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TAM takedown, green card layoffs, when to ignore investor advice • ZebethMedia

When the downturn began, many VCs urged founders to slash their marketing spending. On its face, that’s an effective way to extend runway while cutting costs. Several months later, we’ve since learned that cutting marketing budgets doesn’t make early-stage startups healthier, but it is a great way for VCs to reduce burn rates across their entire portfolio. As Rebecca Szkutak reported this week, SaaS startups that ignored this advice outperformed the ones that followed it. If someone offers you free business advice, it’s probably for their own benefit. In business, if someone’s offering you advice, it’s probably for their own benefit. Which is why I take investors at their word when they say most founders cannot properly assess their total addressable market (TAM). Most founders submit a slide with three concentric circles: TAM on the outside, SAM (serviceable addressable market) in the middle, and SOM (serviceable obtainable market) in the center. Full ZebethMedia+ articles are only available to membersUse discount code TCPLUSROUNDUP to save 20% off a one- or two-year subscription “When this slide appears, most investors chuckle (or weep),” writes Bill Reichert, partner and chief evangelist at Pegasus Tech Ventures. Few investors will wire funds based on how many billions you think you’ll make in year 8. Instead, founders must demonstrate that they have a directional plan and a keen understanding of prospective users. “How many customers will you acquire this year? Next year? The year after?” asks Reichert. And just as importantly, “How many can you convert? How will you reach them?” Don’t spend too much time calculating future revenue or reading Gartner studies for factoids that sound authoritative. Instead, build a bottom-up model that focuses on the size of the opportunity, not the market. “Show investors how you are going to build an ever-expanding cadre of delighted customers,” Reichert advises. “Don’t suggest that your focus is on acquiring market share in a large established market.” Have a great weekend, Walter ThompsonEditorial Manager, ZebethMedia+@yourprotagonist How to turn user data into your next pitch deck Investors might enjoy listening to a founder’s well-rehearsed story, but sharing the right customer data “can definitively power up a pitch deck,” says David Smith, VP of data and analytics at TheVentureCity. “Investors need to see that you’re not being blindsided by easy wins that can go up in smoke within weeks, but are using hard data to build a sustainable company that will endure, and thrive, with time.” SaaS startups that ignored VC advice to cut sales and marketing were better off this year Image Credits: Andriy Onufriyenko (opens in a new window) / Getty Images Many VCs advised founders to dial back their sales and marketing outlays to preserve runway this year. And, as it turns out, many VCs have been giving the wrong advice. According to data from Capchase, a fintech that offers startups non-dilutive capital, “companies that didn’t cut spending on sales and marketing were in a better financial and growth position now than those that did when the market started to dip in 2022,” reports Rebecca Szkutak. Of the 500 companies surveyed, bootstrapped firms showed the strongest growth, said Miguel Fernandez, Capchase’s co-founder and CEO. “What we have seen in this case, and what is most interesting, is that the best companies have actually cut every other cost except sales and marketing.” Dear Sophie: My co-founder’s a green card applicant who just got laid off. Now what? Image Credits: Bryce Durbin/ZebethMedia Dear Sophie, My co-founder and I were both laid off from Big Tech last week and it’s the kick we needed to go all-in on our startup. We’re first-time founders, but they need immigration sponsorship to maintain status with our startup. Do we look at an O-1A in the 60-day grace period? Thanks! — Newbie in Newark Pitch Deck Teardown: Sateliot’s $11.4M Series A deck Image Credits: Sateliot (opens in a new window) Cell phone coverage is built to serve people, which is why Sateliot is launching nanosatellites to provide IoT connectivity for ocean buoys and autonomous drones. The company shared its €10 million Series A deck with TC+, which includes all 18 slides: Cover Problem: “90% of the world has no cellular coverage” Team Solution: “To connect all NB-IOT devices from space under 5G standard” Value proposition: “Near real-time connectivity” Product: “Standard protocol” Why us: “Sateliot is the #1 satellite operator” Market size Competition  Business model  Traction: “MNOs engaged and technical integrations ongoing”  Go-to-Market: “Early adopters program”  Interstitial slide  Benefit  Progress  NGO program  Slogan  Conclusion How much tax will you owe when you sell your company? Image Credits: PM Images (opens in a new window) / Getty Images Getting a startup off the ground is hard work, so asking founders to prepare for an acquisition may sound just as silly as telling them to practice their Academy Award speech in the bathroom mirror. Still: if you’re ready to launch a startup, you must also be prepared to sell one. In an explainer for TC+, Peyton Carr, managing director of Keystone Global Partners, offers a framework for calculating taxation upon an exit and lays out the differences between short-term capital gains and long-term capital gains rates. “As a founder, you’ll need to plan for your personal tax situation to optimize the opportunity set that is presented to you.”

How much tax will you owe when you sell your company? • ZebethMedia

Peyton Carr is a financial adviser to founders, entrepreneurs and their families, helping them with planning and investing. He is a managing director of Keystone Global Partners. More posts by this contributor With a Section 1045 rollover, founders can salvage QSBS before 5 years Advanced tax strategies for startup founders When a founder sells their company, its valuation gets a lot of attention. But too much emphasis on valuation often leads to too little consideration for what stockholders and stakeholders pay in taxes post-sale. After an exit, some founders may pay a 0% tax while others pay over 50% of their sale proceeds. Some founders can walk away with as much as two times the money as other founders at the same sale price — purely due to circumstances and tax planning. Personal tax planning can ultimately impact a founder’s take-home proceeds as much as exit-level valuation changes can. How does this happen? Taxes owed will ultimately depend on the type of equity owned, how long it’s been held, where the shareholder lives, potential tax rate changes in the future and tax-planning strategies. If you’re thinking about taxes now, chances are you’re ahead in the game. But determining how much you’ll owe isn’t simple. In this article, I’ll provide a simplified overview of how founders can think about taxes as well as an easy way to estimate what they will owe in tax upon selling their company. I’ll also touch on advanced tax planning and optimization strategies, state tax and future tax risks. Of course, remember that this is not tax advice. Prior to making any tax decisions, you should consult with your CPA or tax adviser. How shareholders are taxed When it comes to minimizing capital gains tax, QSBS (qualified small business stock) can be a game-changer for people that qualify. Let’s assume you’re a founder and own equity or options in a typical venture-backed C-corp. A number of factors will determine whether you will be taxed at short-term capital gains (ordinary income tax rates) or long-term capital gains, also referred to as qualified small business stock (QSBS) rates. It’s essential to understand the differences and where you can optimize. Below is a chart summarizing different types of taxation and when each applies. I further break this down to show the combined “all in” federal + state + city taxation, if applicable. Founders with exits on the horizon that will raise more than $10 million should explore some of the advanced tax strategies I covered in one of my previous articles, since there are opportunities to multiply or “stack” the $10 million QSBS exclusion and minimize taxation further. Image Credits: Keystone Global Partners As you can see above, some of the more common levers that influence how much tax a founder owes after an exit include QSBS, trust creation, which state you live in, how long you’ve held your shares and whether you exercise your options.

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