
Don’t just survive the avalanche – outsmart it.
Outsmarting Consultants helps companies turn avalanches of problems into market-leading advantages.
Facing growth challenges or market uncertainty? Consider us your problem-solving partner.
Every business has the potential for greatness. We dedicate ourselves to unlocking yours – step by strategic step.
At the core of every groundbreaking business is a vision ready to excite the market. For everyone, from evolving startups to large enterprises, the journey has a few bumps along the way – from stalled growth to revenue plateaus to founder friction. That’s where Outsmarting Consultants steps in to help.
Two decades of front-line experience across FinTech, PropTech, and HealthTech have taught us that it’s not enough to react to problems as they come. That’s why Outsmarting Consultants offers more than answers to today’s challenges – we redefine tomorrow’s possibilities with strategic foresight and proactive solutions.
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Industry & Development Insights
Leverage our expertise in evolving tech sectors, venture capital, and mergers & acquisitions to outperform in your current market. Roadmaps tailored to your business will take you from startup to industry leader.
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Organizational & Cultural Development
Draw on our successful management of crises, mergers, and everything in-between. Combine innovative org design with cultural development to create an environment where leaders and teams can thrive.
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Customer-Centric Strategies
Utilize our insights to elevate your customer engagement and exceed expectations. Develop launch-ready blueprints with measurable outcomes that do more than meet market needs – they make customers happy.
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Contracts, Negotiations, & Market Expansion
Benefit from our mastery of major contracts and new markets. Tactical negotiation, coupled with expansion strategies, prepare you for successful entry to (and performance in) new markets.
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Why be reactive when you can be preemptive?
Our advisory and consulting services are available across six key areas.
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Strategy & Crisis
Develop a roadmap for proactive strategies to mitigate risk, secure business continuity, and ensure reputation protection.
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Scaling & Diversification
Implement scalable strategies to break revenue barriers in your current market or capitalize on opportunities in new markets.
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Fractional Leadership
Expert C-level executive engagements, with a focus on CEO, COO, and CHRO roles.
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Culture & Operations
Optimize operations for maximum efficiency and minimum complexity while establishing a thriving organizational culture.
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Contracts & Regulations
Negotiate agreements, protect your company’s interests, ensure compliance with industry standards and regulations.
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Executive Coaching
Elevate individual or team-wide leadership capabilities and performance.
We bring our unique D.A.T.A-driven™ process to everything we do.
Named for our proprietary approach of “Outsmarting the Avalanche,” we’re known for getting ahead of problems before they happen.
More than a name, it's our promise. Together, we’ll address the challenges you’re facing today and anticipate the obstacles of tomorrow, ensuring your business stays ahead.

Meet Mike Orlando
Founder and President
Mike Orlando is a seasoned FinTech entrepreneur with over two decades in the industry. His excellent track record encompasses all aspects of the business lifecycle, from launching start-ups and raising capital to driving accelerated growth and achieving successful exits.
His extensive experience ranges from company founding and concept generation to capital raising, organization building, and growth acceleration. With a strong background in international business, mergers, and acquisitions, Mike consistently secured lucrative exit transactions for investors. In addition, Mike is an experienced board director.