The 10x Salesperson

The 10x programmer - engineers whose prodigious productivity and perspicacity change the arc of a business.

But what about a 10x AE? A salesperson who books 10x more business than their next closest peer.

10x engineers use their knowledge of technology to achieve astounding feats. Why wouldn’t the same idea apply to sales?

With AI, we will start to see sales outliers who meaningfully outperform & break quota expectations.

AI compresses prospect research time. AI writes emails. AI captures transcripts from sales conversations. All of this work is 50-80% automated.

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Gordian Knots in Software Engineering

Measuring engineering productivity is a Gordian knot.

How does a manager measure the performance of an engineer? Lines of code, like lines of a blog post aren’t a good metric. Most of the time, short, direct prose is better than verbose or lengthy sentences that carry on forever because they haven’t been edited & really ought to be, but someone was rushing or forgetful, & they lose the reader along the way.

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Make Hay When the Sun Shines : Liquidity in Startup Exits

Companies aren’t bought. They’re sold.

Hang around startups & venture capital long enough, & you’ll hear this aphorism. It means it’s much easier to sell a company when there’s plenty of demand.

In any given year, there’s an 82% chance the value of startup liquidity will change by more than 77% - both up & down.

Aside from certain crypto tokens, it’s hard to find a less reliable market than the VC exit market.

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2024 Predictions

Every year I make a list of predictions & score last year’s predictions.

Here are my predictions for 2024.

  1. The IPO market remains closed through the first 6 months of the year. But a few mega issuances, especially Stripe & Databricks in the summer or fall, re-open it for others. The Fed cuts rates, which helps.
  2. M&A accelerates throughout the year. The anticipation of a rate change drives fear of target acquisition valuations. In the last two years, M&A has totaled about $49b & it surges to above $60b driven by AI acquisitions. PE becomes an important buyer of companies growing 10-25%, as it did in 2018, driven by lower debt costs.
  3. AI & data continue to dominate the funding landscape as founders & investors seek novel applications of the technology. A handful of companies achieve record-setting growth rates.
  4. The share of AI-enabled web searches approaches 50% of all consumer search as consumer behavior patterns evolve, especially on mobile.
  5. The BTC ETF drives a resurgence in interest in web3 financing. The winter forced many companies to evolve from open-source projects to revenue-generating businesses. We see the first broadly successful tokens with dividends (likely outside the US). This innovation reinvigorates very early-stage IPOs. We also see more ARR-based web3 businesses achieving scale. Record inflows into tokens fuel all-time highs in Bitcoin, Solana, & higher performance L1s who offer better price/performance to market.
  6. US VC investment falls from $275b in 2022 to $200b in 2023 & sustains at about $200-220b in 2024 as LP interest in venture attenuates after the euphoria in 2020 & 2021. Valuations remain relatively steady except for AI businesses, which command a premium to market of about 10-25%.
  7. The discussion around AI regulation becomes a critical topic in the US during the election because machine-generated content exacerbates international meddling in US politics. But the overwhelming desire for the US to continue to lead the innovation wave it started creates safe harbors, the same provisions which enabled the web to flourish, are applied to AI.
  8. Companies & startups in particular begin to report meaningful improvements in productivity from AI, reducing their headcount growth, but growing revenue just as much as projected. ARR per employee increases 10%, twice the decade long average.
  9. Data lakes become the dominant data architecture across business intelligence & observability workloads as more startups leverage Amazon S3 free replication. Cloudflare R2’s architecture for very large data sets drives a meaningful growth in its usage, predominantly for AI.

Grading last year’s predictions :

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Why Startup M&A in 2024 Will Rebound

Earlier this week, Alteryx announced its intention to go private for $4.4b. It’s the 10th in 2023.

Company Valuation
Qualtrics 12.5
Coupa 8
New Relic 6.5
Cvent 4.6
KnowBe4 4.6
Alteryx 4.4
EngageSmart 4.0
Software AG 2.4
Sumo Logic 1.7
Momentive 1.5
Total 50.2

In December of last year, I wrote :

Private equity acquires 10% of the 70+ publicly traded software companies by the end of the year. With hundreds of billions of dry powder, plenty of healthy cash flows generated by SaaS publics, & the leverage of the inevitable shareholder lawsuit if a board rebuffs the 30% premium of a tender offer, private equity becomes the dominant M&A option in dollar terms for 2023.

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Synthesis as Brilliance : Worldly Wisdom from Charlie Munger

I had pre-ordered Poor Charlie’s Almanack before Charlie Munger died & read it when it arrived.

In the ten speeches that constitute the book, Mr. Munger reveals his frameworks for life.

Mr. Munger was known for his worldly wisdom, a collection of mental models that helped him think about the world. Compound interest, confirmation bias, & something he calls the Lollapalooza effect - human psychology that shapes human behavior. Tulips, cryptocurrency, & cola all fit into this effect.

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Step-Ups & Duration : The Shape of Things to Come to the Series A in 2024

The typical software startup raised their Series A 15 months after raising their seed at 2x their seed valuation.

A year ago, that Series A would have been raised three months earlier at 3.5x the valuation.

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Here’s another way of visualizing the data. The red dot is 2023 - the other years are in grey. Across rounds for the 50th & 75th percentile of companies, step-up valuations are the lowest multiples in about ten years.

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How to Improve Your LLM : Combine Evaluations with Analytics

The future of LLM evaluations resembles software testing more than benchmarks. Real-world testing looks like this, asking LLMs to produce Dad jokes like this zinger : I’m reading a book about gravity & it’s impossible to put down.

Machine learning benchmarks like those published by Google for Gemini2 last week, or precision and recall for classifying dog & cat photos, or the BLEU score for measuring machine translation provide a high-level comparison of relative model performance.

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In Like a Lamb, Out Like a Lion

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Mongo announcing earnings yesterday concludes this quarter’s index of software buyers.

As the chart above shows, the software market is plateauing & some companies are rebounding.

Why is a flat growth rate something to cheer?

First, 30% growth is now top quartile.

Second, each of these businesses has scaled, doubling or more in the last three years. A 30% growth on twice as large a revenue base signifies many buyers are ready to spend.

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