Monthly Portfolio Review: Track Progress Like a Pro

Establish a disciplined monthly review routine to track performance, rebalance, and stay on track toward your financial goals.

⏱️ Time: 30-45 minutes monthly 💰 Cost: Free (wealth preservation and growth) 📱 Platform: Ape AI + Your brokerage 👤 Best for: Investors with established portfolios ($1,000+) 🦍 Recommended Companion: Money Monty (balanced portfolio analysis and recommendations)


What You'll Learn

  • Why monthly reviews matter (without daily checking)

  • Key metrics to track every month

  • How to calculate your returns correctly

  • When to rebalance (and when not to)

  • How to spot problems early

  • Portfolio review template you can use

  • How to use Ape AI for portfolio analysis


Why This Matters

You're here because:

  • 📊 You have an active investment portfolio

  • 🎯 You want to stay on track toward goals

  • 🔍 You need a systematic review process

  • 😰 You're unsure if you're doing well

  • 📈 You want to optimize without obsessing

The truth: Monthly reviews keep you disciplined and informed without the anxiety of daily checking. It's the sweet spot between ignorance and obsession.


Why Monthly (Not Daily or Yearly)?

The Three Frequencies Compared

Daily Checking:

  • ❌ Causes anxiety (60% of days are red)

  • ❌ Leads to emotional decisions

  • ❌ Wastes time (10-20 min/day = 60-120 hours/year)

  • ❌ Short-term noise obscures long-term progress

Monthly Checking:

  • ✅ Enough time to see meaningful trends

  • ✅ Not so frequent that you panic

  • ✅ Allows disciplined rebalancing

  • ✅ Time-efficient (30-45 min/month = 6-9 hours/year)

  • ✅ Keeps you engaged without obsessing

Yearly Checking:

  • ❌ Too infrequent to catch problems

  • ❌ Miss opportunities to rebalance

  • ❌ May forget contribution schedule

  • ❌ Lose touch with your investments

Optimal: Monthly review, annual deep dive.


What to Track Every Month

1. Total Portfolio Value

Current value of all holdings:

  • Brokerage account(s)

  • Retirement account(s) (401k, IRA)

  • Any other investment accounts

Example tracking:

What you're looking for:

  • General upward trend over 6-12 months

  • Don't panic about monthly dips (normal)

  • Focus on 1-year rolling performance


2. Total Contributions (Money You've Added)

Track how much you've invested:

  • Initial investment

  • Plus all monthly contributions

  • Minus any withdrawals

Example:

Why track this:

  • Separates gains from contributions

  • Shows your actual return performance

  • Keeps you accountable to contribution schedule


3. Total Gains/Losses (Performance)

Calculate your actual investment returns:

Formula:

Example:

Month-over-month comparison:


4. Asset Allocation Drift

Check if you're still at target allocation:

Target allocation (example):

  • 70% Stocks

  • 20% Bonds

  • 10% Cash

Current allocation (March 31):

Drift < 5%: No action needed Drift > 5%: Consider rebalancing


5. Individual Holdings Performance

Track each position:

Holding
Shares
Cost Basis
Current Value
Gain/Loss
% Return

VOO

50

$20,000

$22,500

+$2,500

+12.5%

VXUS

60

$6,000

$6,300

+$300

+5.0%

BND

80

$4,000

$3,900

-$100

-2.5%

Apple

10

$1,750

$1,800

+$50

+2.9%

What to look for:

  • Which holdings are outperforming? (VOO in example)

  • Which are underperforming? (BND, but bonds are defensive)

  • Any position down 30%+ that needs review?


6. Benchmark Comparison

Compare your performance to market:

Your portfolio: +8.5% year-to-date S&P 500 (VOO): +10.2% year-to-date

Analysis:

  • You're underperforming by 1.7%

  • Reasons:

    • Bond allocation (defensive, lower returns)

    • Individual stock picks underperformed

  • Is this acceptable? Yes, if your allocation is appropriate for your risk tolerance

Don't chase returns by taking inappropriate risk.


7. Contribution Compliance

Did you stick to your plan?

Planned: $500/month Actual contributions:

  • January: $500 ✓

  • February: $500 ✓

  • March: $0 ✗ (Forgot!)

