Dimitris Costas

If I Had to Start Over at 18, I'd Do This

Focus on fewer activities, master sales and systems early, avoid debt, and build compounding skills for sustainable success instead of chasing fast money.

Key takeaways

5 points
  1. 1Narrow active projects to two or three maximum.
  2. 2Learn sales and build tracking systems immediately.
  3. 3Track personal finances from day one to avoid debt.
  4. 4Reject fast-money schemes without deep expertise.
  5. 5Protect health and treat skills as the only lasting asset.

Summary

A 23-year-old entrepreneur reflects on mistakes made since turning 18 and details the focused approach he would take today to build wealth without burnout or debt.

Core Focus

  • Stop spreading effort across ten projects at once and concentrate on just a few high-impact activities (0:00-8:01).
  • Learn sales early because persuasion skills transfer to every business and relationship.

Systems and Money

  • Build simple tracking systems for inventory, clients, and monthly profit to double output without extra work (0:00-8:01).
  • Track every personal asset, liability, income, and expense from day one to prevent debt accumulation.

Long-Term Rules

  • Reject fast-money schemes like dropshipping or crypto trading without deep industry knowledge (8:02-16:04).
  • Prioritize physical and mental health and treat compounding skills (sales, finance, operations) as the only assets that remain when money disappears.

Execution

  • Stop editing videos and redirect time to revenue-generating work like driving Uber.

Deep read

Executive Summary

Dimitris Costas reflects on his life from age 18 to almost 23, distilling the top lessons he would apply if he had to start over today. The core message is to focus on a few high-leverage ventures, early mastery of sales, robust systems, disciplined personal finance, and a long-term mindset. He stresses building valuable skills (sales, operations, finance, leadership) that compound over time, while cautioning against chasing fast money and debt traps. Relationships and health emerge as critical forces powering durable success, not just raw knowledge. He also covers what he would keep (starting early, willingness to take risks, learning by doing) and what he would change (reducing scope, implementing systems sooner, avoiding debt, prioritizing health). The video closes with practical calls to action and invites to join his community and reach out for guidance.

Speaker: Dimitris Costas

00:00:00Introduction and Overview

What I learned since 18

  • The speaker is almost 23; he will be 23 this month. He wants to share what he's learned since turning 18 and what he would do differently if he had to start over now.
"Welcome back. A lot has happened between 18 and where I am today. I am almost 23. I'll be 23 this month. And I wanted to make this video to kind of showcase what I've learned during this time and if I had to start over at 18 again, what I would do differently."
  • Milestones include finishing college, building businesses, buying and selling thousands of pairs of shoes, investing in crypto, accumulating debt, and paying debt down. He’s made mistakes and had wins.
  • The core aim: present the biggest lessons and outline what would be done differently (and what would be kept the same).

00:08:02Lesson 1: Stop trying to do everything

  • Core idea: do not spread yourself too thin. He quotes his dad: "not to spread yourself too thin" and explains he used to run multiple ventures (shoe business, selling business, a crypto community), plus eight social platforms, while back in college.
  • The result: nothing was getting done well because attention was divided across many things.
  • ⭐ HIGH PRIORITY: focus on a few things at once; don’t juggle 10 different ventures.
  • What he would do differently at 18: solely double-down on the shoe business and avoid diversifying prematurely.
  • Notable quote: > "Stop trying to do everything."
  • Notable quote: > "my dad always says is not to spread yourself too thin."

00:16:05Lesson 2–10: Key later lessons (Sales, Systems, Finance, Content, Relationships, Health, Debt, Skills)

  • Lesson 2: Learning Sales Earlier

- He underestimated how important sales were. A friend, Matthew, nudged him to study sales because it unlocks persuasion and communication skills. In the shoe business, sales could feel casual online transactions, but later experience in a real estate job broadened his sales impact. - ⭐ HIGH PRIORITY: learn sales early; foundational for many ventures.

  • Lesson 3: Building Systems Earlier

- He didn’t implement solid systems for the shoe business until last year. Since implementing them, inventory has doubled and gotten more organized: tracking every item, knowing what’s in consignments, what’s sold or on the way, what’s paid or outstanding. - Systems enable precise cash-flow visibility (how much is invested, monthly profit, etc.). - ⭐ HIGH PRIORITY: systems simplify growth and help you serve customers reliably.

  • Lesson 4: Tracking Finances From Day One

- Emphasizes personal finances: assets vs. liabilities, income vs. expenses, and debt management. Tracking finances from day one would have put him in a better position today. - Focus on reducing debt and growing net worth by prioritizing savings and prudent spending. - ⭐ HIGH PRIORITY: personal financial discipline is foundational to future freedom.

  • Lesson 5: Start Creating Content Immediately

- He started creating content but did not consistently post or leverage it for reach. Building content early would have expanded his network in the niche and provided accountability.

  • Lesson 6: Building Better Relationships

- Relationships can matter more than knowledge alone; the right people can unlock opportunities and provide guidance as you grow.

  • Lesson 7: Stop Chasing Fast Money

- He warns against get-rich-quick methods (dropshipping, crypto trading) that promise rapid money. To actually make money in those models, you must learn the industry deeply, understand competition, and master marketing. - Metaphor: grass is greener where you water it; long-term value comes from consistent work rather than chasing flashy shortcuts. - ⭐ HIGH PRIORITY: avoid short-lived wins; invest in durable, scalable efforts.

  • Lesson 8: Take Care of Your Health

- Health underpins energy, focus, and productivity. If health suffers, everything else tends to suffer. He emphasizes prioritizing health to sustain long-term growth.

  • Lesson 9: Taking Debt More Seriously

- Debt adds mental stress and can cap options due to mandatory payments. He still carries some debt but stresses avoiding debt whenever possible and being cautious about family loans. He notes debt helped certain ventures but would approach it more carefully and intentionally.

