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Surviving the venture drought created cap table chaos

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After more than two years of venture capital retrenchment, startups that survived the battle are emerging as real businesses. But their haphazard journeys — grabbing capital when and where they could — have, in many cases, made a mess of these companies’ capitalization tables. 

It seems that guerilla fundraising, along with the normal chaos of crises and opportunities requiring immediate founder attention, frequently leads to a lack of accurate recordkeeping for the company’s cap table. Companies will need to remedy that situation if they want to have any hope of raising new venture capital. 

2023 was the worst year for VC funding since 2017 and 2024 hasn’t been looking much stronger. With venture investors still struggling to find a new normal, companies looking to grow will require all the usual proof points: good technology, a great market opportunity, a big problem and great underlying economics. 

But they also can’t show up with a cap table that looks like a Jackson Pollock painting, all chaos and uncertainty. A bad cap table — or one that clearly signals financial laxity or mismanagement — can easily be the kiss of death in a still-challenging VC funding market. 

A dirty cap table is an understandable phenomenon that regularly occurs in fledgling companies where innovation, revenue growth and customer acquisition take precedence over keeping close tabs on funding rounds. It’s a mistake entrepreneurs make time and time again. But that mistake can lead to future chaos and diminished confidence among critical investors, possibly resulting in debilitating lawsuits and a lack of interest from new investors to put more money into the administrative mess that’s been created.  

So, founders who successfully wheedled needed capital from various sources in various forms and on divergent terms will now need to turn their attention to an urgent cap table cleanup. If they don’t, they’ll find their options for raising new capital on acceptable terms are severely limited. 

Preparing and executing a cap table cleanup is almost as much fun as surviving two years without additional capital. It’s not a task that’s particularly easy to fix in the rearview mirror, either. It’s distracting and time-consuming, but it can and must be done. 

Here are the major steps:

  1. Get all equity and capital-related documents in one place. Stock purchase agreements, option grants, SAFEs, convertible notes, term sheets, everything. Version control is important to ensure that the actual governing document is the one being compiled.
  2. Make sure every equity issuance is reconciled with board minutes, resolutions and written consents.
  3. Categorize all equity raises, taking care to separate common stock, preferred stock, options, warrants, SAFEs and convertible notes. Record all details for each type of equity: issue date, number of shares, price and any specific terms or conditions.
  4. Check all ownership information and update records — shareholder names (including founders, employees, investors and advisors) — and be sure the share numbers are accurate. 
  5. Lay out the variables in the equity structure by overlaying vesting schedules for founder, employee and affiliated party equity. Also, make sure all convertible instruments are tracked with their conversion terms and schedule.
  6. This is the time to implement cap table software, like Carta, Pulley, Shareworks and others. Empower a qualified individual or cohesive team with the duties of overseeing a well maintained cap stack with responsibility for creating and maintaining efficient workflows and controls that will deliver the results that keep you on track. Creating the foundation for future growth and complexity and are worth the investment for a growing company.
  7. Get help where needed. No founder can spare their key team members for an extended period to perform what is in essence a heavily clerical and analytical task. A company’s accountants and outside counsel can usually make much shorter work of the task. 
  8. Communicate with investors and evaluate any obvious challenges to a fundraising process. Are approvals awkward and time-consuming? Do you have too many small investors? At least come to the process armed with the knowledge of where the challenges will be. Also, examine any disproportionate voting rights that could become hurdles to new funding.

Nailing down the cap table in many ways is the documentation of a company’s financial narrative, which in turn becomes an important element in the fundraising process. 

Having a clean cap table is a statement of operational competence and managerial transparency. It says that adults are in charge and future investors and their capital will be treated with the same level of respect and professionalism.  

It’s been a long, hard road for startups these past few years, and in some ways has led to permanent changes in venture capital investing. Companies that can demonstrate traditional capabilities like operating efficiency, financial control and tight business planning alongside their innovative technology development are being rewarded by investors. A squeaky clean cap table signals readiness to take investors’ capital and earn them the returns they deserve.