Action: Set up automatic contributions (if not already)


8. Dividends Received

Track passive income:

Verify:

  • Are dividends being reinvested automatically? ✓

  • Any unexpected dividend cuts? (red flag)


The Monthly Review Process (Step-by-Step)

Week 1: Gather Data (10 minutes)

Step 1: Log portfolio values (5 min)

  • Open all brokerage accounts

  • Note total value of each account

  • Record in spreadsheet or notebook

Step 2: Calculate total contributions (3 min)

  • Add this month's contribution to running total

  • Verify contribution was made (if automatic)

Step 3: Check dividends (2 min)

  • How much in dividends this month?

  • Were they reinvested?

Template:


Week 2: Analyze Performance (15 minutes)

Step 4: Calculate returns (5 min)

Month-over-month:

  • Last month: $34,800

  • This month: $35,700

  • Change: +$900 (+2.6%)

Year-to-date:

  • January 1: $28,000

  • March 31: $35,700

  • Change: +$7,700 (+27.5%)

  • BUT you contributed $2,500 YTD

  • Actual gains: $5,200 (+18.6% return on capital)

Step 5: Compare to benchmark (5 min)

Visit Yahoo Finance, check S&P 500 (^GSPC):

  • S&P 500 YTD: +15.2%

  • Your return: +18.6%

  • You're outperforming by 3.4%!

Ask Money Monty:

Step 6: Review individual holdings (5 min)

Identify:

  • Best performer: VOO (+22%)

  • Worst performer: BND (-2.5%)

  • Any surprises: Apple only +2.9% (underperformed)

Questions to ask:

  • Is Apple underperformance a problem? (No if short-term)

  • Do I still believe in my individual stock picks?

  • Should I adjust anything?


Week 3: Rebalancing Check (10 minutes)

Step 7: Calculate current allocation (5 min)

Target: 70% stocks, 20% bonds, 10% cash

Current:

Drift: Stocks +2.8%, Bonds -1.8%, Cash -1.0%

Decision:

  • Drift < 5% → No action needed (wait until >5% or annual review)

  • Drift > 5% → Rebalance

Step 8: Rebalance if needed (5 min)

If you needed to rebalance (this example doesn't):

To get back to 70/20/10 on $35,700:

  • Target stocks: $24,990

  • Target bonds: $7,140

  • Target cash: $3,570

Actions:

  • Sell $1,010 of stocks

  • Buy $640 of bonds

  • Add $370 to cash

Or use new contributions:

  • Next month's $500 → 100% to bonds

  • Following month's $500 → 70% bonds, 30% cash

  • Gradually rebalance without selling


Week 4: Plan Next Month (5-10 minutes)

Step 9: Adjust strategy if needed (5 min)

Questions:

  • Am I on track for my goals? (Use compound interest calculator)

  • Should I increase monthly contributions?

  • Any life changes requiring allocation shift?

  • Any red flags in holdings?

Example: Goal is $1M by age 65 (35 years away)

  • Current: $35,700

  • Contributing: $500/month

  • At 10% return: Will have $1,180,000 ✓ On track!

Step 10: Set reminders and calendar (5 min)

  • Schedule next month's review (first Saturday of month)

  • Set reminder to verify auto-contribution executed

  • Note any upcoming actions:

    • Quarterly rebalance (if different from monthly)

    • Tax-loss harvesting window (November-December)

    • Annual review (January)


Using Ape AI for Portfolio Analysis

Monthly Portfolio Review with Money

Ask Money Monty to analyze your entire portfolio:

Money Monty will provide:

  • Allocation analysis (drift from target)

  • Performance assessment

  • Rebalancing recommendations

  • Risk evaluation for your age

  • Suggestions for improvement


Individual Stock Performance Analysis

If concerned about specific holding:

Money Monty will:

  • Provide context (tech sector performance, Apple-specific news)

  • Evaluate fundamentals (still strong company?)

