startups, here's enterprise decoded ...
1. 'circle back' = dead
2. 'get it done asap' = 60-90 days
3. 'send me what I can share internally' = 3 bullets
4. 'this is exciting' = let me play a role where I can show how I helped shape this for us internally
5. 'send me your paper' = i will send you mine back OR be prepared for 4-6 iterations on your paper
6. 'how much time is needed' = 30min OR less
7. 'I will bring my boss, who's joining on your side' = I expect you to match seniority -- ie. your founder
8. 'No questions from my side" = I have no idea what just happened
9. 'This price seems fair' = this falls below what I had budgeted
10. 'Give me time' = stop following up mf-er, I'm on it
Voice AI works best as an extension, not a wedge.
ServiceTitan launched a voice customer service agent. They already had the data and the customer base. Voice infrastructure (Vapi) just abstracted away the complexity.
The real opportunity is not voice first startups. It's voice as the next interface for companies that already own the workflow.
@MikeDroesch on why incumbents win here
Michael Saltzman, cofounder of EvolutionIQ, spent the first two years on one customer. Their data came from seven sources and was messy, ugly, and constantly breaking.
Instead of building perfect architecture upfront, EvolutionIQ built a translation layer out of necessity. By year three, that customer was selling them to competitors because the product actually fixed their economics.
Check out the full episode below.
Embedded payments don't fail because of tech.
They fail because we treat them like a feature.
Most vertical SaaS teams do the "right" stuff: pick a processor, ship the integration, update onboarding docs, train support, announce it to customers.
Then they sit back waiting for adoption to roll in like product led growth magic.
When it doesn't, the story is always external:
"Merchants don't like change." "This vertical is unique." "Payments just takes time."
Sometimes that's true.
But the real pattern is more uncomfortable: embedded payments fails because leadership launches it like a feature instead of building it like a business.
The vSaaS platforms generating 40%-70% of revenue from payments didn't stumble into it.
They made a deliberate call that payments would be a core business line with:
A clear owner. A real number they obsess over. Incentives tied to outcomes. Executive visibility every single week.
When payments is a side quest, adoption stays optional. When payments is a business line, the organization behaves differently.
Low performing teams ask: "How do we integrate payments?"
High performing teams ask: "If payments works, how does it change the economics and operating model of our SaaS?"
That question forces real decisions.
Product stops treating payments like a checkout screen. Sales and CS stop pitching it like an add on. Finance stops seeing it as pass through revenue.
Because it isn't. Payments is margin, risk, underwriting, pricing strategy, and LTV expansion.
You can't run that like a feature.
The strongest vSaaS payments motions are marketing led and sales supported. You're changing behavior. You're asking a business to reroute how money moves.
Merchants adopt when the value is so obvious they feel dumb not doing it.
You're not selling payments. You're selling outcomes.
If payments revenue isn't reflected in compensation plans, it's not a priority.
When incentives line up, the whole machine tightens. Sales cares earlier. CS cares longer. Product cares about friction.
That's when adoption stops being nice to have and becomes inevitable.
The takeaway: embedded payments succeeds because leadership runs it like a business line. Complete with ownership, economics, marketing driven adoption, and incentives that force focus.
Human judgement in engineering is ironically even more crucial now. Deciding what to build. Deciding on the right architectures. Deciding whether you regenerate from scratch $$$ or reuse existing legos. Managing tech debt. You can do anything now, but you can't do everything.
You do not hate corporate enough.
https://t.co/pYMOavzSPV has been down for like two months. Now I can't order water.
I'm like, "Hey guys, you need help? I can fix it"
Corpo: