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Episode #88

What Investors Look for in AI and Tech

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If your tech product can be replicated with a weekend of prompt engineering, you don’t have a software business—you have a temporary feature.

In 2026, venture capital and growth equity firms are not writing checks for clever AI wrappers. As code generation tools make building software faster and cheaper than ever, the traditional barrier to entry has collapsed.

"Code is no longer a barrier to entry like it was before, because you can use AI for coding so fast," explains Jim Ferry, Partner at Volition Capital, a Boston-based growth equity firm managing $675 million in its fifth fund. "The question that we're asking for every company in Volition's investment committee is very consistent: It’s the question of durability. How durable is the asset over time?"

Ferry evaluates thousands of high-growth, founder-owned businesses every year, backing Series A and Series B companies with $15M to $60M checks.

In this conversation on Tales from the Pros with Imaginovation co-founders Michael Georgiou and Eric Lawrence, Ferry unpacks where smart capital is actually moving, why unsexy vertical software and hardware-enabled SaaS are winning, and how founders must transition from scrappy "vibe coding" prototypes to battle-tested enterprise architecture.


1. The Three Waves of Tech: Navigating the 2026 AI Paradigm Shift

To understand where technology investment is heading, Ferry points to the structural macro waves of software over the past four decades:

  1. Wave 1: On-Premises to Cloud: The shift from legacy license-and-maintenance software to multi-tenant SaaS created immense wealth for early backers of Salesforce, Workday, and ServiceNow.
  2. Wave 2: Pure-Play SaaS Proliferation: Every departmental workflow got a dedicated SaaS tool. However, this category is now oversaturated and heavily vulnerable to AI disruption.
  3. Wave 3: The Native AI & Autonomous Wave: AI is fundamentally transforming how software operates, but the market is shifting past the initial hype cycle where every AI-labeled startup commanded sky-high multiples.

"We view this wave as an unbelievable opportunity because tons of wealth will be created over the next 10 to 20 years," notes Ferry. "What we're trying to avoid is what happened in the dot-com era—getting caught in the hype cycle. Multiples are coming back to reality. Every new business is an AI business, so they don’t all deserve a crazy valuation."

For teams exploring enterprise AI adoption, understanding why early AI pilots fail when scaling to production is critical to avoiding the trap of shallow AI implementations.


2. What Creates True "Durability" When Code Is Cheap?

When any solo developer can spin up an MVP in days using low-code platforms and AI generators, where does defensibility come from?

Ferry outlines the specific moats growth equity investors look for before writing an eight-figure check:

Moat Factor Why AI Wrappers Fail How Durable Companies Win
Data Advantage Relies on public LLM APIs (OpenAI, Anthropic) with zero proprietary data. Proprietary first-party data loops that compound with usage and scale.
System Integrations Shallow surface-level API connections. Deep, non-public, mission-critical workflow and ERP/legacy system integrations.
Physical Defensibility 100% digital interface vulnerable to instant automated cloning. Hardware-Enabled SaaS: Physical infrastructure tied to high-margin recurring software.
Network Effects Single-user utility with zero viral retention. Multi-sided marketplaces where supply and demand balance creates a self-reinforcing flywheel.
User Convenience Raw LLM output requiring user assembly. Flawless UX packaging that solves complex, everyday friction out of the box.

 

Case Study: PetScreening’s $80M Investment & The Power of Unsexy Vertical Software

One of Volition Capital’s recent marquee transactions was co-leading an $80 million investment in PetScreening, a vertical SaaS platform based in Morrisville, North Carolina that helps property managers and landlords screen household pets and validate assistance animals.

Why did an unglamorous problem attract an $80M check?

  1. Fragmented, Hard-to-Replicate Data: There is no central government registry for service animals. Validating pet documentation requires navigating disparate, messy data sources.
  2. Self-Reinforcing Data Flywheel: The bigger PetScreening gets, the more data it aggregates, making it impossible for new entrants to compete.
  3. Mission-Critical Compliance: Property managers face major legal liabilities with Fair Housing compliance regarding assistance animals. PetScreening eliminates that risk.

"The key question in diligence was durability," Ferry highlights. "PetScreening has a massive database that is difficult to replicate. The way they integrate and aggregate that data becomes their own first-party data over time. The bigger they get, the more partners ask: 'Why would we work with anyone else?'"


3. The Hardware-Enabled SaaS Renaissance

For years, mainstream venture capitalists avoided hardware, wary of physical supply chains, inventory cycles, and capital expenditure. In 2026, the script has flipped.

"I don’t care how good your AI is right now—AI cannot manufacture hardware," says Ferry. "We have a lot of hardware-enabled software companies in our portfolio (like ButterflyMX). Large private equity buyers who used to say 'we don't touch hardware' are now actively asking us for those deals, because they see a durable moat against pure AI disruption."

