

Code and Capital are the two highest forms of leverage. I use both.

I spent the first half of my career as an Operator: building, scaling, and exiting.

I am spending the second half as an Architect: designing systems that run without me.

Currently building a sovereign ecosystem bridging Private Equity and AI.

The Work:
- Writing: #dhandhekafunda — Deconstructing the algorithms of success.
- Guiding: House of Starts — Funding the next generation of founders.
- Building: Engines of freedom, not just companies.

If you are building at the edge of AI, Finance, or Systems Thinking, follow my linkedin profile. 

Utpal Vaishnav

We often promote people for their Execution (Column 4):

Then we are shocked when they fail because they have zero Self-Mastery (Column 1).

Leadership is not a single skill. It is a "Full Stack" discipline.

If you treat Leadership like an engineering problem, these are the 5 subsystems you need to maintain:

1. Self-Mastery: The Operating System. (EQ, Discipline, Gratitude). If this crashes, the whole server goes down.

2. People & Communication: The Network Layer. (Listening, Feedback, Trust). You cannot lead people you cannot understand.

3. Thinking & Decision Making: The Processor. (Critical Thinking, Problem Solving). The ability to be right when the data is incomplete.

4. Execution & Productivity: The Output. (Delegating, Saying No, Time Management). Vision without execution is hallucination.

5. Growth & Resilience: The Antivirus. (Learning from failure, Combating Imposter Syndrome). How fast do you reboot after a crash?

I mapped out the 50 Essential Skills across these 5 pillars.

Don't try to master all 50 today. Pick one column where you are weak. Focus there for Q1.

Which column is your "bottleneck" right now? (I am doubling down on Column 3 this year.)

~~~
♻️ Repost this #DhandheKaFunda to remind your network that "Soft Skills" are actually the most challenging part.
✔️ Save this Checklist to audit your own performance reviews. 
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Founder & Architect • Systems & Models for Builders, Ventures & Capital

50 Skills of a Great Leader: The Complete Executive Skill Stack (2026 Checklist)

by 

Utpal Vaishnav

#DhandheKaFunda

You think you are a rational decision-maker.
You are actually a rationalizing storyteller.

According to Daniel Kahneman (Nobel Prize winner), our brain has two modes:

• System 1 (The Autopilot): Fast, emotional, intuitive. It runs 95% of your life.
• System 2 (The Pilot): Slow, logical, effortful. It only wakes up when you force it to.

The problem? System 1 is terrible at math and statistics. It relies on shortcuts (Heuristics) that create "Cognitive Illusions."

I mapped out the Thinking Fast & Slow Cheat Sheet to help you debug your own brain:

The Top 3 Traps to Watch For:

1. WYSIATI (What You See Is All There Is):
System 1 builds a story based only on the data in front of it. It never asks: "What data am I missing?" This is why we are so confident in bad decisions.

2. The Planning Fallacy:
We always underestimate time and cost. We imagine the "Best Case Scenario" and treat it as the "Most Likely Scenario." (System 1 is an optimist).

3. Loss Aversion:
The pain of losing $100 is 2x stronger than the joy of finding $100. This makes us play "Not to Lose" rather than "Playing to Win."

How to use this sheet:
Whenever you are making a big decision (Hiring, Investing, Strategy), stop.

Ask yourself: "Is this System 1 jumping to a conclusion? Or has System 2 actually reviewed the data?"

Which of these biases is your personal nemesis? (I suffer from the Planning Fallacy every single week).

~~~
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Thinking Fast & Slow: A Visual Summary of Daniel Kahneman's Framework (System 1 vs. System 2)

Utpal Vaishnav


The biggest mistake new managers make is trying to be “fair”.

They think fairness means treating everyone the same.

It does not.

Treating a junior with low skill the same as a senior with high skill is not fair.

It is negligent.

The junior drowns from lack of guidance.
The senior quits from micromanagement.

Great leadership is situational.
You must diagnose the person before you prescribe the management style.

I use the Skill / Will Matrix to choose the right tool.

1. High Performer (high skill . high will)
Strategy. Delegate and empower.
Trap. Getting in their way. Give them the goal and get out.

2. Contributor (low skill . high will)
Strategy. Guide and support.
Trap. Assuming enthusiasm equals competence. They need training, not just praise.