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Accounting

XcelLabs launches to help accountants use AI

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Jody Padar, an author and speaker known as “The Radical CPA,” and Katie Tolin, a growth strategist for CPAs, together launched a training and technology platform called XcelLabs.

XcelLabs provides solutions to help accountants use artificial technology fluently and strategically. The Pennsylvania Institute of CPAs and CPA Crossings joined with Padar and Tolin as strategic partners and investors.

“To reinvent the profession, we must start by training the professional who can then transform their firms,” Padar said in a statement. “By equipping people with data and insights that help them see things differently, they can provide better advice to their clients and firm.”

Padar-Jody- new 2019

Jody Padar

The platform includes XcelLabs Academy, a series of educational online courses on the basics of AI, being a better advisor, leadership and practice management; Navi, a proprietary tool that uses AI to help accountants turn unstructured data like emails, phone calls and meetings into insights; and training and consulting services. These offerings are currently in beta testing.

“Accountants know they need to be more advisory, but not everyone can figure out how to do it,” Tolin said in a statement. “Couple that with the fact that AI will be doing a lot of the lower-level work accountants do today, and we need to create that next level advisor now. By showing accountants how to unlock patterns in their actions and turn client conversations into emotionally intelligent advice, we can create the accounting professional of the future.”

Tolin-Katie-CPA Growth Guides

Katie Tolin

“AI is transforming how CPAs work, and XcelLabs is focused on helping the profession evolve with it,” PICPA CEO Jennifer Cryder said in a statement. “At PICPA, we’re proud to support a mission that aligns so closely with ours: empowering firms to use AI not just for efficiency, but to drive growth, value and long-term relevance.”

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Accounting is changing, and the world can’t wait until 2026

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The accountant the world urgently needs has evolved far beyond the traditional role we recognized just a few years ago. 

The transformation of the accounting profession is not merely an anticipated change; it is a pressing reality that is currently shaping business decisions, academic programs and the expected contributions of professionals. Yet, in many areas, accounting education stubbornly clings to outdated, overly technical models that fail to connect with the actual demands of the market. We must confront a critical question: If we continue to train accountants solely to file tax reports, are we truly equipping them for the challenges of today’s world? 

This shift in mindset extends beyond individual countries or educational systems; it is a global movement. The recent announcement of the CIMA/CGMA 2026 syllabus has made it unmistakably clear: merely knowing how to post journal entries is insufficient. Today’s accountants are required to interpret the landscape, anticipate risks and act with strategic awareness. Critical thinking, sustainable finance, technology and human behavior are not just supplementary topics; they are essential components in the education of any professional seeking to remain relevant. 

The CIMA/CGMA proposal for 2026 is not just a curriculum update; it is a powerful manifesto. This new program positions analytical thinking, strategic business partnering and technology application at the core of accounting education. It unequivocally highlights sustainability, aligning with IFRS S1 and S2, and expands the accountant’s responsibilities beyond mere numbers to encompass conscious leadership, environmental impact and corporate governance. 

The current changes in the accounting profession underscore an urgent shift in expectations from both educators and employers. Today, companies of all sizes and industries demand accountants who can do far more than interpret balance sheets. They expect professionals who grasp the deeper context behind the numbers, identify inconsistencies, anticipate potential issues before they escalate into losses, and act decisively as a bridge between data and decision making. 

To meet these expectations, a radical mindset shift is essential. There are firms still operating on autopilot, mindlessly repeating tasks with minimal critical analysis. Likewise, many academic programs continue to treat accounting as purely a technical discipline, disregarding the vital elements of reflection, strategy and behavioral insight. This outdated approach creates a significant mismatch. While the world forges ahead, parts of the accounting profession remain stuck in the past. 

The consequences of this shift are already becoming evident. The demand for compliance, transparency and sustainability now applies not only to large corporations but also to small and mid-sized businesses. Many of these organizations rely on professionals ill-equipped to drive the necessary changes, putting both business performance and the reputation of the profession at risk. 

