Posted on Thursday, Nov 3rd 2016
During this week’s roundtable, our guest was Stephanie Leffler, CEO of OneSpace. Stephanie has done a prior successful, bootstrapped venture from St. Louis and exited it. This time round, she has bootstrapped to about $350k in revenue and then raised venture capital from Highland Capital and others. Stephanie is a damn compelling entrepreneur. She doesn’t believe there is bias against women entrepreneurs in the tech industry.
Then, Sumedha Mupparapu from Pune, India, pitched her concept of a marketplace for renting books. We brainstormed about segmentation, logistics, and financials, and I advised her to model each carefully to gauge whether the cncept is viable given her assumptions.
You can listen to the recording of this roundtable here:
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. March 14 - Learn to Bootstrap Effectively to Navigate Early Chicken and Egg Stage . March 8 - Perspectives from Investors in Under-Served Geographies . March 1 - One Size Does Not Fit All . February 22 - Understanding a Trust-Driven Investment Thesis . February 14 - GMV and Revenue Need Clear Distinction in Marketplaces . February 8 - Niche is Beautiful Says Veteran Seed Investor Nitin Rai . February 1 - A View into Pre-Seed Funding with Gaurav Jain of Afore Capital . January 25 - The Series A Gap is Widening . January 18 - The Traction Gap Framework with Bruce Cleveland . January 11 - Going Broad Usually Isn’t a Great Startup Strategy More »» . January 4 - What Pre-Seed Investors are Looking for with Laurel Touby, Supernode Ventures . December 21, 2017 - What do Seed Investors Want with John Frankel, ff Ventures . December 14 - Please Do NOT Assume Concepts Can Be Funded . December 7 - Several Validated Businesses . November 16 - Market Size Matters . November 9 - What Seed Investors Look for with Vinny Lingham, Newtown Partners . November 2 - People or Market . October 26 - From FinTech to SportsTech . October 19 - What Investors are Looking for with Mark Achler, MATH Ventures . October 12 - Post-Seed vs. Pre-Series A Financing . October 5 - Padmaja Ruparel on Indian Funding Eco-system and Trends . September 28 - AI Startup CEO Jana Eggers Says There IS Bias Against Women Entrepreneurs . September 21 - Cindy Padnos of Illuminate Ventures on Multi-phase Seed Funding . September 14 - Bootstrapping to $80 Million with Rob Purdy, Founder of Power2Motivate . September 7 - Multiple Seed Rounds May Be Needed to Mitigate the Series A Gap . August 31 - What Seed Investors Are Looking For with Venk Shukla of Monta Vista Capital and TiE Angels . August 24 - How A Serial Entrepreneur cum Angel Investor Thinks About Startups . August 10 - What Angels Are Looking For At Propel(x) . August 3 - Economic Development . July 27 - Slow Beginning, Steady Growth . July 6 - Wisdom on Building a Mid-Market Facing Cyber Security Business . June 29 - Crisp Positioning is a Requirement for Business Acceleration . June 22 - Meet A Successful Female Entrepreneur in Hardcore Tech . June 15 - How to Seed a Two-Sided Niche Marketplace . June 8 - Prove ROI as Early as Possible . June 1 - Good Ideas From Around the World . May 25 - Seeding Two-Sided Marketplaces . May 18 - Capital Efficient Entrepreneurship . May 11 - Startups in the Rocky Mountain Corridor . May 4 - New Podcast Channel for Entrepreneurs . April 27 - Preserve Your Equity . April 20 - Innovative Cashflow Management to Successful Bootstrapping . April 13 - Venture Scale Growth Without Venture Capital . April 6 - Navigating Multiple Pivots to Achieve High Velocity Product-Market Fit . March 30 - VCs LOVE To Come To The Rescue Of Victory . March 23 - From YCombinator to $75 Million+ in Funding . March 16 - Indian SMEs Remain Hard to Penetrate . March 9 - Building a Niche Online - Offline Brand . March 2 - Slow Growth Businesses Are NOT Fundable . February 23 - Spotlight on Brazil . February 16 - Freemium, Free-Trial, Conversion Rates and More . February 9 - Understand Your Unit Economics . February 2 - Why Would You Turn Down a $100M Acquisition Offer? . January 26 - How To Get Into TechStars . January 19 - Nuances of Scaling a Traffic Arbitrage Business . January 12 - Raising Money From 80 Investors . January 5 - How Do You Win Against Heavily Funded Competitors? . December 22 - Spotlight on Virtual Teams . December 15 - Sharing Economy Trend Continues to Inspire Startups . December 8 - Good Bootstrapping From India . November 17 - Spotlight on Latin America . November 10 - Capital Efficient Entrepreneurship with Janet Kosloff . November 3 - A Successful Woman Tech Entrepreneur from St. Louis says There is No Bias . October 27 - Spotlight On Israel . October 20 - Positioning Needs To Be Thought Through . October 6 - Three Continents, Three Marketplaces . September 29 - Funding Fat Startups with Asheem Chandna, General Partner at Greylock . September 22 - Opportunities in VC-Style Startups with David Blumberg, Managing Partner, Blumberg Capital . September 15 - Raising Equity from Customers . September 8 - A Window Into Greece . September 1 - Rehan Yar Khan on Indian Consumer Market Opportunities . August 25 - Virtual Companies Are Scaling Nicely . August 18 - Kean Graham Wants to Travel . August 4 - Alternatives to Traditional Venture Capital with Bryce Roberts, Indie VC . July 28 - Meet Serial Bootstrapper Jason Cohen . July 21 - AdTech Discussion with Arjun Dev Arora, Founder, ReTargeter . July 14 - Inspiration for First-time Entrepreneurs . July 7 - Indian Entrepreneurs Must Pay Attention to Open Source Opportunities . June 30 - You Don’t Need To Move To Silicon Valley To Scale . June 23 - The 3-month Acceleration Model for Startups is Bogus . June 16 - Bootstrapping Using Services to $100M . June 9 - Focus on Sustainable Unit Economics . May 19 - Tackling Medical Education Effectively . May 12 - Bootstrapping With A Paycheck Works! . May 5 - You Cannot Outsource Selling Early On . April 28 - Great To See Student Entrepreneurs . April 21 - Choose Your Philosophy of Company Building . April 14 - You CAN Compete With Heavily Funded Competitors . April 7 - Focus on Paying Customers, Not Free Users . March 24 - How to Build a Unicorn From Scratch – and Walk Away with Nothing . March 17 - Top Tech Trends Driving Startups and Venture Capital . March 10 - Starting In Europe, Scaling In America . March 3 - How To Scale A Company With Minimum Dilution . February 25 - Indian Venture Capital Industry – Where Do Things Stand? . February 18 - Spotlight on Analytics . February 11 - Plug Your Knowledge Gaps In Methodology ASAP . February 4 - Bootstrap First, Raise Money Later with Raj De Datta, CEO of BloomReach . January 28 - Security Sector Spotlight . January 21 - Navigating Through Massive Challenges . January 14 - Interesting Discussions On Travel Related Concepts . January 7 - Dynamic Beginning To 2016 . December 17 - Focus on Proteins and Whole Wheat Bread, Skip Candies . December 10 - Bootstrapping To $20M With Freemium Conversions . November 19 - A Story of Resilience . November 12 - Great Discussions and Q&A . November 5 - Conflict Is Good For Growth . October 29 - Capital Efficient Entrepreneurship with Susan Mason, General Partner, Aligned Ventures . October 22 - Spotlight On Europe . October 8 - Greg Gianforte On Entrepreneurship, Economic Development And Politics . October 1 - Equity Crowdfunding From Customers . September 24 - Five Promising Entrepreneurs . September 17 - From A Small Town In The Foothills Of The Himalayas . September 10 - Achieve Product-Market Fit Before Fund Raising . September 3 - Down To Earth Execution . August 27 - Showcase of Women Entrepreneurs . August 20 - Future Of Journalism . August 6 - Impacting a Rural Eco-system . July 30 - Is Entrepreneurship Only About The Exit? . July 23 - Future of K-12 Education . July 16 - We Can't Help Everyone . July 9 - The Future of Higher Education with Anant Agarwal . July 2 - Capital Efficient Entrepreneurship . June 25 - From E-Commerce to Web 3.0 with Alexander Zache, CEO of Auctionata . June 18 - DIY, DIFM, DIWM Trends For SMB Solutions . June 11 - Selling SaaS To Indian SMBs . June 4 - Billion Dollar Unicorns with Druva Founder Jaspreet Singh . May 28 - Shifting Mental Models . May 21 - Venture Capital In India With Ashish Gupta, Helion Venture Partners . May 14 - Billion Dollar Unicorns with InMobi Co-Founder Amit Gupta . May 7 - Billion Dollar Unicorns With Clarabridge CEO Sid Banerjee . April 30 - Billion Dollar Unicorns with Therese Tucker, CEO of BlackLine . April 23 - