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The PE Pivot Intensive is a high-touch mentorship program designed for ambitious professionals looking to break into private equity, transition into investing or operating roles, or strategically reposition themselves for long-term success in high-performance business environments. This program is built for individuals who want more than generic career coaching. The focus is on helping you think, communicate, and position yourself more like an investor, operator, and strategic decision-maker. My background spans private equity acquisitions, venture-backed startups, business transformation, and advising founder-led middle market businesses. I’ve worked across investing, strategy, operations, and growth environments, giving me a practical perspective on what firms and decision-makers actually value beyond technical credentials alone. This is a personalized and highly selective engagement designed to provide direct feedback, candid guidance, and actionable strategy tailored to your goals. What we’ll work on: 1. Private Equity Positioning & Career Strategy We’ll develop a tailored strategy around your background, target firms, and long-term goals. This includes refining how you position your experience, differentiate your story, and present yourself credibly in competitive recruiting processes. 2. Technical & Strategic Skill Development We’ll identify and strengthen the skills most relevant to investing and operating roles, including investment thinking, commercial judgment, strategic analysis, and business evaluation. 3. Career Exploration & Opportunity Mapping Private equity is a broad ecosystem. We’ll explore paths across private equity, growth equity, venture capital, operating roles, and founder-led environments to identify where your profile has the strongest fit and upside. 4. Networking & Relationship Strategy Breaking into competitive industries often comes down to positioning and access. I’ll help you build a more effective networking strategy, refine outreach messaging, and navigate conversations with investors, recruiters, operators, and executives. 5. Investment Evaluation & Deal Thinking Learn how investors assess companies, evaluate risk, identify value creation opportunities, and think through investment decisions. We’ll focus on building the pattern recognition and commercial mindset that strong investors develop over time. 6. Interview Preparation & Deal Discussions We’ll prepare for behavioral, technical, and investment-focused interviews, including deal walkthroughs, investment theses, case studies, and market discussions. The focus is on helping you communicate with more clarity, confidence, and investor-level thinking in high-stakes conversations. What’s Included: • 6 live coaching sessions over 6-8 weeks • Personalized strategy and action plans • Resume and narrative refinement • Networking and outreach guidance • Interview and deal discussion preparation • High-touch async support between sessions for ongoing guidance and accountability This program is intentionally selective and designed for serious candidates committed to accelerating their trajectory into investing, private equity, and other high-performance business environments.
A repositioned resume that translates non-traditional experience into PE-readable signal, mapped to MM/UMM fund expectations
A “why PE, why now, why you” narrative that holds up under partner-level scrutiny across screens, fit interviews, and final rounds
A targeted firm list of 15-25 funds that actively hire non-traditional candidates, ranked by realistic fit
A network activation plan with warm intro scripts, follow-up sequencing, and tracking framework
A weekly accountability rhythm with async support between sessions to keep momentum through the recruiting cycle
Coaching delivered via live sessions and .
Services included:
Networking Strategy
Investment Evaluation
Private Equity Strategy
General Exploration
Skill Building
Schedule a call with a Leland team member who can help you explore your options.
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Get help with LinkedIn Review, Financial Modeling, and .
Shaaya also coaches for Leadership Coaching, Career Coaching, and MBA. View all.

Joined June 2024
5.0
How to Actually Win Competitive Private Equity Roles
I’ve spent a meaningful part of my career on the investing side, working in private equity and leading acquisition efforts, and later advising founder-led businesses through transactions. That experience gave me a clear view into how investment professionals actually evaluate companies, make decisions, and think about risk, upside, and positioning. I’ve also been on the other side of the table working with operators and founders, which is often where candidates struggle to connect their experience to what investors are really looking for. Breaking into private equity is not just about credentials. It’s about how you position your experience, how you think about businesses, and how you communicate that in a way that resonates with investors. I help candidates understand how the process actually works, what differentiates strong candidates, and how to close the gap between where they are and where they want to be. My approach is grounded in real-world experience across deals, hiring, and working alongside investment teams, not generic recruiting advice.
8h–10h of coaching