Just as the Gulmohar tree symbolizes growth and resilience, Under the Gulmohar Tree brings CEOs, bankers, and operators together to share insights on scaling mid-market businesses. Through candid conversations, we explore leadership, innovation, and value creation—uncovering lessons and strategies to help you grow and thrive.
Under the Gulmohar Tree | Serge Olivier Paquette on the rapidly evolving cybersecurity landscape
In this episode of Under the Gulmohar Tree, we sit down with Serge Olivier Paquette, Chief Product Officer at Flare, to unpack the rapidly evolving cybersecurity landscape - and why identity risk has become one of the most critical threats facing organizations today.
Drawing on his experience building cybersecurity intelligence platforms, Serge shares the story behind Flare’s evolution - from monitoring financial fraud signals on the dark web to helping organizations gain real-time visibility into their external threat exposure.
The conversation explores the structural shifts reshaping digital risk:
* How cloud adoption and SaaS sprawl have dissolved the traditional corporate perimeter
* Why mid-market companies now operate across hundreds of third-party services and hidden attack surfaces
* The industrialization of cybercrime and the growing efficiency of underground economies
* The real impact of AI-driven attacks - and where hype diverges from operational reality
Serge breaks down one of the most important trends in cybersecurity today: identity-led breaches. From infostealer malware and credential leaks to session hijacking and password reuse, he explains why compromised identities are often the entry point for modern attacks.
The discussion also highlights how seemingly small actions - like installing unverified software or plugins on work devices - can cascade into major incidents, including ransomware events.
We also dive into:
* The consolidation wave in cybersecurity and what it means for digital risk intelligence
* Why risk must be understood through motivation (why), assets (what), and attack surface (how)
* Whether predictive threat intelligence is realistic - or even necessary
* Why automation and remediation integrations are becoming essential for effective cyber defense
This episode is essential listening for CISOs, technology leaders, operators, investors, and mid-market executives navigating an increasingly complex threat environment.
Cybersecurity is no longer just about perimeter defenses - it’s about visibility, context, and closing the identity gap before attackers exploit it.
🎙 Listen now to rethink how you approach digital risk in 2026 and beyond.
#CyberSecurity #IdentitySecurity #DigitalRisk #ThreatIntelligence #ExternalAttackSurface #MidMarket #CISO #EnterpriseSecurity #UnderTheGulmoharTree
12 Feb 2026
Under the Gulmohar Tree | Michael Darling on Why Cybersecurity Is Business Risk
In this episode of Under the Gulmohar Tree, Sumit Aneja sits down with Michael Darling, CEO of Solstice Security - former Marine Corps officer, cybersecurity leader and former CISO of a major U.S. law firm.
This conversation moves beyond compliance checklists and tool discussions - and into what truly matters:
* Why cybersecurity is fundamentally business risk
* The mid-market security gap: complexity without resources
* Why organizations tolerate known risks
* The CFO-CISO communication breakdown
* AI in security: leverage or false confidence?
* The uncomfortable question every board should answer
At the center of the discussion:
“What is the probability of a material cybersecurity incident in the next 12 months - and what will it cost?”
If your board cannot answer that question, you are not managing cyber risk - you are hoping.
This episode is for board members, CEOs, CFOs, CISOs, GRC leaders, and mid-market operators navigating real-world risk.
12 Nov 2025
Leadership, Impact, and the Art of Presidential Communication
Former Deputy Assistant to President Ronald Reagan James Rosebush discusses values-driven leadership and impact measurement with Sumit Aneja, exploring presidential communication and authenticity in this interview.
5 Aug 2025
🎧 Sanjay’s Healthcare Odyssey — Scaling Trust, Data & Compliance Across Regulated Industries Under the Gulmohar Tree | Hosted by Sumit Aneja
Sanjay Motwani, former president of Artemis Health, discusses scaling digital platforms within regulated healthcare environments, emphasizing trust, security, and compliance in an interview with Sumit Aneja.
8 Jul 2025
New GCP Podcast Episode 8: The Operator’s Journey – From Search to Scale
Co-CEOs Rameez Ansari and Steve Lau share their experiences building and scaling vertical SaaS businesses, discussing partner dynamics, personal loss, and the mental load of leadership in this interview.
17 Jun 2025
The Search Fund Journey: Insights from Glenn Silvestri on Entrepreneurship and Private Equity
Glenn Silvestri, Managing Partner at Sage Capital Partners, explores search funds and entrepreneurial success, comparing venture capital and bootstrapping in an interview with Sumit Aneja.
4 Jun 2025
Under the Gulmohar Tree: Julien Massot on entrepreneurship: being a founder, and a product leader
Julien Massot recounts his entrepreneurial journey, from founding a CRM consulting firm to becoming a product leader, in an interview with Sumit Aneja, offering insights on leadership and customer-centric strategies.
29 Apr 2025
The Future of Tech M&A: Insights from Vineet Asthana | Under the Gulmohar Tree Podcast
Welcome to Under the Gulmohar Tree Podcast by Gulmohar Capital Partners!
In this episode, Sumit Aneja sits down with Vineet Asthana, Global Head of Technology and Business Services M&A at Kroll.
Vineet brings a wealth of experience from his leadership roles at Deutsche Bank, Citi, Rothschild, and now Kroll — where he advises companies on complex M&A transactions in the software and technology sectors globally.
