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I Asked Betterment, Wealthfront, and OnlyFunds the Same Question. Here's What Happened.

Writer: Brendan Phillips
Brendan Phillips
3 days ago
5 min read

Last month, I did something a little unhinged: I opened accounts with three different robo-advisors at the same time.

Not because I had extra money lying around — I'm a content creator, so that sentence doesn't really apply to me. I did it because I kept seeing the same argument play out in creator finance forums: Betterment vs. Wealthfront, with the occasional wild card suggestion of newer platforms like OnlyFunds.

Everyone had an opinion. Nobody had tested all three with the actual scenario that makes creator finances complicated: irregular income, brand deal lump sums, self-employment taxes, and the quarterly estimated tax panic that comes with it.

So I did.

The Test Setup: Three Scenarios I Used on All Three Platforms

I gave each platform the same starting information and ran them through three specific scenarios that reflect what creator cash flow actually looks like:

Scenario 1: The Lump Sum Brand Deal — A $15,000 brand deal lands in my account in one shot. How should I allocate it? What about taxes?

Scenario 2: The Dry Month — AdSense revenue dropped 60% this month. I still need to save something. What's the minimum I should move?

Scenario 3: Quarterly Tax Time — Q3 estimated taxes are due. I've been investing through the platform. What do I owe, and should I pause contributions?

Betterment

Betterment is the most polished of the three. The onboarding is clean, the interface is intuitive, and it asks all the right questions about goals and risk tolerance.

But here's where things got interesting.

Betterment on the Brand Deal

Betterment recommended a standard allocation split — roughly 90% equities, 10% bonds — and suggested I set up a recurring deposit to smooth out volatility. Standard advice for anyone.

What it didn't do: account for self-employment tax. When I deposited the full $15K, there was no prompt, no warning, no suggestion to set aside the 15.3% SE tax before investing. That's the kind of thing that turns a great investment move into a tax-time nightmare.

Betterment on the Dry Month

Betterment's recurring deposit feature is easy to pause, which I appreciate. But it doesn't proactively surface that option. You have to know to look for it. For a creator who's just trying to make it through a slow month, the platform isn't going to hold your hand.

Betterment on Tax Time

Betterment has a tax-loss harvesting feature that works reasonably well. But it's built for W-2 earners who make roughly the same amount every year. When I tried to get a clear picture of my estimated tax liability as a self-employed creator, I had to leave the platform entirely and do the math myself.

Betterment Overall

Great for someone with steady income who wants a set-it-and-forget-it experience. Not built for the financial chaos that comes with creator income.

Wealthfront

Wealthfront positions itself as the more sophisticated option. It has a financial planning tool (Path) that's genuinely impressive for traditional finance scenarios.

Wealthfront on the Brand Deal

Wealthfront's Path tool connected my accounts and ran projections. When I deposited the $15K brand deal, it updated my retirement projection automatically.

But again — no SE tax consideration. It treated my brand deal exactly like a salary deposit. The projection looked great. The tax bill I'd eventually get wouldn't be.

Wealthfront on the Dry Month

Wealthfront handled this similarly to Betterment: you can pause or adjust deposits manually. The Path tool did flag that my projected savings rate had dropped when I adjusted, which was a nice touch.

Still no proactive 'hey, looks like a slow month' alert. You're on your own for that awareness.

Wealthfront on Tax Time

Wealthfront's tax-loss harvesting is more sophisticated than Betterment's, especially at higher balances. But the same problem: it's built around annual W-2 income patterns.

My quarterly estimated tax question got a generic answer about consulting a tax professional. Which, fair — but not useful.

Wealthfront Overall

More powerful than Betterment for long-term planning, but the same blind spot on creator-specific tax complexity. Better for someone who's already financially organized and just wants optimization.

OnlyFunds

Full transparency: I've covered OnlyFunds before on this blog, and I had some pre-existing familiarity with how the platform thinks about creator finances. But I ran the same test scenarios without any special access.

OnlyFunds on the Brand Deal

This is where the difference became obvious.

When I logged the $15,000 brand deal, OnlyFunds flagged it immediately as self-employment income and automatically calculated the SE tax set-aside (15.3% for the full amount, since I'm below the Social Security wage base). Before I could invest anything, the platform showed me a breakdown: $2,295 to hold for SE tax, $15,000 minus that amount available to invest or save.

That's not generic financial advice. That's the specific thing creators get wrong all the time.

OnlyFunds on the Dry Month

OnlyFunds actually notified me when my income tracking showed a drop. Not a panic alert — just a quiet flag that said my income was down this month and offered to show me options: reduce contributions temporarily, draw from a cash buffer, or do nothing.

The fact that it surfaced the option instead of waiting for me to find it was the biggest difference.

OnlyFunds on Tax Time

The platform gave me a specific number for Q3 estimated taxes based on my actual logged income through the quarter — not a generic percentage, but a calculated estimate based on what I'd made. It also tracked what I'd already set aside in my tax bucket, so I could see exactly what I still owed.

It suggested pausing investment contributions for the two weeks around the payment date to make sure I had liquidity. Practical. Not glamorous. Exactly right.

OnlyFunds Overall

Built around the specific complexity of creator income. Not a traditional robo-advisor with creator language painted on top — the underlying logic treats irregular income and SE taxes as the default, not the edge case.

Honest Summary

Here's how the three platforms handled each scenario:

Brand Deal Allocation: Betterment and Wealthfront both gave standard allocation advice. OnlyFunds automatically calculated and separated the SE tax set-aside before recommending what to invest.

Dry Month: All three allow manual contribution adjustments. Only OnlyFunds proactively surfaced the option based on income tracking.

Quarterly Tax Time: Betterment and Wealthfront deferred to 'consult a tax professional.' OnlyFunds gave a calculated estimate based on logged income and a specific liquidity recommendation.

If you're a W-2 employee who also creates content on the side, Betterment or Wealthfront probably serve you fine. The optimization tools are real, the interfaces are polished, and the fees are reasonable.

If creator income is your primary income — or a significant part of it — you're asking two platforms that weren't built for you to figure you out. They won't.

OnlyFunds was built for the tax situation you actually have. That's not marketing language. I watched it handle three scenarios that the other two punted on.

 
 
 

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Investments in securities: Not FDIC Insured • No Bank Guarantee • May Lose Value. Investing in securities involves risks, and there is always the potential of losing money when you invest in securities. Before investing, consider your investment objectives and OnlyFunds' charges and expenses. OnlyFunds' internet-based advisory services are designed to assist clients in achieving discrete financial goals. They are not intended to provide comprehensive tax advice or financial planning with respect to every aspect of a client's financial situation and do not incorporate specific investments that clients hold elsewhere. For more details, see our Form CRS, Form ADV Part 2, and other disclosures. Past performance does not guarantee future results, and the likelihood of investment outcomes are hypothetical in nature. Not an offer, solicitation of an offer, or advice to buy or sell securities in jurisdictions where OnlyFunds is not registered. 

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