Mashley.com · Silicon Valley
Michael Ashley, strategic advisor in Silicon Valley

I get important thingsmoving.

I'm a strategic advisor to founders and CEOs making a big growth move: launching a product, scaling a startup, or taking an established company into a new market, including into the US. On retainer, alongside you, for the decisions that matter most.

Tell me about the move you're making 30 minutes to see whether I'm the right person to help.
Who I work with

Leaders making a big move.

Startup or large company, it's the situation that matters: a leader accountable for a big growth move, who wants a senior partner alongside them rather than a one-off project.

Founders & CEOs

Scaling a startup.

You have a product and early traction. Now it's growth strategy, go-to-market, positioning, and partnerships... while every big decision still runs through you.

Right now I'm advising a founder building software for the trades.

How I work →
Executives leading an expansion

Taking a company into a new market.

Often it's a company entering the US, where the playbook from home doesn't quite transfer. You need someone who knows how things work here, and who has brought products to market before.

Right now I'm advising the head of the Americas for a large company expanding into the US.

How I work →
Why me

25 years building and advising.

I founded FastPencil and sold it to Courier Corp in 2011. Then I built an advisory practice of my own, paid in cash and often equity; three of those clients went on to billion-dollar exits... an IPO, a merger, and a private-equity deal. I was on the team, not the reason it happened. Four exits: one as a founder, three as an advisor.

I've brought products to market at Accellion (Kiteworks), Shape Security (Blackfish), and Yubico (YubiEnterprise Delivery Service). And I teach entrepreneurship, operations, and international business at San José State, where I've taught since 2018.

More about me →
Michael "Mash" Ashley
4
Exits — one founder, three advisor
3
Clients that reached $1B+
25+
Years building companies
2018
Teaching at San José State since
The way I see it

Everything rearranges itself as you move through it.

Founders and CEOs are usually very good at solving problems... the trouble is we're often solving the wrong ones, and working harder on the wrong problem just gets you busier. What looks like a growth problem might really be positioning. What looks like a market-entry problem might be assumptions from home that don't hold here. So first we find the problem worth solving, then the simplest next step in the right direction, then the one after that. I don't sell plans. We agree on where you want to go, and we move.

How I work →
What that looks like

Stuck. Then moving.

Neither of these started with a plan that survived. They started with a direction.

A software company

A new market, and a new name

Stuck
Accellion needed to grow beyond large file transfer, into a bigger market.
Moving
I pitched secure collaboration, then worked across teams to design and build the platform. I named it Kiteworks.
What followed
The company made the pivot... and eventually took Kiteworks as its own name.
A company

A launch stuck for two years

Stuck
They'd bought new e-commerce software two years earlier. Conflicts between departments and shifting requirements kept it from ever launching.
Moving
I stepped in and worked across the departments to get it out the door.
What followed
Live in six months, after two years stuck.
How it works

A strategic advisor on retainer.

Not a project with a deck at the end. A standing rhythm, and I'm there for the decisions as they come.

01

We talk

Thirty minutes. You tell me about the move you're making. I'll mostly listen, and I'll tell you honestly if I'm not the right person.

02

We agree on the direction

A working session to agree where we're going, and what "meaningfully further along" looks like twelve weeks from now.

03

We move

A standing cadence, plus a call whenever a big decision lands. In the room where I can, at a whiteboard with the people who have to make it happen.

04

Every three weeks, the next move

What we've learned decides what's next. The plan changes; the direction holds.

More on working together →
My commitment

Twelve weeks from now, we'll be meaningfully further along than we are today.

I won't promise the exact destination... nobody honest can. We may find the path is different from the one we pictured at the start. That's part of the work.

Tell me about the move you're making.

Thirty minutes to see whether I'm the right person to help. Bring the direction... you don't need the plan.

Book 30 minutes with me

Just want to follow along? Connect on LinkedIn.