  • Recommend hold/sell decision

  • Explain reasoning


Benchmark Comparison

Money Monty will:

  • Analyze your holdings vs S&P 500

  • Identify sources of outperformance

  • Assess if it's skill, luck, or higher risk

  • Provide realistic expectations going forward


Red Flags to Watch For

🚩 Red Flag #1: Consistent Underperformance

What to look for:

  • Your portfolio underperforms S&P 500 by 5%+ for 12+ months

  • Example: S&P up 20%, you're up 10% (with similar risk)

Possible causes:

  • Poor stock picks

  • Too much in cash (drag on returns)

  • High fees

  • Bad timing decisions

Action:

  • Ask Money Monty to diagnose the issue

  • Consider simplifying to index funds

  • Check fees (switch to lower-cost funds if high)


🚩 Red Flag #2: Not Sticking to Contribution Schedule

What to look for:

  • Missed 2+ months of planned contributions

  • Inconsistent investing

Why it matters:

  • Dollar-cost averaging requires consistency

  • Compound interest only works if you keep adding

  • Discipline is #1 predictor of success

Action:

  • Set up automatic contributions (remove human error)

  • Review budget (is contribution amount too aggressive?)

  • Re-commit to plan


🚩 Red Flag #3: Excessive Allocation Drift

What to look for:

  • Allocation drifted 10%+ from target

  • Example: Target 70% stocks, currently 85% stocks

Why it matters:

  • Taking on more risk than planned

  • Could get crushed in bear market

  • Not maintaining discipline

Action:

  • Rebalance immediately (sell winners, buy losers)

  • Set quarterly rebalance calendar reminder


🚩 Red Flag #4: Single Stock > 20% of Portfolio

What to look for:

  • One holding has grown to 20-30% of portfolio

  • Concentration risk

Example:

  • Apple was 5% of portfolio

  • Grew to 25% due to massive gains

  • Now you have concentrated risk

Action:

  • Trim position back to 5-10% max

  • Reinvest proceeds into diversified holdings

  • Lock in some gains


🚩 Red Flag #5: Chasing Performance

What to look for:

  • Selling long-term holds to buy hot stocks

  • Frequent strategy changes

  • Adding new holdings every month

Example:

  • Sold VOO to buy AI stocks after they surged 50%

  • Bought crypto after it doubled

  • Constantly chasing last year's winners

Action:

  • Return to investment policy statement

  • Stick to original strategy

  • Remember: Past performance ≠ future results


Portfolio Review Template

Copy and Use This Template Monthly


Success Checklist

I'm performing monthly reviews:

  • ✅ I review my portfolio on the same day each month

  • ✅ I track total value, contributions, and gains

  • ✅ I calculate my actual returns (not just portfolio value)

  • ✅ I compare to benchmark (S&P 500)

  • ✅ I check for allocation drift

  • ✅ I review individual holdings performance

I'm taking appropriate actions:

  • ✅ I rebalance when drift exceeds 5%

  • ✅ I stick to my contribution schedule

  • ✅ I don't panic during monthly dips

  • ✅ I ask Money for analysis when uncertain

  • ✅ I document my review (use template)

I maintain discipline:

  • ✅ I don't check daily (only monthly)

  • ✅ I don't make emotional decisions

  • ✅ I follow my investment policy statement

  • ✅ I focus on long-term trends, not monthly noise


What's Next?

Advanced Portfolio Management

Optimize your strategy:

Continue learning:


The Bottom Line

Monthly portfolio reviews:

  • ✅ Keep you informed without causing anxiety

  • ✅ Ensure you stay on track toward goals

  • ✅ Catch problems early (before they become catastrophic)

  • ✅ Maintain discipline (stick to plan)

  • ✅ Only take 30-45 minutes per month

Key metrics:

  1. Total value (how much you have)

  2. Total contributions (how much you've added)

  3. Total gains (actual returns)

  4. Allocation drift (still at target?)

  5. Benchmark comparison (beating market?)

Remember:

  • Monthly dips are normal (don't panic)

  • Focus on 1-year rolling performance

  • Compare to appropriate benchmark

  • Rebalance when drift > 5%

  • Use Ape AI for analysis and advice


Set a calendar reminder for the first Saturday of every month. Stick to it for decades. This simple habit is worth millions.


You've got this. 🚀

Next: Tax-Loss Harvesting Strategy →

Last updated