Helping Millennials with Tax Strategy and Equity Compensation for a Flat Fee

  • You're holding ISOs, NSOs, RSUs, but haven't done anything for fear of making a sub-optimal decision

  • Your company is having a tender offer or about to IPO and you need to optimize your taxes and equity

  • You have a concentrated portfolio but don't have a coordinated plan

  • You're searching for an accountability partner to help you get sh*t done

  • You're switching jobs and need help negotiating your new equity grant

I help Millennials who seek clarity, confidence, and a trusted thinking partner for life’s ongoing financial decisioning.

The folks whom I serve best are those:

  • Maybe it’s fear of making the wrong move, analysis paralysis, or worry about costly tax mistakes. These clients need thoughtful, technical guidance — AMT modeling, cash flow planning, real-time tax strategy — from a trusted human partner who can cut through noise (and won’t hallucinate their numbers)

  • Many are financially savvy with MBAs and advanced finance degrees — but juggling kids, careers, and life leaves no bandwidth for finagling their own spreadsheets. They’ve reached the point where their financial lives are too valuable and complex to DIY, and it’s time to delegate to a partner they can trust.

  • They’re investing, selling, saving, but it all feels disjointed. They wonder if these decisions are actually serving their long-term goals. I help to bring clarity and cohesion, turning random “moves” into an intentional wealth plan.

  • Many clients just need help Getting Sh*t Done. Together, we set “GSD meetings” to tackle lingering tasks, make progress, and feel momentum again. Think of it as a financial personal trainer helping you follow through on your plan.

  • The future is uncertain but hindsight is 20/20. My goal is to help clients make decisions they’ll feel good about later by using structured frameworks that emphasize clarity, foresight, and confidence — even when the outcome is far from guaranteed.

  • Often, these folks are looking for multi-year strategic planning to help them answer questions such as:

    • What are the key choices that they have?

    • What is the impact of each of these choices on their taxes?

    • What is the opportunity cost of each decision?

    • How should they think about liquidity events and whether to optimize for taxes or investment guarantees?

    • Should they exercise their options? What are the pros and cons? And, if so, in what order and over how many years?

Equity comp is confusing.

Tax optimization is complex.

You deserve an advisor who specializes in tax and equity-specific planning needs and questions.

Meet Josh Radman, CFP®, MBA, EA

I transitioned into financial planning from the tech world, where I also held a mix of equity grants. Like many of my clients today, I was excited to own part of the companies I helped build.

But that excitement quickly turned to confusion when it came time to actually develop a strategic plan. I understood that things like the Alternative Minimum Tax existed, but what I really needed was a holistic strategy — something that connected my equity decisions with my broader financial goals.

My own experience is what inspired me to found Presidio Advisors. Today, I help Millennials and tech professionals gain clarity and confidence around their equity compensation and path toward financial independence. Building deep, long-term relationships with my clients is what is what gets me up in the morning.

I’m based in Denver, CO and serve clients virtually across the U.S.

How Presidio Advisors is Different

1) An expert in equity compensation

If you had a heart condition, would you rather see a general practitioner or a cardiologist? Specialists – in both medicine and finance – help you avoid costly mistakes and make better decisions in complex situations. I focus on helping Millennials navigate equity compensation and tax strategy so you can build a clear, actionable plan aligned with your career and life goals.

2) Focused on tax strategy and optimization

Many large firms shy away from specific tax advice. I lean into it. As an Enrolled Agent (EA), the highest credential awarded by the IRS, I can provide tax advice and represent you in front of the IRS, similar to a CPA. With equity compensation, tax planning goes hand-in-hand and is a critical part of our work together.

3) Flat fee. No % charge for “assets under management”

Most advisors charge a percentage of “assets under management” (AUM), often around 1% per year or more. Meaning, what you pay them — and the service that you’re likely to receive from them — is directly tied to how much you invest with them. I charge one transparent flat fee instead. This reduces conflicts of interest and encourages advice for life goals, rather than for asset accumulation.

4) A completely independent fiduciary

I have no affiliation with – nor receive commissions from – any banks, brokerages, insurance companies, or other third parties that may exert pressure or otherwise try to influence my recommendations. As a fiduciary, I am legally obligated to put your interests before those of my own.

5) You always get me

At big advisory firms, you may be one of 250+ clients assigned to a particular advisor. And that advisor might not always be on the other end of the line. Presidio Advisors is small and intimate by design. You always work directly with me, and our conversations pick up right where we left off so you don’t have to re-explain your story each time.

My Mission

My mission is to empower you to gain clarity and confidence in attaining your financial goals so that you can focus on other things in life.

People mistakenly think that the value of a financial planner is determined by how well they invest in assets that outperform the market. The real value is in hiring someone who:

  • Gives you confidence and clarity in your financial and life plans

  • Identifies potential blind spots and tax inefficiencies

  • Acts as an accountability partner

  • Validates your ability to reach personal goals

  • Shares unique perspectives that you may not have considered

  • Answers questions without any judgement

  • Proactively communicates and quickly responds to your concerns


Next Steps: