Invest Like a Boss – Modern Investing Podcast

Invest Like a Boss covers all aspects of investing in the modern age in a fun, entertaining way. The show hosts interview the world's best investors, financial Insiders, entrepreneurs and CEOs to find out what they are investing in and strategies to gain outsized returns. In this modern age of investing, new investment instruments are popping up each day, from P-2-P (peer to peer) lending, to robo-advisors, equity crowdfunding to REITS. Investors today need to combine centuries of investment wisdom with an modern outlook and approach. Entrepreneurs Sam Marks and Johnny FD both retired in their early 30’s through business successes and now focus on learning how to invest alongside the listeners in order to put their hard earned money to work.
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Now displaying: August, 2016
Aug 25, 2016

Joshua Sharp of is one of the most highly touted experts in retirement planning and investing. He turns the topic of retirement planning into a very exciting episode by illuminating some modern approaches to investing and growing wealth within tax free structures.

We dive into how Mitt Romney was able to generate $100m in tax free earnings in his IRA, and most importantly navigate some real world examples to give the listeners a shrewd example of how they may consider better structuring their own accounts. If you have ever wonder how IRAs, 401Ks, SEPs and a variety of other structures may be utilized to optimize your retirement savings than this is a great episode for you. We took a lot away from this episode and are making changes in our own retirement planning. 

Relevant links for guest: 

For a 15% discount at Complete IRA for Invest Like a Boss listeners go to

Where are we: 

Sam – Kiev, Ukraine
Joshua – Portland, Oregon

Additional Links:

Turn $50k into $3 Million with SEP-IRAs – ILAB 05

Time Stamp – Topic:

02:45 – Fundamentals of retirement planning
06:00 – Why retirement accounts are not for everyone
07:30 – 401Ks are a safer structure than IRAs
08:25 – IRA vs 401K fundamentals
14:00 – Investing in yourself for retirement
17:55 – Solo 401Ks for earned income savers
20:00 – Diversifying your retirement accounts
25:35 – Utilizing multiple retirement accounts
31:37 – Traditional vs. ROTH
34:20 – Why traditional accounts may be a gamble
39:25 – Converting traditional funds to a ROTH account
43:50 – Keeping structures simple
45:25 – Will the Government mess with our retirements?
52:40 – A self directed IRA gives you a lot of investing flexibility
1:01:15 – How Mitt Romney grew his IRA to $100m
1:06:30 – Ditch your SEP for a Solo 401K
1:14:00 – Is there a minimum age for retirement plans?
1:21:00 – advice for employees with earned income

If you would like to take advantage of a special offer with Josh for Boss members only please visit:

If you enjoyed this episode, do us a favor and share it! Also if you haven’t already, please take a minute to leave us a 5 star review on iTunes and claim your bonus here!

Copyright 2016. All rights reserved. Read our disclaimer here.

Aug 17, 2016

With 16 amazing episodes under the belt of Invest Like a Boss, Sam and Johnny sit down and discuss the top 12 takeaways and how they have applied this learning to their own investment strategies and overall portfolios.

Some major investment vehicles reviewed in previous episodes include investing in stocks, Peer to Peer Lending, asset allocation models, REIT's, Tony Robbins all seasons portfolio, annuities, and tax free IRA investing. Listen to the end of the episode to hear an update on our current portfolio's and possible future guests on our show.

Where are we:

Odessa, Ukraine

What we are drinking:

Sam – Corona with ¼ lime
Johnny – Beer “Lada brand Bar” 


Timothy Ferriss – The 4 Hour Work Week
Robert T. Kiyosaki – Rich Dad Poor Dad
Mebane Faber – The Intelligent Asset Allocator

Reccomend Investment Platforms & Books – Resources Page
Travel Like a Boss – Ep 125 – Budget Traveling and Bulgaria & Ep 126 – Recorded in No Man’s Land
$25 Amazon gift card instructions – Bonus

Show notes:

(01:30) 1. Investing in stocks long term is not risky e. 16

(03:20) 2. P-2-P works much better when there is an underlying asset e. 13

(05:43) 3. Don’t obsess about asset allocation models, but be disciplined in sticking to it e.15

(08:56) 4. REIT investing is awesome, and low cost models like Fundrise may be the future e.12

(11:07) 5. Investing in yourself is the surest way to make exponential returns e.1, e.2, e.6, e. 7

(14:10) 6. Using leverage can get you rich, and also in a lot of trouble.  e.4, e.7, e. 14

(16:50) 7. Tony Robbins All Seasons – good, but not perfect e.15

(19:27) 8. Annuities can help you sleep at night, AND the grow tax deferred e.4

(22:00) 9. Low cost funds/implementation are more important the optimizing asset allocation e.15, e.16

(25:08) 10. Do not re-balance your portfolio around what is currently working e.15

(27:58) 11. Invest Tax Free for retirement with a Roth IRA e.5

(31:54) 12. The internet holds many untapped investment gems for us to stay close to e. 10  

(34:50)   – Sam’s recent investment activity in REIT’s, Peer Street and Vanguard

(36:14)   – Johnny’s recent small cap stock, Lending Club and Forex investment

(42:20)   – Future guest to be on the show

(42:55)   – iTunes review thank you shout outs


If you enjoyed this episode, do us a favor and share it! Also if you haven’t already, please take a minute to leave us a 5 star review on iTunes and claim your bonus here!

Copyright 2016. All rights reserved. Read our disclaimer here.

Aug 10, 2016

William Bernstein is a financial theorist, neurologist and Best Selling author of several books, including one of our favorites, The Intelligent Asset Allocator. He shows independent investors how to build a diversified portfolio without the help of a financial advisor.

In this episode we talk the possible risk tolerance of an all stock portfolio and what age you should be when investing. We discuss major advantages and disadvantages of lump sum investing over a dollar cost average approach especially over a 12-month period. Lastly the importance of knowing financial history to choose the best time to buy stocks and how it correlates with GDP. Listen to the end to hear Williams advice he would like to give to his younger self and other inspiring investors. 

Relevant links for guest: 

Williams Website –

Where are we:

Sam – Bangkok
Bill – Portland, Oregon

Recommended Books:

William Bernstein – The Intelligent Asset Allocator
William Bernstein – The Four Pillars of Investing: Lessons for Building a Winning Portfolio
William Bernstein – A Splendid Exchange: How Trade Shaped the World
William Bernstein – The Investor’s Manifesto: Preparing for Prosperity, Armageddon, and Everything in Between

Discussed (relevant links):

Modern Portfolio Theory –
Efficient Market Hypothesis –
The Bernstein Portfolio model –
Do not dollar cost average for more than 12-months –

Time Stamp – Topic:

06:00 – How Bill got into finance
06:45 – A quantitative approach to finance
07:15 – The Intelligent Asset Allocator
08:15 – Modern portfolio theory
10:35 – The Bernstein asset allocation model
11:50 – Dialling up the stock exposure
12:15 – Stocks vs. bonds
13:00 – Risk tolerance
15:00 – Why stocks can be toxic in retirement
16:00 – Buying the basic asset allocation of funds
17:20 – The importance of sticking with an allocation
20:40 – Rebalancing your portfolio
22.15 – Simple vs. highly diversified portfolios
23:00 – Lump Sum investing vs. Dollar Cost Averaging
27:30 – The psychological part of investing
28:32 – Do not dollar cost average for more than 12 months
30:50 – What DCA buys you insurance against
32:00 – The importance of financial history
33:55 – GDP is not always correlated with stock returns
36:00 – What does Bill wish he knew 40 years ago
37:20 – Bill’s advice to young people


If you enjoyed this episode, do us a favor and share it! Also if you haven’t already, please take a minute to leave us a 5 star review on iTunes and claim your bonus here!

Copyright 2016. All rights reserved. Read our disclaimer here.

Aug 2, 2016

Meb Faber is one of our hero’s in Finance. A high energy straight shooter that is highly explorative and analytical. He gave up his skis to catch the surf in Manhattan Beach while co-founding his company Cambria Investments Management. Many of our listeners already follow Meb through his blog, podcasts and many books, and had to chance to catch up with him about modelling an “All Seasons Portfolio”.

Originally introduced by BridgeWater’s Ray Dalio, the investment allocation was once again hyped up in its reintroduction of Tony Robbins new book Money Master the Game. Meb has researched and compared dozens of the most coveted asset allocation models dating back to the early 1900’s and we wanted to see how the All Seasons Portfolio stacked up against others like the Perfect Portfolio, and the 60/40. This episode is perfect for anyone looking to learn how to model a buy and hold portfolio and learn more about how today’s economic environment may give clues to future investment performance.  

Links for Meb:
Cambria Investments

Where are we:

Sam – Singapore
Meb – Manhattan Beach


Money Master The Game – Tony Robbins
The Ivy Portfolio – Meb Faber
Global Value – Meb Faber
ShareholderYield – Meb Faber
The Intelligent Asset Allocator – William Bernstein
Triumph for the optimists – Elroy Dimson, Paul Marsh, Mike Staunton
Demographic Cliff – Harry Dent


The Idea Farm
The All Seasons Portfolio – Ray Dalio
David Swenson
Risky Party 160% model – Global Market Portfolio
The Capitalism Distribution (Longboard)

Some awesome links to Meb’s content:

Tony Robbins All Season Portfolio
Risk Parity Model (*watch the first video)
Asset Allocation Strategies (*our favorite article)
Global Asset Allocation  (*get Meb’s book free)
Meb’s Podcast

Timp Stamp – Topic: 
09:20 – How Meb got into finance
10:15 – Starting up Cambria
11:00 – 1500 blogs in 5 years
14:00 – Traditional investment advice vs. modern
14:45 – Modelling a portfolio for the future
16:40 – Having an appreciation for history
17:45 – The world’s investment Gurus
19:10 – Comparing 6 great portfolio models
20:45 – Why low cost fees make a huge difference
21:45 – Why buy and hold allocations don’t matter as much
22:50 – Japan’s market was flat for 2 decades
26:22 – Foreign markets are reasonable or really cheap
28:27 – What does risk parity mean?
31:30 – The simple takeaway of risk parity
32:00 – Negative interest rates
32:30 – Will bond rates continue to rise?
33:45 – Why high yield stocks are now dangerous
42:00 – Where REITs stand at the moment
35:00 – How models performed in the inflationary 70’s
36:20 – Reviewing the ALL Seasons Portfolio
37:14 – “Go enjoy your Summer”
38:25 – Being asset class agnostic
39:00 – Home country bias
40:00 – Dollar weighted vs. time weighted returns
41:33 – Advisor value, talking you out of emotional moves
42:25 – Investment timelines
43:40 – Dliving through a bear market
44:45 – Designing a model for the future (Global Market)
45:50 – The Trinity Portfolio
48:40 – What is exciting about Emerging Markets
48:00 – Small Cap growth prospective
50:00 – The capitalism distribution
51:50 – Meb’s opinion on Robo Advisors
53:50 – Robo-Advisors in bear markets
54:45 – Why it’s a great time to be an investor
55:25 – Personal finance vs. investing
56:45 – How about TIPS?
58:55 – WWIII investment planning
60:00 – Final thoughts portfolios for the futures

If you enjoyed this episode, do us a favor and share it! Also if you haven’t already, please take a minute to leave us a 5 star review on iTunes and claim your bonus here!

Copyright 2016. All rights reserved. Read our disclaimer here.