The positive news is that accountants who are ready to thrive in this new era do not necessarily need additional degrees. What they truly need is a commitment to awareness, a dedication to continuous learning, and the courage to step beyond their comfort zones. The future of accounting is here, and it is firmly rooted in analytical, strategic and human-oriented perspectives. The 2026 curriculum is a clear indication of the changes underway. Those who fail to think critically and holistically will be left behind. 

In contrast, accountants who see the big picture, understand the ripple effects of their decisions, and actively contribute to the financial and ethical health of organizations will undeniably remain indispensable, anywhere in the world.

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Accounting

Republicans push Musk aside as Trump tax bill barrels forward

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Congressional Republicans are siding with Donald Trump in the messy divorce between the president and Elon Musk, an optimistic sign for eventual passage of a tax cut bill at the root of the two billionaires’ public feud.

Lawmakers are largely taking their cues from Trump and sticking by the $3 trillion bill at the center of the White House’s economic agenda. Musk, the biggest political donor of the 2024 cycle, has threatened to help primary anyone who votes for the legislation, but lawmakers are betting that staying in the president’s good graces is the safer path to political survival.

“The tax bill is not in jeopardy. We are going to deliver on that,” House Speaker Mike Johnson told reporters on Friday.

“I’ll tell you what — do not doubt, don’t second guess and do not challenge the President of the United States Donald Trump,” he added. “He is the leader of the party. He’s the most consequential political figure of our time.”

A fight between Trump and Musk exploded into public view this week. The sparring started with the tech titan calling the president’s tax bill a “disgusting abomination,” but quickly escalated to more personal attacks and Trump threatening to cancel all federal contracts and subsidies to Musk’s companies, such as Tesla Inc. and SpaceX which have benefitted from government ties.

Republicans on Capitol Hill, who had —  until recently — publicly embraced Musk, said they weren’t swayed by the billionaire’s criticism that the bill cost too much. Lawmakers have refuted official estimates of the package, saying that the tax cuts for households, small businesses and politically important groups — including hospitality and hourly workers — will generate enough economic growth to offset the price tag.

“I don’t tell my friend Elon, I don’t argue with him about how to build rockets, and I wish he wouldn’t argue with me about how to craft legislation and pass it,” Johnson told CNBC earlier Friday.

House Budget Committee Chair Jodey Arrington told reporters that House lawmakers are focused on working with the Senate as it revises the bill to make sure the legislation has the political support in both chambers to make it to Trump’s desk for his signature. 

“We move past the drama and we get the substance of what is needed to make the modest improvements that can be made,” he said.

House fiscal hawks said that they hadn’t changed their prior positions on the legislation based on Musk’s statements. They also said they agree with GOP leaders that there will be other chances to make further spending cuts outside the tax bill. 

Representative Tom McClintock, a fiscal conservative, said “the bill will pass because it has to pass,” adding that both Musk and Trump needed to calm down. “They both need to take a nap,” he said.

Even some of the House bill’s most vociferous critics appeared resigned to its passage. Kentucky Representative Thomas Massie, who voted against the House version, predicted that despite Musk’s objections, the Senate will make only small changes.

“The speaker is right about one thing. This barely passed the House. If they muck with it too much in the Senate, it may not pass the House again,” he said.

Trump is pressuring lawmakers to move at breakneck speed to pass the tax-cut bill, demanding they vote on the bill before the July 4 holiday. The president has been quick to blast critics of the bill — including calling Senator Rand Paul “crazy” for objecting to the inclusion of a debt ceiling increase in the package.

As the legislation worked its way through the House last month, Trump took to social media to criticize holdouts and invited undecided members to the White House to compel them to support the package. It passed by one vote.

Senate Majority Leader John Thune — who is planning to unveil his chamber’s version of the bill as soon as next week — said his timeline is unmoved by Musk. 

“We are already pretty far down the trail,” he said.

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