Interview
Be Wary of Solving a Small, Rare Problem - Des Traynor of Intercom
Founding Origins & Motivation
- Co-founder Des Traynor was a computer science PhD student attempting to automatically measure programmer proficiency via code output simulations.
- His research findings, which revealed universities relied on "template-based learning" (grading code structure rather than functionality), were rejected by academic institutions for being uncomfortable.
- Traynor pivoted to writing a blog about design and usability after academia rejected his research.
- He met co-founder Owen McCabe at a 2006 coffee morning in Dublin, a networking event for internet professionals.
- Traynor and McCabe founded an agency called Contrast, modeled after the "37 signals" approach to have a side project for eventual pivot.
- Their first side project was Exceptional, a Ruby on Rails-based error handler launched to notify developers of bugs and affected users.
The Pivot to Intercom
- By 2010, Traynor and McCabe faced operational friction using legacy tools (PayPal, Pearl scripts, Campaign Monitor) to manually notify customers of downtime.
- A simple in-app message pop-up regarding downtime generated significantly higher user engagement than email newsletters.
- The team iterated on this feature, adding capabilities for users to reply to the business, view active user lists, and send targeted messages.
- External feedback explicitly stated the chat tool was more valuable than the underlying product (Exceptional).
- They sold Exceptional to Rackspace to validate the pivot, then launched Intercom in July 2011.
- Intercom reached #1 on Hacker News upon launch, validating the market demand for direct user communication tools.
Early Growth & Content Strategy
- Early sales relied on manual onboarding: Traynor personally emailed users, and CTO Kieran Barrons walked new customers through installation via Skype.
- Content marketing was "content-first, marketing-second," with Traynor writing 93 of the first 100 blog posts.
- The strategy focused on "timeless content" regarding design, product, and funding rather than direct sales pitches.
- The goal was to target the entire problem spectrum (e.g., "grow user base," "product vision") to catch users at various stages of the buying journey.
- This approach built a dominant traffic source that remains central to Intercom's growth today.
Founder Role Evolution
- Traynor shifted roles continuously based on the biggest unresolved problems: Product/Strategy → Engineering Oversight → Customer Support → People Operations → Marketing.
- As a non-marketer, he initially found the field intimidating due to a lack of standardized best practices compared to engineering.
- He learned marketing through immersion, observing other successful companies, and accepting that marketing organization structures vary significantly.
- His marketing philosophy rejects the "engineer's approach" (optimizing strictly for CAC < LTV) as unrealistic.
Marketing Principles & Acquisition
- Problem vs. Solution: Users must buy into the problem before a solution can be sold; finding the right "synonyms" for that problem is critical.
- Shopping Journeys: Companies must capture users at different abstraction levels (e.g., "live chat," "growth solutions," "customer retention").
- Attribution Spectrum: Successful marketing requires unattributable brand-building work to support later attributable conversion campaigns; relying solely on attribution leads to conversion drops.
- Competitive Bidding: Bidding on competitor keywords can capture the "superset" of traffic (users shopping for any incubator or solution) rather than just brand-specific searchers.
- Cascading Thought Leadership: Content should guide users from general concepts (e.g., "businesses need personal relationships") to specific product features (e.g., "messaging builds relationships") over time.
Product & Brand Alignment
- Product, marketing, and brand must be aligned to a core idea (Intercom's core: "make internet business personal").
- New products (e.g., "Educate," "Engage") are launched only if they fit this core philosophy and trigger updates across design, sales, and content.
- Product unbundling (separating Support, Marketing, and Sales) improved conversion by tailoring the messaging to specific user functions rather than a "one-size-fits-all" pitch.
- Brand architecture must balance specificity (hard to expand) and ambiguity (hard to convert); Intercom chose a flexible brand umbrella to cover multiple use cases.
Scaling Challenges
- Onboarding: As companies scale, new hires lose the "osmosis" learning of small teams; Intercom now invests heavily in structured new hire onboarding to maintain alignment.
- Hiring Expertise: Founders often struggle to hire senior leaders in unfamiliar domains (like marketing) without being "bullshitted" by candidates.
- Distributed Teams: Managing multiple offices (Dublin, London, San Francisco, Chicago) requires deliberate rituals (e.g., team meetups, executive retreats) to prevent silos.
- Performance Management: Companies often delay addressing underperformance; Traynor advocates for early, open, and professional conversations regarding firing or role changes.
Startup Advice & Product Philosophy
- Vision First: Startups need a strong, belief-driven vision before writing code to guide hiring and alignment.
- Problem Size: Successful products must solve problems that are either Big or Frequent; solving problems that are both Small and Rare rarely works.
- Self-Service: Low-price products ($9/month) require frictionless self-service; high-touch onboarding is not scalable for low-price points.
- Market Trends: Selling into a growing market does not excuse solving a small/rare problem; the total addressable market size does not compensate for lack of user engagement.
Future Goals (Next 2 Years)
- Shift marketing messaging to be more direct regarding ROI and financial outcomes (revenue generation/cost savings) for enterprise clients.
- Better connect the massive brand awareness generated by Intercom's content (podcasts, events, blogs) to the core software product.
- Avoid the trap of becoming a brand so abstract no one knows what the company does, or so specific it cannot expand into adjacent markets.
Personal Interests & Future Ventures
- Traynor identifies two major unsolved problems: Soccer technology (specifically piracy and lack of on-demand viewing) and Financial simplification (pensions, insurance, mortgages).
- He notes that these industries are hindered by bureaucracy and misaligned incentives but offer opportunities for drastic simplification via chatbots or streamlined flows.
- He views his favorite public work not as Intercom itself, but as a 7-minute talk titled "Product Strategy Means Saying No" given in Boston.
- The talk was created under time pressure, features rapidly changing slides, and significantly raised his profile as a public speaker.