High Earners Who Want a Real Plan
You’ve earned a lot. You’ve saved some of it. But you’ve never had someone sit down with you, look at the whole picture, and tell you exactly what to do next.
These are high-earning professionals at or near the director level and above: VPs, C-suite leaders, senior partners, and executives whose income is substantial and whose financial life has gotten complicated, even if they don’t have equity comp at the center of it.
- Directors, VPs, and C-suite leaders across media and entertainment, aerospace and defense, biotech, and enterprise tech
- High earners who have accumulated savings but have never had a comprehensive financial plan
- Professionals who feel like they’re doing most things right but can’t shake the feeling they’re missing something
- Senior leaders thinking about what comes next: an early exit, a career pivot, a sabbatical, or simply more freedom
- High earners who are tired of advisors who only talk about their portfolio and ignore the rest of their financial life
High-earning clients often don’t need dramatically different advice. They need someone to pull everything together and show them what the full picture actually looks like. That clarity is usually what’s been missing.
Through The LifeSighted Lens™
- A high income with a tax bill that keeps climbing and no clear strategy to manage it
- Retirement accounts they’ve funded consistently but never examined as part of a larger plan
- A vague sense that they should be further along financially, given what they earn
- Unvested equity or deferred compensation that feels like a lock on the door when they think about making a move
- No one advisor who sees the whole picture: investments, taxes, insurance, estate, and goals all together
- A career transition they’ve been thinking about for years, but have never modeled out financially
- Deferred compensation, SERPs, or 457(b) plans with timing and tax decisions that need a coordinated view
- Concentrated stock positions outside the equity comp context, like founder stock, inherited positions, or long-held company shares
- Secondary sale opportunities for executives at private or pre-IPO companies
How we help.
Comprehensive financial plan
Covers income, investments, taxes, insurance, and goals in one place.
Tax strategy
Built around their actual income level: maximizing tax-deferred accounts, managing deductions, and planning around deferred comp or bonus timing.
Retirement readiness analysis
Not just “how much have you saved” but “what can you actually afford to do and when.”
Career transition modeling
For a pivot, early retirement, or transition—so they can make the decision with real numbers instead of anxiety.
Estate planning
Basics integrated into the overall plan.
Direct access
A planner who knows their situation and picks up the phone.
The Case Study.
James had been saying, “maybe in a few years.” He just needed to know his number.
A director at a Fortune 500 company had been thinking about a career pivot for two years. His compensation was strong, his unvested equity felt like golden handcuffs, and he had never done the math on what “enough” actually looked like. He came to us not because something was wrong, but because he finally wanted to know what was actually possible.
His situation
- He had never had a comprehensive financial plan despite a long, successful career
- He didn’t know whether he could afford to leave his current role, and the uncertainty was keeping him stuck
- His unvested equity had an informal hold on his decision-making that he’d never quantified
- He was paying a significant amount in taxes each year and suspected there was a smarter approach
- His investment accounts had grown, but had never been organized as part of a strategy
How we helped
Built a complete financial plan: his income, savings, investment accounts, tax situation, deferred comp schedule, and unvested equity, all modeled together for the first time.
Ran a detailed retirement readiness analysis, which showed him exactly what he could afford to do at different income levels, including part-time work, consulting, or stopping entirely.
We modeled out his unvested equity schedule and showed him the real cost of leaving at different points over the next two years. The answer was more nuanced than he expected.
We identified tax planning strategies he hadn’t been using: additional tax-deferred contributions available through his employer, a deferred compensation election he hadn’t made, and a more tax-efficient investment approach.
We reorganized his investment accounts into a coherent strategy aligned with his actual timeline and goals, not just a default allocation.
Where he is now
The numbers surprised him. His real financial picture was stronger than he’d assumed, and the cost of leaving earlier than he’d planned was lower than he’d feared. He made his move eight months after we started working together. He’s now in a role he chose deliberately, at a pace he controls, with a financial plan that he actually understands.
The case study above is a fictionalized composite based on real client experiences. It should not be construed as a guarantee that a current or prospective client will experience similar results. Every client’s situation is different. Future results cannot be guaranteed.