What Construction Tech Investors Regret Most About Their Deals

January 17, 2025

The regrets and hard lessons learned in the trenches of construction tech investing. With over $34.7 billion invested in construction tech between 2020 and 2024, these lessons couldn't be more valuable.

Ever wondered what keeps construction tech investors up at night? We've all heard about the flashy success stories, but today we're diving into something different - the regrets and hard lessons learned in the trenches of construction tech investing. With over $34.7 billion invested in construction tech between 2020 and 2024, these lessons couldn't be more valuable.

This Week On Practical Nerds - tl;dr

  • Construction tech experts can provide facts but not predict disruption accurately
  • Quick successive funding rounds mask insufficient company validation
  • Winners in construction tech portfolios emerge after five years

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Construction Tech Experts Can Provide Facts But Not Predict Disruption

How Should Investors Use Construction Expert Feedback?

The construction industry is a complex web of workflows, each with its own regional and company-specific nuances. We've learned that while industry experts are invaluable sources of information, their input must be carefully filtered. The key lies in distinguishing between objective observations and speculative predictions.

Take the example of someone evaluating a construction site inventory management solution. When you ask a site manager about their current process for handling material deliveries, you'll get concrete, reliable information. But ask them about future industry disruption, and you're likely to hit a wall. It's similar to asking a horse-cart driver in 1900 about the future of automobiles - they can tell you everything about current transportation challenges but might miss the bigger picture of industry transformation.

Construction experts excel at providing factual observations about existing workflows, specific pain points, and current market dynamics. However, they often struggle to envision how their industry might be disrupted. This limitation isn't a reflection of their expertise but rather a natural consequence of being deeply embedded in current systems and processes.

The key insight here is that investors must maintain what we call an "expert query fit" - matching the right questions to the right experts. When speaking with construction professionals, focus on gathering objective data about current processes, workflows, and pain points. Save the future-gazing and disruption predictions for internal strategic analysis.

A critical takeaway is that being an industry expert doesn't automatically translate to being able to predict how that industry will evolve. In construction tech investing, the most valuable insights come from combining expert-provided facts with independent analysis of potential disruption patterns.

Quick Successive Funding Rounds Mask Insufficient Validation

Why Is Temporal Diversification Crucial In Construction Tech?

In the heady days of 2020-2021, when capital flowed freely, many construction tech companies raised multiple rounds in rapid succession. We witnessed companies closing Series B rounds barely 18 months after formation, often with valuations that would qualify as small IPOs today. While this might seem like a mark of success, it often masked a dangerous pattern.

The problem lies in what we call "temporal diversification" - the practice of spacing out investment rounds to allow companies to generate meaningful validation data across different market conditions and challenges. When rounds are compressed into short timeframes, investors lose the opportunity to evaluate how companies perform across various market cycles and competitive landscapes.

Consider a high-profile example from our portfolio. The company showed impressive growth and attracted top-tier talent, leading to a massive Series B round. However, the compressed timeline between rounds meant that fundamental questions about unit economics and working capital remained unanswered. The company hadn't had enough time to prove its model's resilience across different market conditions.

This issue is particularly pronounced in construction tech, where the sector is still maturing as a venture category. During certain periods, capital can become highly concentrated in a few companies that fit popular investment narratives, regardless of their underlying fundamentals. This creates a dangerous dynamic where external validation through fundraising might be mistaken for business model validation.

The fundamental truth in construction tech investing is that true company validation requires time - no amount of capital can accelerate the process of discovering whether a business model truly works.

Winners In Construction Tech Portfolios Emerge After Five Years

How Long Does It Take To Identify A True Winner?

Success in construction tech rarely follows a linear path. The journey typically involves multiple ups and downs, periods of stagnation followed by dramatic growth, and sometimes unexpected pivots. This pattern is particularly evident in construction tech, where adoption cycles tend to be longer and more complex than in other sectors.

Through our experience managing multiple construction tech portfolios, we've observed that it typically takes at least five years to identify genuine winners. This timeline might seem long, but it reflects the reality of building and scaling solutions in an industry known for its careful approach to new technology adoption.

Consider the pattern we've observed across our portfolio: Companies often show initial promise, face significant challenges that might appear terminal, then emerge stronger with a refined business model. Some of our most successful investments spent years in what appeared to be a plateau before finding the right combination of product, market fit, and timing.

This extended timeline for success has profound implications for both investors and founders. For investors, it means maintaining patience and avoiding the temptation to over-index on short-term performance metrics. For founders, it reinforces the importance of building sustainable businesses rather than chasing rapid growth at all costs.

The key to successful construction tech investing lies in understanding that true winners emerge through sustained performance over time, not through rapid early-stage growth or successful fundraising.

Conclusion: The Five-Year Validation Framework

Before making follow-on investment decisions in construction tech companies, evaluate:

  1. Temporal Diversification: Has enough time passed to validate the business model across different market conditions?
  2. Expert Query Fit: Are we gathering the right type of information from the right experts?
  3. Validation Metrics: Do we have enough data points across multiple timeframes to make informed decisions?
  4. Market Timing: Is the sector mature enough for the solution being offered?
  5. Growth Sustainability: Can the company maintain growth without constant capital injection?

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