizes their cost to exercise, which they will certainly appreciate. The company can issue options that feel like a real bargain. However, if the valuation is very low relative to your progress or last funding, it “may raise concerns about dilution among existing investors” or come off as an underestimation of the company’s value. Investors generally understand the 409A need not equal their pricing, but if, for example, a company that raised money at $10/share last year still has a 409A of $0.50 now despite great growth, an investor might question why the common stock is valued so low. They might worry the company is playing games to benefit employees at the expense of valuation optics. Also, an extremely low valuation that isn’t well-supported could risk IRS challenge – though within safe harbor it’s presumed okay, you still want it to make logical sense.
The “Sweet Spot”: The ideal scenario is a 409A valuation that accurately reflects your company’s fair value – not too high, not too low, but justifiable. You’re not aiming to impress anyone with this number, nor to cheat anyone; you just want it to be defensible. A good valuation firm will help calibrate this. If you feel the result is unrealistically high or low, have a candid discussion with the appraisers about why. They might explain factors you hadn’t considered. Or if there’s leeway (valuations often come as a range of reasonable values), they might choose a point in the range that strikes the balance between not undervaluing and not overvaluing.
One tactical move if you find your 409A creeping up over time and worrying about recruiting: you can do a stock split. For example, doing a 2-for-1 stock split will halve your per-share 409A value (and double the number of shares accordingly). This doesn’t change the company’s overall value at all, but it makes the price per share more palatable – e.g., $10/share becomes $5/share after a 2:1 split, without anyone losing ownership percentage. As mentioned earlier, if the FMV starts to sound expensive for hiring purposes, a split can get the strike price back down to a level that sounds more attractive. This is a cosmetic change, but psychology matters when offering equity to candidates. Many startups do occasional splits to keep option prices in a nice round, low-looking range (pennies or a few dollars). Always coordinate with legal counsel for splits, as you’ll need board and stockholder approvals, but it’s a handy tool that doesn’t violate any 409A rules (the valuation just adjusts mechanically).
In summary, don’t think of your 409A as something you want to always push lower. Think of it as something you want to get right. If it naturally rises, that’s fine – communicate to employees that a higher strike price means the company’s valued more (their options are still valuable). If it’s low, ensure it’s defensible and clearly separate in everyone’s mind from the VC valuation. As long as you’re in safe harbor and the analysis is sound, you have flexibility to manage optics (like splits or choosing a strike equal to an old price in a down round). The “sweet spot” is simply a fair valuation that keeps you compliant and your equity plan effective.
Using 409A Valuations Proactively in Fundraising and Growth
Finally, let’s talk strategy: beyond pure compliance, how can you, as a founder, use the 409A process to your advantage, especially in the context of fundraising and company growth?
- Leverage 409A to Build Credibility with Investors: When entering due diligence for a financing, having your equity house in order (including 409A reports for all past option grants) shows investors that you’re a responsible founder. It removes a potential blocker – if a VC discovers you’ve been granting options with no 409A, that becomes a diligence issue to fix. On the flip side, if you can confidently hand over a recent 409A report and your cap table, it streamlines diligence. Some investors may even ask for your latest 409A to see how the common stock was valued versus the price they’re paying; it’s usually a formality, but you want that file readily available.
- Time Your Grants Around Rounds: As noted, a new funding round will require a new 409A. Use this to your benefit. Suppose you’re closing a Series A next month – you might decide to grant options to a batch of new hires now (before the round closes) using the current lower valuation, then do the new 409A after the round for future grants. This isn’t about trickery; at the moment of grant, the current 409A is valid. Once the funding is signed, you’ll update it. By doing this, you potentially give those hires a slightly lower strike price than if you waited. The key is to always be compliant – if the term sheet is solid and both parties consider it effectively done, some would argue that’s already information that should be factored in. But typically, until a round is finalized, you can use the last valuation. Just don’t push it too far or do anything that could be seen as granting “cheap” options on the eve of a big uptick that everyone knows is coming. It’s a fine line – get legal advice when timing things so you stay on the right side of the rules.
- Post-Fundraise Valuation Planning: After you raise money, your 409A will likely jump up (though still much lower than the preferred price). It’s wise to schedule a 409A update soon after a financing – many companies include the cost of a new 409A in their round planning. This ensures you can grant options to those new hires funded by your fresh capital at a fair price. Also, investors often want to see that update happen; it’s part of the financial housekeeping post-round.