🔹 In this episode, we cover:
The evolution of the M&A landscape post-2020 — from COVID disruptions to the impact of rising interest rates
Key drivers of deal activity today: recurring B2B revenue, strong gross/net retention, and scale milestones like $10M+ ARR
How buyers evaluate AI capabilities — real usage vs. marketing hype
Private equity vs. strategic exits — what founders need to understand about valuation, deal structure, and second bites
Career lessons from investment banking: perseverance, grit, and playing the long game
🎯 Key Takeaways:
Building and scaling a tech business today requires operational excellence, clear visibility into KPIs, and defensible market positioning.
Software companies meaningfully applying AI — not just marketing it — will define the next decade of M&A premium.
Management teams matter more than ever to investors, not just product-market fit.
💬 Quotes to Remember:
"M&A is about setting the right expectations early — with clients, teams, and yourself." "Athletes often make great bankers — resilience matters as much as IQ."
👉 Don't forget to like, comment, and subscribe if you want to hear more real conversations at the intersection of private equity, technology, and entrepreneurship.
🎧 Listen to the full podcast wherever you get your podcasts!
🔗 Follow Gulmohar Capital Partners for more insights: https://gcpartners.tech/
#GulmoharCapitalPartners #UnderTheGulmoharTree #SoftwareInvesting #TechInvesting #MergersAndAcquisitions #PrivateEquity #InvestmentBanking #Entrepreneurship #TechnologyLeadership #SoftwareM&A #AIinTech #GrowthEquity #BusinessTransformation #ScalingBusinesses #FounderJourney
20 Mar 2025
Leading Through Complexity: Growth, M&A, and Cybersecurity with Sid Kosaraju | GCP Podcast
In this episode of the GCP Podcast, we sit down with Sid Kosaraju, President of Crisis24 (a GardaWorld subsidiary), to discuss the challenges and strategies behind leading high-growth companies in an ever-evolving business landscape.
Key Takeaways:
✅ Leadership Across Industries – How Sid Kosaraju transitioned from healthcare to security, blending entrepreneurship with corporate leadership.
✅ Private Equity vs. Fortune 500 Leadership – The key differences in leadership styles when managing companies backed by private equity versus publicly traded enterprises.
✅ Driving Nasdaq IPOs, Turnarounds & M&A Success – The essential principles behind strategic exits and transformational growth.
✅ Strategic Acquisitions – How to ensure M&A deals drive sustainable and profitable growth.
✅ Healthcare Meets Technology – Emerging trends in AI, telehealth, and how tech is reshaping global healthcare delivery.
✅ Cybersecurity as the Next Frontier – The increasing risks for high-net-worth individuals and Fortune 500 companies, and how Crisis24 is tackling these threats.
✅ Family Office Investing – The principles of long-term, strategic investing beyond just capital infusion.
🎧 Listen now to gain insights on leadership, business growth, and risk management in an unpredictable world!
🔔 Subscribe for more insights on business, investing, and leadership!
💬 What’s your biggest takeaway from this conversation? Let us know in the comments!
#GCPPodcast #Leadership #Entrepreneurship #CyberSecurity #MergersAndAcquisitions #Investing #Technology #HealthcareInnovation #PrivateEquity #IPO #GrowthLeadership
26 Feb 2025
Under the Gulmohar Tree podcast (Episode 3): Conversation with Pratik Mehta
Welcome to the GCP Podcast - Under the Gulmohar tree! In this episode, we sit down with Pratik Mehta, Managing Director at William Blair and a leading expert in software and cybersecurity. Dive deep into the ever-evolving world of cybersecurity as we discuss:The growing complexity of cyber attacks in the age of AI and quantum computing.Emerging technologies reshaping threat detection and prevention.The debate between platform solutions and point solutions in cybersecurity.Trends in industry consolidation and the role of VC and private equity in shaping the cybersecurity landscape.Advice for cybersecurity startup founders on raising capital and planning exit strategies.The evolution of vertical-specific solutions in industries like healthcare and financial services.Gain valuable insights into market trends, investment patterns, and strategies to thrive in this dynamic sector. Don’t miss out on this engaging and informative conversation!#Cybersecurity #AI #QuantumComputing #InvestmentTrends
19 Feb 2025
Under the Gulmohar Tree podcast (Episode 2): Conversation with Girish Pashilkar
Welcome to the GCP Podcast - Under the Gulmohar tree! In this episode, we sit down with Girish Pashilkar, CEO of BP Logix, to explore his journey from a technologist to a successful CEO and software investor. Girish shares valuable insights on leadership, the importance of education from IIT Bombay and Stanford, and how to scale a business through culture and strategic decision-making.Key topics discussed:Girish's transition to entrepreneurship and the search fund model.Lessons learned from leading Workplace Answers through a high-growth phase.The role of culture in scaling businesses and building high-performance teams.Key value drivers for scaling software businesses and successful exits.Insights into investment criteria and exciting trends in software and AI.Balancing roles as a CEO, investor, and board member.Don't miss this engaging conversation packed with actionable insights for entrepreneurs, leaders, and tech enthusiasts alike.Like, comment, and subscribe for more inspiring stories and expert advice!#entrepreneurship #saas #software
12 Feb 2025
Under the Gulmohar Tree podcast (Episode 1): Conversation with Craig Jones
Under the Gulmohar Tree brings together operators, investors, and M&A professionals to dive into mid-market businesses . Just like the resilient and thriving Gulmohar tree, we explore strategies to scale businesses, foster leadership, and drive innovation.
In episode 1, join us for a candid conversation with Craig Jones, Managing Partner at TPE Boulder, as he shares insights from over 15 years of equity investment experience in healthcare services, software, and business services.
Discover valuable lessons, success strategies, and actionable insights to help you grow and thrive in the ever-evolving business landscape.
Who has been a guest on Under the Gulmohar tree
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James Rosebush
Sanjay Motwani
Glenn Silvestri
Julien Massot
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