You’re closing the biggest quarters of your career. But you feel like your finances are happening to you (not working for you).

I started my career at Salesforce.
Love CRM or hate it, “growing up” at Salesforce was an incredible gift. I spent the majority of my time in the SMB business, working alongside talented sales leaders and GTM strategists.
In addition to the wealth of experience, I got my start building real wealth while the stock ripped over a 10 year period, during which I was maxing out my ESPP, earning RSUs, and saving aggressively into my 401k.
And now we’re in the midst of the “SaaSpocalypse.” And a lot of my friends, many of whom have put over 10 years into Salesforce (or moved on
to leadership at other amazing SaaS companies) are watching a major chunk of their wealth take a hit… and wondering what to do.
One of my favorite problems to solve at Stoneholt is helping sales people navigate their concentration risk in a tax-aware way, while getting to all the other planning optimizations they know they’ve been ignoring.
It’s like building Q1 pipeline in Q4. Sometimes hard to prioritize. But always worth it.
We do one thing for you: the whole picture.
“Comprehensive wealth management” means something different when you have an amazing (but lumpy) income, concentrated wealth, and a career arc that’s feeling a bit less certain in light of AI.
One.
Put income, equity, spending, assets, tax, insurance, and estate planning in one view.
Two.
Pressure-test scenarios so you know what options are available to you.
Three.
Execute a strategy that puts you back in the drivers seat (with a trusted partner alongside you).


This is a glimpse into some of the ways we help our clients.
Let’s see where you actually stand.
The process starts with a discovery call. We’ll look at your current situation and talk about what next steps would make you feel more confident. Whether you move forward as a client or not, you’ll leave with a clearer read on how to approach the path (or paths) in front of you.
By setting up a call you are NOT:
- Committing to anything
- On the hook to pay anything
- Required to prepare anything
Some more (optional) suggestions:
- Bring your questions, nothing is off limits.
- If this is a joint decision, bring your partner.
- Show up at the time we set. I’ll do the same.
Keep reading
Frequently asked questions
What if I’m not sure I’m actually leaving?
Most of our clients aren’t sure yet, which is the point. We price out the move so you can decide based on what it actually costs, not how you feel about it. You don’t need a made-up mind to start.
Most of my net worth is equity. Can you handle that?
It’s most of why people come to us. Concentrated positions, vesting schedules, ISOs versus NSOs, 409A versus public prices, the tax timing on exercises and sales: that’s exactly the complexity we’re built for.
I’m overexposed to my company’s stock but afraid to sell at the bottom. What now?
This comes up all the time. You usually don’t have to sell everything at once. The better approach is a tax-aware exit across your lots and gains, spread out over time. There are also less obvious options, like a 351 exchange that lets you diversify without triggering the tax bill.
My comp swings with commission and accelerators. Can you plan around income that isn’t steady?
Yes. Lumpy, quota-driven income is normal for our clients, not unusual. We plan against your whole range rather than a flat salary: how much of a big year to set aside, what to do in a soft one, and how to keep spending steady while the paychecks swing.
Should I exercise my options, and when?
It’s one of the highest-stakes calls you’ll make, and it turns on AMT, your cash on hand, the spread, and how much risk you want sitting in one company. We model the scenarios so you can see the trade-offs in dollars before the window closes.
Could my RSUs leave me with a surprise tax bill?
Often, yes. RSUs are taxed as income when they vest, and the default withholding usually isn’t enough, so April brings a bill you didn’t see coming. We make sure your withholding and estimated payments are set right, so vesting season doesn’t turn into a scramble.
What happens to my equity if I get caught in a RIF?
It depends on your vesting, your exercise window (often just 90 days), and whether there’s severance or acceleration. Map it before the list circulates, and if your name lands on it you already know what it costs instead of scrambling to work it out in the two-week window they usually give you.
My equity is in a private, pre-IPO company. Can you plan around that?
Yes, with clear eyes about what’s knowable. We start from a sober valuation, weigh it against the rest of your picture so you’re not betting the house on one outcome, and get you ready for the events that reward preparation: tender offers, secondaries, an IPO.
I want to leave SaaS to start something. Can you tell me if I can afford it?
That’s one of the main questions we help people answer. We define the number that funds your life with margin to spare, then show how much runway you actually have. Once it’s on paper, “can I afford to bet on myself?” gets a lot easier to answer.
How do you get paid?
We’re a fee-only firm, so our only pay comes from clients, never commissions or product kickbacks. For ongoing planning we charge a fee based on assets with a $7,500 minimum. It’s not cheap, but we’re firm believers of the idea that you get what you pay for. For one-time plans, the range is $4,000 – $6,000. Details are in our ADV (linked in the footer).
Are you a ’fiduciary’?
Yes. As a Registered Investment Advisor, we’re legally required to act in your best interest at all times. Our recommendations follow what’s right for you, not what pays us a commission.
Can I keep managing my own investments?
Yes. Plenty of sellers want to run their own portfolio but need the planning, equity, and tax strategy handled around it. Investment management is one piece of what we do, and we can set it up that way.
How do I save for something a few years out, like a house?
This is the spot a lot of plans skip over. High-yield cash fits next year and aggressive equities fit retirement, but a house four or five years out is neither. We build for that middle timeline: what stays in the market, what to ladder, and how to protect it from a downturn the year before you buy.
Where are my investments held?
Client assets sit at a third-party custodian, currently Altruist. We never take custody of your money, and you have direct access to your accounts at all times.
Who is NOT a good fit for Stoneholt?
Someone early in their career with a simple balance sheet doesn’t need us yet. Neither does someone who only wants stock picks, has no interest in an ongoing relationship, or is shopping purely on price. If you’re facing a big, uncertain decision, that’s a different story, and that’s where we help.
