The Road

An advisor in your corner.All year.

Ongoing Financial Planning + Investment Management

The Road is for people who want an advisor in their corner year-round, managing their investments, navigating major decisions, and keeping the moving pieces of their financial life connected to one evolving plan.

A Year on The Road

Depending on what’s happening in your life and career, our work throughout the year may include:

  • Getting it all organized

    One clear picture of what you own, where it is, what it’s for, and what needs attention next.

  • Your investments, managed

    A portfolio built around your plan, with tax-aware account placement, monitoring, and rebalancing—all included in your flat fee.

  • Tax planning, all year

    Quarterly estimates, withholding, Roth strategy, retirement contributions, and coordination with your CPA.

  • Cash flow for irregular income

    Turn uneven earnings into a steadier paycheck, with cash reserves, tax buckets, and a between-gigs plan.

  • Retirement & union benefits

    Coordinate self-employed or loan-out retirement plans, SAG-AFTRA, WGA, DGA, AFM, employer benefits, and Social Security—so you can assess whether you’re building enough and when work becomes optional.

  • The everyday financial decisions

    Help with health insurance, employee benefits, credit cards, debt, college funding, and Medicare.

  • Insurance & estate planning

    Advice on life and disability insurance, beneficiaries, and estate documents—with no commissions.

  • Giving & family support

    Charitable giving, donor-advised funds, gifts, and family support that fit your own financial plan.

  • The big decisions as they happen

    Guidance on homebuying, time off, loan-outs, windfalls, equity compensation, residuals, and backend points.

Me, all year

  • At least one annual plan review, plus meetings whenever you need them.
  • At least five check-ins a year: each quarter and your birthday.
  • Call or email with questions between meetings.

This is a collaborative, year-round partnership.

Example Service Calendar

January – March

Your plan for the year

  • Organize prior-year tax information and first-quarter estimates
  • Refresh your financial plan and priorities
  • Review income, reserves and upcoming decisions
  • Work through the questions that need attention now
WIDEFRAMEPLANNING / EXAMPLE
Your financial picture

A clear view of what matters

Net worth
$845,000
Cash reserve
$42,000
Months covered
6

What your money is here to do

Between-gigs reserve6 months
Home fund$68,000 / $100,000
Retirement contributions$18,000 / $24,000
Illustrative planning view · Invented figures

May – July

Your midyear tax review

  • Review your filed return and what drove the result
  • Update income and tax projections with your CPA
  • Explore planning opportunities for this year and next
  • Connect business decisions with your personal plan
WIDEFRAMEPLANNING / EXAMPLE
Your tax planning picture

Projections to review with your CPA

Projected income
$225,000
Effective tax rate
24%
Estimated total annual taxes$54,000
Paid / withheld
$40,000
Reserve to confirm
$14,000

Planning review

S-corp / loan-out
Review salary & distributions
Self-employment tax
Model projected liability
Retirement contributions
Compare planning options
Illustrative planning view · Invented figures

October – November

Your fall financial review

  • Review investments and refresh tax projections
  • Evaluate alternative investments where appropriate
  • Prioritize potential year-end tax moves
  • Work through benefits and coverage choices
  • Revisit insurance, beneficiaries and estate planning
WIDEFRAMEPLANNING / EXAMPLE
Your investment picture

Sample investment account

Account value$520,000
U.S. stocks
45%$234,000
International stocks
20%$104,000
Bonds
20%$104,000
Alternatives
10%$52,000
Cash
5%$26,000

Review alongside your portfolio

BeneficiariesCoverageEstate documents
Illustrative planning view · Invented figures

December

Finish the year with a plan

  • Close out outstanding planning actions
  • Coordinate final tax and retirement moves
  • Review giving and other year-end decisions
  • Set priorities and next steps for the coming year
WIDEFRAMEPLANNING / EXAMPLE
Your next chapter

Year-end action plan

Before the year closes

Retirement contributionsYou + CPA
Confirm
Charitable givingYou + Drew
Review
Tax paymentsDrew + CPA
Coordinate
Next year’s cash needsYou + Drew
Plan
Your next priority

Start the new year with reserves, decisions and next steps in place.

Illustrative planning view · Invented figures

All year: Investment monitoring, rebalancing and support when life changes. Meetings are available throughout the year.

$9,000/year

One flat annual fee, billed quarterly. Investment management is included with no separate AUM fee.

Completed The Map? Join The Road within 60 days and your $4,000 fee is credited toward your first year.