Simple, Transparent Pricing
Starter automates everything. Tactical adds expert insights. Plus, your Sidepocket fee is tax-deductible.
100% tax-deductible plans.
Pre-launch Promotion: Pay for one month today and get up to 4 months free before billing starts
🗓 Launching 2026 — in time for 2026 tax season
Starter
Full automation. Smart investing.
For freelancers earning under $40K
- SEP-IRA setup & administration
- Contribution Engine (automated safe limits)
- Auto-contributions (we pull from your bank)
- 3 Tactical Investment Modes
- Monthly portfolio rebalancing
- Basic tax documentation
- Email support (48-hour response)
Tactical
Advanced analytics. Expert support.
For freelancers earning $40K–$150K
- Everything in Starter, plus:
- Annual Upgraded CPA-Ready Report
- Live Tax Advisor partner access
- Personalized tax reports & optimization suggestions
- Book a Walkthrough (video chat, email)
Lifetime
One payment. Forever access.
Best for $150K+ earners
- Everything in Tactical, forever
- Never pay again
- Locked-in pricing
- One time CPA Consultation Included
- All future features included
*Requires $100K+ in managed capital after 3 years to remain active. Details
All plans include bank-level security and no hidden fees.
+ 0.79% AUM annually on invested assets (details)
Your Sidepocket fee is tax-deductible. Investment management and retirement account administration fees are generally deductible as business or investment expenses, further reducing your effective cost.
The Real Cost of Waiting
Our fee is an investment that pays for itself many times over. Here’s the math:
Note: Tax savings assume 30% combined federal + state rate. Actual savings depend on your tax situation.
20-Year Projection
The power of tax-deferred compounding makes Sidepocket’s fee negligible over time:
* Based on maxing out $42K/year SEP contribution at $150K income, 30% tax rate, 8% average annual return over 20 years. The 8% return assumption reflects the S&P 500’s historical average annual return since 1957. Past performance does not guarantee future results. Your results will vary.
Why Lifetime Makes Sense
If you plan to use Sidepocket for more than 2 years, Lifetime is the smartest financial decision.
5-Year Cost Comparison (Tactical)
10-Year Cost Comparison (Tactical)
Lifetime Plan Guarantee
Your Lifetime access includes all future features and improvements at no additional cost. As we add Solo 401(k) support, Safe Harbor 401(k), and other features, you’ll get them automatically.
*To maintain active Lifetime status, accounts must hold a minimum of $100,000 in total managed capital after 3 years. Accounts falling below this threshold will be considered dormant and may be converted to a Tactical subscription plan. See full terms.
Our Savings Guarantee
We’re confident Sidepocket will save you money. If it doesn’t, we’ll make it right.
The Sidepocket Promise
If Sidepocket doesn’t help you save at least 2x our fee in tax savings during your first year, we’ll refund the difference. That’s our commitment to delivering real value.
- → Tactical works out to just $49/month
- → Need to save only $98/month in taxes to break even
- → At $150K income + 30% tax rate = $1,050/month potential savings*
- → Even at break-even, you’re investing sooner and growing your retirement faster
- → Plus exclusive analytics and insights for planning your future you won’t get anywhere else
Frequently Asked Questions
Still have questions?
Ready to Start Saving?
Start maximizing your retirement savings today with a platform built for self-employed professionals.