  • Lesson 10: Focus on Building Valuable Skills

- Money comes and goes; skills stay. He highlights: Sales, Finance, Operations, Communication, Leadership. These skills compound and create opportunities across ventures.

  • Final reflections within Lesson 10: He believes his early foray into entrepreneurship was valuable and that trying and learning by doing was worth it; he plans to react to his younger self in a future video.

00:16:05Final Thoughts and Closing (Summary of the core advice)

  • He advises: work on fewer things, build better systems, and think long-term. He acknowledges he’s still figuring things out and anticipates making another video in the future reacting to his past self.
  • He’s not editing this video heavily to save time and money; he would rather Uber to earn money while learning and growing, and he invites viewers to reach out if they want help or to collaborate.
  • He promotes his website, community, and social profiles as ways to connect and learn more; he also mentions debt and wealth-building content on his channel as accountability and motivation.

00:18:53Closing Call to Action

  • He asks viewers to like and subscribe if they found value and to share thoughts on what they want to see next. He invites people to contact him via his website if they want to discuss credit, business help, or join his wealth mindset and philosophy community for digital nomads.

00:18:53Resources Mentioned

  • Website: https://dimitriscostasservices.com/
  • Community: https://www.skool.com/polymath-agora-2308/about
  • Instagram: https://www.instagram.com/dimitris.costas/

00:18:53Closing Note

  • He reiterates that the video is meant to save others time and mistakes by sharing what he would do differently and what he would keep.

Quotes (Verbatim blockquotes)

"Welcome back. A lot has happened between 18 and where I am today. I am almost 23. I'll be 23 this month." "First off, I would say that, um, a lot has happened and we'll go ahead and, uh, get into it, like the different things that I've done since turning 18." "Stop trying to do everything." "my dad always says is not to spread yourself too thin." "Sales is really important. You should really take a look into it." "The grass is green on the other side, but it's really where you water your grass." "If you are curious, go check that out." "If you like it, like the video, subscribe."

Resources Mentioned

  • https://dimitriscostasservices.com/
  • https://www.skool.com/polymath-agora-2308/about
  • https://www.instagram.com/dimitris.costas/

Notable Notes

  • The talk uses a mix of personal storytelling, practical lessons, and philosophy about focus, patience, and relationships. The speaker emphasizes action over waiting for the perfect plan, the importance of building durable systems, and prioritizing health and long-term skill development. The content blends entrepreneurial lessons with personal finance and self-improvement themes.

End of Deep Read

Action Items

  • Choose 2–3 core ventures to focus on for the next 12–18 months and block out time for them.
  • Open a personal finance tracking system: track income, expenses, assets, liabilities, and net worth monthly.
  • Enroll in or study a foundational sales course; practice daily (role-plays, pitches, and follow-ups).
  • Develop a simple business system for one venture: inventory tracking, status updates, and cash flow visibility.
  • Create and publish content regularly (e.g., one post per week) to build network and accountability.
  • Schedule monthly relationship-building activities: reach out to mentors, peers, and potential partners.
  • Limit debt and avoid new consumer debt; only incur debt with a clear ROI.
  • Prioritize health: establish a routine for sleep, exercise, and nutrition to sustain energy.
  • Identify 2–3 core skills to develop further (sales, operations, financial literacy, leadership) and set a 90-day learning plan.
  • Review opportunities critically; prefer durable, long-term projects over flashy quick wins.

Mental Models

Focus on Few, Not Many
Concentrate effort on 2–3 ventures at a time to avoid spreading resources too thin; compounding returns from depth over breadth.
Systems Thinking
Create standardized processes to track inventory, sales, clients, and finances so growth is scalable and measurable.
Long-Term Thinking
Prioritize durable outcomes and health over quick wins; invest in skills and relationships that compound over time.
Grass-Watering Metaphor
Value is produced where you invest consistent care—put effort into the 'grass' you want to grow instead of chasing greener pastures elsewhere.
Debt Discipline
Treat debt as a constraint; avoid unnecessary debt and only incur it with a credible plan to generate returns.

Glossary

Consignment
An arrangement where items (e.g., shoes) are held by one party (the seller) to sell on behalf of the owner, with payment only after sale.
Assets
Things of value that you own (e.g., cash, investments, inventory).
Liabilities
Financial obligations you owe (e.g., loans, credit card debt).
Net Worth
The difference between total assets and total liabilities; a snapshot of financial health.
Systems
Standardized methods and processes used to run a business efficiently and consistently.
Inventory
The goods a business holds for sale; tracking status includes on-hand, sold, consignment, or paid/outstanding.
Upside
Potential positive financial gains from a venture or investment.
Digital Nomads
People who work remotely and travel, not tied to a single location.

Notable Quotes

“Welcome back. A lot has happened between 18 and where I am today. I am almost 23. I'll be 23 this month.”

Dimitris Costas · 00:00:00

“First off, I would say that, um, a lot has happened and we'll go ahead and, uh, get into it, like the different things that I've done since turning 18.”

Dimitris Costas · 00:00:00

“"Stop trying to do everything."”

Dimitris Costas · 00:08:02

“"my dad always says is not to spread yourself too thin."”

Dimitris Costas · 00:08:02

“"Sales is really important. You should really take a look into it."”

Dimitris Costas · 00:08:02

“"The grass is green on the other side, but it's really where you water your grass."”

Dimitris Costas · 00:16:05

“"If you are curious, go check that out."”

Dimitris Costas · 00:16:05

“"If you like it, like the video, subscribe."”

Dimitris Costas · 01:32:30

Topics

#Entrepreneurship#Personal Finance#Sales Skills#Business Systems#Long-Term Thinking

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