3. Potential Detractor (high skill . low will)
Strategy. Excite and engage.
Trap. Ignoring them. They are smart enough to undermine the culture if bored or bitter. Find out why their will is low.

4. Low Performer (low skill . low will)
Strategy. Direct or exit.
Trap. Hoping they will change. Give clear expectations. If they do not execute, make the hard call.

Stop looking for one leadership style.
You need four.

Which quadrant is your most difficult team member in right now.

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The Skill / Will Matrix: How to Adjust Your Management Style (Situational Leadership Cheat Sheet)

By Utpal Vaishnav

Upsquare

For all things related to Product & Software Development in the Upsquare world, I am responsible for participating & contributing towards strategy, direction and growth of the company. 

Key areas and functions that I focus:  

* Human Capital — Team Building, Culture, Training, Career Development 
* Operations — Ensure the adherence to OKR (KRA, KPI) in day2day operations
* Projects & Products Delivery — Implement process & practices to provide timely and quality delivery
* Partnerships — Identify, Nurture and leverage partners/vendors 

Throughout my journey, I've consistently upheld the principle of Bottomline Ownership. Continually challenging both myself and my team aligns seamlessly with the essence of Upsquare's Culture Code.

Upsquare's vision of co-creating a shared future resonates deeply with my leadership style, which is rooted in empowerment.

Chief Operating Officer

Ace Infoway Pvt. Ltd.

Business Consultant

Focus on Big Picture | Nurture Managers & Leaders | Challenge Status Quo

Primarily in the space of Software Services, I am responsible to:

* Provide Leadership to Sales & Marketing
* Maximize Value in Client Projects/Products Delivery
* Create & Optimize Processes
* Engage Clients & Maximize Growth
* Achieve win win with Partners/Vendors
* Ensure Recruitment, Career Progression, Training & Development

Responsible for end to end Operations & profitability of technology services business division, with Key Result Areas: 

* Business Planning - Provide strategic inputs, volunteer & drive new initiatives
* Division Growth - Maximize customer & team potential
* New Customer Acquisition - Supervise Sales & Marketing. 
* Represent - Onsite events & conferences in the USA. 
* Projects & Products Delivery - Implement process & practices to provide timely and quality        
   delivery to global customers 
* Human Capital - Ensure steady inflow of new talent, Talent retention by career progression 
   planning, ongoing Training & Development
* Vendors & Partners - Establish and streamline new partner relationship

Sr. VP Operations & Client Engagement

Operations Incharge in the areas of :
    * Resource Management & Delivery - Software Development   
    * Client Servicing & Account Management
    * HR & Recruitment

VP Operations

NINtec B.V. / Gateway Technolabs

Responsible for : Team Management, Productivity & Quality Management, Change Management

Activities/Functions: Sales Operations & Support, Business Development, Key Account Management, Sales & Quota Planning, Execution & Control (MIS), Sales Excellence, Strategic Objectives Implementation

Primary Support to : BENELUX Region - Onsite and Inside Sales Team

Also Exposed to/Supporting : Canada, DACH, USA, France among other markets

VP - Global Sales Support

Responsible for Sales, Presales & Business Development Support -  FOR Software and Media & Publising Services in BENELUX Region.

AVP - Global Sales Support

Responsible for Managing Key Accounts across Europe to bring Additional value in the relationship by proactively managing the existing business and supporting the new developments to nurture a long lasting business relationship

Key Account Manager

CMS, Ecommerce, Web Shops, Shopping cart, Product Catalogues, Payment Gateway, Open Source, Microsoft Platform, Drupal, Joomla!, Mambo, OpenCMS, Zen Cart, OS Commerce, MS Commerce Server, E Business Solutions

Manager Global Software Sales

Vipul brings over 25 years of leadership in the ever-evolving software services sector. His track record spans pivotal roles in Delivery Operations, Sales & Marketing, HR & Recruitment, and forging impactful Business Partnerships.

Vipul practices "Customer First" and passionately advocates for the needs of clients. His vast exposure to Software & Technology Services, Global Outsourcing, Specialized Publishing, and ITES/BPO industries provides him an acute understanding of SME clients, especially from Europe and North America.

Vipul's leadership philosophy is empowerment. He believes in nurturing and unlocking the potential of his teams, enabling them to deliver exceptional value to both internal and external stakeholders. For Vipul, the path forward is about evolving — becoming more insightful, resilient, and goal-driven.

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