- Use Splits or Option Repricing to Maintain Morale: If over time your 409A skyrockets due to big valuation increases, employees’ option exercise costs might become quite high. Consider a stock split to bring the per-share price down into a psychologically comfortable range (without altering anyone’s ownership). For example, companies heading towards IPO often do splits for this reason. Conversely, if your valuation went down (say you did an internal down round), you might choose to keep a higher strike for new grants to avoid demoralizing earlier employees who have higher strike prices. These moves can be done in a way that stays compliant while addressing human factors of equity perception.
- Communicate Value, Not Just Price: In early fundraising stages, investors won’t confuse your 409A with company valuation – they know the difference. But as you grow, later-stage investors or even public market investors might see hints of your 409A history (especially in an IPO filing, where the company must explain any large differences between option exercise prices and IPO price). The SEC often reviews if there’s a significant gap between the last 409A valuation and the IPO price, for instance. If it’s too large without a good reason, they might suspect the company underpriced options (which would mean understating compensation expense). So, strategically, you want your 409A to track reasonably with company progress so that by the time of an IPO, the trend line makes sense. Being proactive with more frequent valuations as you approach an IPO or major exit is part of this strategy.
- Use 409A Reviews as Business Checkpoints: Interestingly, going through a 409A valuation can be a bit like a lightweight business audit each time. The valuers will ask about your performance, market, and projections. Some founders use the annual 409A process as an opportunity to reflect on how their company’s risk profile has changed. For example, if your 409A comes back higher this year because you hit milestones, that’s validation; if it’s flat or only slightly up despite lots of progress, it might be a reality check on how the market sees your company. It’s an external viewpoint on your value. This can inform how aggressively you push for a higher price in the next funding round or how you pitch the company’s progress.
- Protect Employees from Surprises: One proactive use of 409A knowledge is to help employees with things like ISO exercise timing or 83(i) elections (if applicable). For instance, if an employee is considering exercising options early to start their capital gains clock, knowing the current 409A (and that it’s valid for 12 months) helps them gauge if now is a good time. Some companies even notify employees when a new 409A is done and what the new price is, so they understand the change. It’s not required, but it can be part of transparent culture. Just clear any communications with legal counsel.
In essence, while the 409A is a compliance necessity, it can also be woven into your strategic planning. Use it to keep your option grants flowing smoothly during growth, to reassure investors that you’re on top of financial governance, and to maintain a happy team by smartly managing how equity value is presented. As one valuation expert said, “Your 409A follows you around” through various stages of your company – so it’s wise to pay attention to it and treat it as part of the broader equity strategy of your startup.
409A FAQs
Q: Do I need a 409A valuation before issuing options? Yes, the IRS requires a 409A valuation before you issue common stock options to employees to avoid tax penalties.
Q: How often should I get a 409A valuation? At least every 12 months, or sooner if there’s a material event (e.g. new funding round, M&A activity, or a significant business change).
Q: Can I use a previous 409A for new hires? Only if it’s still within the 12-month safe harbor window and there have been no material events since the last valuation.
Q: What happens if I don’t get a 409A valuation? You risk violating IRS rules, which can trigger heavy tax penalties for employees—including immediate taxation and a 20% additional tax.
Q: Who performs a 409A valuation? Typically, an independent valuation firm, though some platforms integrate valuation services as part of their equity management offerings.
Q: Can I do a 409A valuation myself? Technically yes, but it won’t provide safe harbor protection unless done by a qualified independent appraiser. DIY approaches are not recommended unless you’re very early stage and understand the risk.
Conclusion: Prioritizing Accuracy and Compliance
A 409A valuation might not be the most glamorous aspect of startup life, but it is absolutely foundational for any company that intends to use equity compensation (which is nearly every high-growth startup). By prioritizing an accurate and compliant 409A process, you are ultimately protecting both your employees and your company’s future.
Ready to Get Compliant?
Start your 409A valuation with Mantle in just a few clicks. We’ll take care of the heavy lifting.

Disclaimer: This blog post is provided as general information to clients and friends of Mantle. It should not be construed as, and does not constitute, financial, legal or tax advice on any specific matter, and employers and employees should always consult their professional advisors, accountants or attorneys as needed when considering decisions or actions that may impact your business or personal interests. Mantle does not assume any liability for reliance on the information in this blog post.
