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First Principles

The Lyft Playbook for Cannabis

Bryan FieldsOctober 23, 2025318 words
Data & TechnologyState RegulationRetail & Dispensary Operations
Written after
The Lyft Playbook for Cannabis: Building Trust Through Tech ft. Ashwin Raj
Ep. 276 · Ashwin Raj · Oct 23, 2025

Cannabis is a disruptor.

And disruption means change for someone else.

Change is hard.

Change creates friction.

And friction makes industries push back harder.

Taxis didn't want rideshare.

The world did.

Lyft proved that.

Ashwin Raj helped make it happen — and now he's bringing that same playbook to cannabis.

Regulatory battles aren't new — just newer to us.

Every emerging industry has to earn its right to exist.

Lyft had to fight cities, airports, and an entrenched taxi lobby — all while proving safety, reliability, and access.

Each market had its own rules.

Each city its own barriers.

But the principles stayed the same: Listen. Adapt. Keep pushing.

Scattered spreadsheets.

Personal bandwidth stretched thin.

Cash tight.

That's what disruption looks like on the ground floor of extraction. Until you realize that staying on the hamster wheel is harder than fixing it.

A tool that replaces spreadsheets and gives your team visibility into every run, every yield, every dollar — that's how you get ahead of the chaos.

👉 See how operators are doing it.

Cannabis is living a similar story.

Different stigma.

Same fight.

Every state is its own city.

Every license its own battle.

And like Lyft, we're rewriting the rules as we go.

Disruption means breaking what came before. But it also means building what comes next.

Market dynamics are fluid. Emerging industries being smothered by existing ones — it's the natural survival of the fittest.

These are the challenges. But these are also the opportunities born from them.

And as Silicon Valley tech leaders enter the cannabis industry with optimism, they see the same things most of us saw when we first entered this space:

An emerging, disruptive industry poised for builders to do what they do best — Build differentiated products.

Adapt to customer needs. Create for an industry still being defined.

Because this playbook has worked before — and it will again.

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    Originally published on LinkedIn.