Unlock the secrets to building a successful portfolio career with Ben Legg, the founder of The Portfolio Collective, as he recounts his extraordinary journey from the British Army and Google to guiding over 16,000 independent professionals worldwide. Hear his candid advice on overcoming the biggest challenges of the independent work world—complication and loneliness—and learn the exact strategies you need to build your personal brand and pipeline in the age of AI.

Timestamps:

[01:15] Introduction of Ben Legg and his unconventional career path (British Army, McKinsey, Coca-Cola, Google).

[04:34] Ben's biggest career lessons and turning points—switching industries every decade due to boredom.

[07:43] How The Portfolio Collective was founded "by accident" out of a need to efficiently provide career advice during lockdown.

[13:56] The two biggest issues for portfolio professionals: being complicated and lonely.

[21:51] The difference between stress in a corporate career versus a "steady state of stress" in a portfolio career.

[24:20] The biggest mistake people make: focusing on applying for listed fractional work (only 20% of the market).

[38:04] Why companies want fewer full-time employees and the forecast for over 50% of workers to have portfolio careers by 2027/2028.

[42:13] Why independent professionals must set aside money for personal development and act as a "one-person company."

Connect with Ben Legg

Linkedin

https://portfolio-collective.com/

Connect with Hosts

Zed Vakil https://www.zarirvakil.com/

Mike Anderson https://dottt.co.uk/

Join hosts Zed and Mike as they sit down with Alex Meisl—entrepreneur, connector, and digital transformation pioneer. As the co-founder of greyhairworks! , Alex shares his journey from a large corporate environment to running multiple ventures globally. Discover the simple, yet powerful, concept behind greyhairworks and its sister consultancy, Grace and Co: connecting corporates searching for genuine innovation with a boutique network of seasoned, 'grown-up' executives who know what truly works. Alex offers no-nonsense advice on building a portfolio career, the importance of trust and relevance, the disciplined art of the 30-minute meeting, and the crucial lessons learned from starting, scaling, and selling a business—including managing "technical, legal, and contractual debt." Tune in to explore why experience is the most impressive tool in the digital age and how to build a community that thrives on no-bullshit, purposeful engagement.

Time Stamps

[01:50] Introducing Alex Meisl: The Corporate to Entrepreneur Leap.

[06:20] The Simple Power of greyhairworks!

[09:40] Why We Call Our Network "Grown-Ups."

[11:00] The USP: Trust, Relevance, and the Best Community.

[17:00] Entrepreneurship: Innate Skill or Learned Behavior?

[20:00] How to Cut Through Vendor Noise (The 2-Minute Rule).

[23:15] The Most Impressive Tool: Our Brains (and AI).

[27:00] Building Value for the Exit: Debt and Contracts.

[30:55] The Pre-Investment Playbook: Nurturing Investors.

[33:00] Why Every Entrepreneur Needs a 'Board' to Challenge Them.

[34:25] The Real Talk on Ageism and Experienced Talent.

[37:20] Essential Tips for Experienced Job Seekers.

[38:55] The Future of Peer Networks and Community Building.

[40:50] How to Join the greyhairworks! Community.

Connect with Alex Meisl

Linkedin

https://greyhairworks.com/

Connect with Hosts

Zed Vakil https://www.zarirvakil.com/

Mike Anderson https://dottt.co.uk/

In this episode of "Whistle To Work," hosts Zed and Mike interview Shalini Khemka CBE, Founder and CEO of E2Exchange. Shalini shares the journey of building E2E into one of the UK's most dynamic entrepreneurial ecosystems, supporting over 24,000 SMEs and enabling £230 billion in economic impact. The conversation covers her transition from a corporate career in banking and private equity to founding E2E as a passion project. They discuss the key challenges and opportunities for entrepreneurs, the support E2E provides (including events, fundraising, and NED recruitment), and her personal reflections on the business's growth and her goals for international expansion and digital transformation. Shalini also offers valuable wisdom on the mindset needed for raising investment and the importance of having strong fractional support in a business.

Timestamps

[01:32]From Private Equity to £230 Billion Impact: Shalini Khemka's shocking transition and the massive economic force behind E2E.

[04:46]The Moment She Saw 'Real' Entrepreneurs: How a career in banking led to a pivotal realisation and the founding spark for E2E.

[10:46]The New Rules for Scale-Ups: What are the most urgent challenges entrepreneurs are facing right now (Hint: It involves AI, internationalisation, and talent).

[14:34]What a £750 Membership REALLY Gets You: E2E's core pillars: exclusive 5-star events, direct investor connections, and fractional expert recruitment.

[17:27]"I Don't Feel Like a Success": Shalini's remarkably honest reflection on the 15-year journey and why her biggest vision is yet to be achieved.

[19:06]The Founder's Biggest Regret: The one crucial strategic mistake she'd change to achieve 10x faster growth (A must-listen for all CEOs).

[24:29]The Political Fight That Saved Businesses: The untold story of how E2E successfully lobbied the government and sacrificed a board role to prevent a major tax increase.

[31:36]Major Announcement: Stepping Down and Going Global: E2E’s aggressive expansion plans into the Middle East and South America, and the new digital platform launching next week.

[35:00]The Mindset Shift for Raising Capital: Why you should only ask for "meaningful" finance, and the danger of raising small amounts based on tax breaks.

[40:55]Pitching Like You're Doing Them a Favour: The counter-intuitive attitude that will make top investors want to back your business.

Connect with Shalini Khemka

https://e2exchange.com/

https://www.linkedin.com/in/e2exchange/

Connect with Hosts

Zed Vakil https://www.zarirvakil.com/

Mike Anderson https://dottt.co.uk/