When your digital product controls physical access (e.g., smart intercoms, IoT sensors, supply chain trackers), software is merely the operating system for a real-world asset. That physical presence prevents competitors from replacing your business with a single AI model update.


4. Vibe Coding vs. Production Reality: Bridging the Scale Gap

With tools like Lovable, Replit, and v0, "vibe coding"—building functional software through conversational AI prompts—has lowered the barrier to rapid prototyping. But there is a dangerous misconception that a working prototype equals enterprise-ready software.

Ferry views digital product maturity across three distinct phases:

Stage Dimension Phase 1: Building & Validation Phase 2: Growth & Refactoring Phase 3: Operating at Scale
Typical Revenue $0 – $1M ARR (Early Seed) $5M – $50M ARR (Series A/B) $50M+ ARR (Growth / PE)
Primary Objective Fast product validation & customer discovery Technical debt cleanup & scalable architecture Enterprise governance & operational efficiency
Engineering Approach Vibe coding, low-code, rapid MVPs & scripts Refactoring, modular APIs, scalable cloud infra Hardened microservices, automated CI/CD, HA infra
Security & Compliance Basic authentication & quick integrations SOC 2 Type II, HIPAA/GDPR, data encryption Enterprise SLAs, continuous audits, zero trust
Team Structure Solo founder or 1–2 generalist developers Professional dev agency or dedicated in-house team Executive engineering leadership & specialized squads
Investor Focus Initial traction & user demand Unit economics, retention moats & durability EBITDA margins, predictability & market expansion

 

Why Scrappy Code Hits a Wall at $5M ARR

Early-stage founders often sell features before they exist, stitching together temporary scripts to close early deals. By the time they reach growth-stage investment ($5M–$50M revenue), that accumulated technical debt becomes a growth bottleneck.

To scale successfully, founders need strategies to build an MVP fast without accumulating technical debt.

"Pretty much every company we invest in is young and scrappy. A lot of times when we come in, there is a decent amount of technical debt that needs to be cleaned up," Ferry explains. "It’s about building scalable solutions to avoid tech debt—around back-office infrastructure, hosting reliability, data governance, and industry-specific security and compliance."

The Packaging Advantage: Why Convenience Still Wins

Even in areas where consumers or internal teams could build custom tools, purpose-built commercial software continues to win on convenience.

Ferry cited mobile nutrition app Cal AI as a prime example:

  • Users can snap a photo of their meal to calculate calories.
  • While anyone could theoretically take a picture and upload it to ChatGPT or Gemini, users happily pay $30/year because the dedicated UX, history tracking, and mobile interface remove friction.
  • Cal AI was recently acquired after rapid consumer adoption.

Similarly, while large enterprises can use AI to build certain internal tools in-house (one Volition portfolio company eliminated ~$1M in third-party software spend by rebuilding select tools internally), smaller $5,000/year workflow utilities remain far cheaper to buy than to maintain.


5. The New Due Diligence Playbook: 6-Month ARR Spikes vs. True Retention

The velocity of growth has changed dramatically. A few years ago, growth investors required 2 to 3 years of historical financial data before writing an expansion check. Today, native AI companies are exploding from $0 to $5M or even $20M ARR in 6 to 9 months.

However, rapid scale introduces hidden volatility:

  1. The Trial Phase Illusion: If a business signs hundreds of clients on annual contracts within its first six months, zero customers have reached their renewal window.

  2. Mass Churn Risk: If the software is merely a "novelty" or "nice-to-have" experiment rather than an embedded operational workflow, churn spikes as soon as initial budgets renew.

  3. The Diligence Shift: Growth investors now spend less time analyzing retrospective spreadsheets and significantly more time conducting deep customer interviews:

    • Is this product embedded in your core daily workflow?
    • If this software went down tomorrow, would operations halt?
    • Who inside your organization uses it every single day?

6. The Two Traps That Stall Post-Funding Growth

Even after raising a major funding round, many companies hit an unexpected growth ceiling. Based on thousands of evaluations, Ferry identifies the two most common culprits:

1. Overstating TAM vs. Realistic SAM (ICP Discipline)

Founders routinely pitch massive Total Addressable Markets (TAM): "Every small business in the US needs this."

In reality, the Serviceable Addressable Market (SAM) is a fraction of that figure:

  • Once you filter by operating systems (e.g., iOS only), regulatory constraints, industry niches, and target buyer demographics (e.g., ages 18–35), your real market narrows significantly.
  • High-performing companies obsess over their Ideal Customer Profile (ICP) rather than chasing broad, generic audiences.

2. The Quarter-by-Quarter Survival Trap

Scrappy founders often get trapped in short-term survival mode—focusing only on hitting next quarter's revenue target.

"A really good founder and management team is thinking: Where do I want to be 3 to 5 years down the line? And they work backwards from there," Ferry emphasizes. "The exact sales structure and product architecture that got you to $25M in revenue will not be what gets you to $50M. You have to transition from a founder doing everything to an operator who hires A-list talent and delegates."


7. The 5-Year Outlook: Autonomous Agents Running Core Business Operations

Looking ahead toward 2030, Ferry echoes the famous maxim: We are overestimating AI in the short term, but underestimating it in the long term.

The future of software is not typing prompts into chatbot interfaces; it is autonomous, goal-directed AI agents operating in the background. As the paradigm shifts from conversational generative chat to autonomous workflows (explore the breakdown in our guide on Agentic AI vs. Generative AI for software projects), businesses that invest early in custom AI agent development will gain an unmatched operational edge.

At Volition Capital, this shift is already live:

  • 12 Years Ago: Junior analysts spent hours manually clicking through LinkedIn profiles to source prospective investments with a low hit rate.
  • Today: Custom AI agents continuously ingest public and private datasets overnight, delivering a curated list of 200 high-growth target companies to analysts every morning.

Ferry dismisses apocalyptic economic narratives around automation, quoting economist John Maynard Keynes to emphasize that demand is elastic:

"Over the last 200 years, the most popular jobs of prior centuries don't even exist today. Automation doesn't destroy work—it creates new, higher-leverage categories of work. If you have intellectual curiosity, go play, build, and learn with these AI tools. It’s what will set you apart."


Key Takeaways for Product Leaders & Founders in 2026

  1. Moats Are Not in the Code: Build defensibility around proprietary data pipelines, unique hardware integrations, deep enterprise workflows, or network effects.
  2. Prototype with AI, Scale with Architecture: Use vibe coding and low-code tools to validate product-market fit fast, but invest in professional engineering, security, and refactoring to support multi-million-dollar ARR scale.
  3. Beware Fast Growth Without Retention Proof: Validate that your software is an indispensable daily workflow, not an experimental nice-to-have vulnerable to year-one churn.
  4. Target the Real SAM, Not the Vanity TAM: Focus your product and sales distribution on a tightly defined Ideal Customer Profile.
  5. Prepare for the Agentic Shift: Transition your product strategy from conversational chat interfaces to background autonomous agents that deliver proactive, end-to-end business outcomes.

Need to Turn Your Prototype into an Enterprise-Grade Digital Product?

At Imaginovation, we help innovative founders and enterprise leaders clean up technical debt, modernize legacy systems, and build scalable, secure custom software that commands market authority.

Explore our custom software development services, learn about our approach to legacy system modernization, or contact our product strategy team to scale your technology with confidence.

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Meet The Host

Michael Georgiou is the Co-founder at Imaginovation and the podcast host of Tales from the PROS. As an entrepreneur and business leader, he is passionate about sharing stories that inspire innovation and growth.

Eric Lawrence is the Director of Growth at Imaginovation. As co-host of Tales from the PROS, he brings years of experience working directly with clients seeking software and application development solutions. His insights help businesses understand what to look for in a development partner and how to set projects up for success.

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One of the best business podcasts! 🚀

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01/31/2022PanosGLuvsSpurs

I have listened to several business podcasts over the years and I have to say that Tales from the PROS is within my top three favorites. Michael does a GREAT job creating an authentic and real conversation and atmosphere with the amazing guests he has on the show. If you want to learn about the realities of business, insights on how to be successful, the power of storytelling, and how overcome the business struggles that life throws at us, then this podcast is for you. I highly recommend checking it out and be ready to learn and be inspired! 🎙🎯

Amazing insight!

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Michael is a great host and I really enjoy listening in on the conversations he has with business leaders. This podcast is great for anyone wanting to borrow ideas for their own business and looking to expand professionally!

An Educational Delight

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This podcast presents fascinating insight into the world of business and entrepreneurship. I am in no way, privy to these topics and have found these interviews to be incredibly educational. Michael talks with trailblazers from all walks of the business world and I am here for it!!!

Love “Tales from the PROS”!

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Michael Georgiou is a thoughtful and engaging host who chooses such a fascinating group of interviewees for his podcast! All of the thought-leaders, entrepreneurs, and business pros Michael invites on are exemplary in their fields and on the vanguard. I love listening to “Tales from the Pros” for inspiration and also a well- rounded and entertaining session. I highly recommend getting hooked on this podcast!

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09/01/2021Chris Utke

Michael’s podcast’s are amazing and very inspiring. As his best friend I’ve seen the great times and the struggles of Michael building his company. He has put sweat and blood into his company and I couldn’t be prouder of him. These podcasts are great to see and anyone would be so lucky to be on it. Mike keep grinding and you are doing amazing things in life brother!!!

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