EP 351 - Your Power Isn’t in the Plan — It’s in Your Pivot - A Paper Napkin Wisdom Blog with Monique Hayward

Monique Hayward - Paper Napkin Wisdom - Your Power Isn’t in the Plan — It’s in Your Pivot

There’s something powerful about hearing someone tell the truth about how success actually happens. 

Not the polished version. Not the LinkedIn version. The real version. 

And in this episode of Paper Napkin Wisdom, Monique Hayward delivers exactly that. 

Monique is a seasoned executive with over two decades at Intel and Microsoft, an entrepreneur who built and exited a restaurant business, and now the co-founder of a growing hospitality brand alongside emerging ventures in AI and non-alcoholic beverages. Her journey is anything but linear — and that’s exactly the point. 

Her napkin says it all: 

“Your power isn’t in your plan. It’s in your pivot.” 

And once you hear her story… you realize this isn’t just a quote. It’s a lived truth. 

The Myth of the Perfect Plan 

Most of us start our careers believing in a simple formula: 

Work hard → Get promoted → Move up → Repeat. 

It’s clean. Predictable. Safe. 

And completely unrealistic. 

Monique reflects on how early-career thinking tends to be linear — but reality is not. Opportunities don’t always show up where you expect them. And sometimes, the biggest breakthroughs come from detours you never planned for. 

“Sometimes you have to take a little bit of a detour… something that wasn’t quite in your plan… and be open to the fact that something might come your way that’s even better.” 

That openness — that willingness — is where the pivot begins. 

From Corporate Stability to Entrepreneurial Chaos 

At the height of a successful corporate career at Intel, Monique made a decision that most people wouldn’t: 

She opened a restaurant. 

Not because she had to. Because she wanted to stretch. 

Inspired by her grandmother — who worked night shifts as a nurse while running a beauty business during the day — Monique saw what was possible when someone refused to stay inside a single lane. 

So she stepped outside of hers. 

What followed was one of the toughest entrepreneurial classrooms you could ever enroll in. 

“A restaurant teaches you everything about entrepreneurship… hiring, turnover, leases, regulations… everything shows up.” 

And just like that — she was in it. 

When the Plan Stops Working 

For the first couple of years, things were going well. 

And by “well,” Monique is clear: 

“When I say successful… I mean break-even.” 

Then came reality. 

The financial crisis hit. Consumer spending dropped. And discretionary experiences — like dining out — disappeared overnight. 

She held on. 

Like most entrepreneurs do. 

Optimistic. Hopeful. Committed. 

But in hindsight? 

“I probably held on about six months too long.” 

And that’s where the deeper truth emerges: 

👉 The pivot doesn’t just require courage. 👉 It requires awareness. 

Because if you’re too attached to the plan… You stop listening. 

The Power of Perspective (and Truth-Tellers) 

One of the most defining moments in Monique’s journey came through a conversation with her mentor — Morgan Freeman. 

Yes, that Morgan Freeman. 

She flew to Los Angeles, prepared with notes, plans, and structured thinking. 

He looked at her and said: 

“Put the notebook away. I just need you to listen.” 

Then he gave her three simple truths: 

1. This business will not define you long-term  

2. You have a strong career — don’t ignore it  

3. Your personal life is paying the price  

And then, the line that changed everything: 

“When you leave here… you’re going to shut that restaurant down.” 

Two weeks later… she did. 

And her words say it best: 

“It set me free.” 

Your Personal Board of Directors 

Now, not everyone has access to Morgan Freeman. 

But everyone has access to truth — if they’re willing to invite it. 

Monique emphasizes the importance of building what she calls a: 

👉 Personal Board of Directors 

A small group (5–6 people) who: 

• Know you well  

• Tell you the truth  

• Challenge your blind spots  

• Help you think clearly (not emotionally)  

“If you hear the same thing from different people three or four times… you should pay attention.” 

And equally important? 

You must be: 

• Open  

• Vulnerable  

• Willing to hear what you don’t want to hear  

Because the pivot doesn’t come from comfort. 

It comes from clarity. 

The Pivot Isn’t a One-Time Event 

What’s fascinating about Monique’s story is that the pivot didn’t end when she closed the restaurant. 

It became a pattern. 

• From corporate → entrepreneurship  

• From restaurant → hospitality brand  

• From hospitality → AI + non-alcoholic beverage innovation  

She didn’t abandon her past. 

She blended it. 

“I put it all in the blender.” 

That’s the real insight. 

A pivot isn’t starting over. It’s repositioning what you already know. 

5 Key Takeaways from My Conversation with Monique Hayward 

1. Your Plan Is a Starting Point — Not a Contract 

Plans give direction, but they shouldn’t limit your evolution. 

Take Action: Review your current plan. Ask: Where am I forcing something that no longer fits? 

2. Awareness Creates the Pivot 

If you’re not paying attention to feedback — internal or external — you’ll miss your moment. 

Take Action: Write down 3 signals you’ve been ignoring in your business or life. 

3. Build a Personal Board of Directors 

You need people who will tell you the truth — not just support your story. 

Take Action: Identify 3–5 people you trust and explicitly ask them to challenge your thinking. 

4. Don’t Stay Too Long 

Hope is not a strategy. Timing matters. 

Take Action: Ask yourself: If I were starting today, would I choose this again? 

5. Pivoting Is a Skill — Not a Failure 

Every pivot builds capability, clarity, and confidence. 

Take Action: Reframe your past pivots as training, not mistakes. What did each one teach you? 

Final Thought 

Most people wait for certainty before they move. 

But certainty doesn’t create progress. 

Movement does. 

And often… 

👉 The most powerful move you can make is the one you didn’t plan. 

About Monique Hayward 

Monique Hayward is a seasoned executive, entrepreneur, and hospitality innovator with over 25 years of experience spanning Intel, Microsoft, and multiple business ventures. She is the co-founder of Driscoll Cuisine & Cocktail Concepts, a hospitality brand focused on elevated, chef-driven experiences. She is also expanding into non-alcoholic beverages and developing an AI-powered hospitality coaching platform. 

Monique’s journey reflects the power of reinvention, adaptability, and surrounding yourself with the right voices — including mentorship from legendary actor Morgan Freeman. 

Connect with Monique 

LinkedIn: https://www.linkedin.com/in/moniquehayward/ Website: https://www.moniquehayward.com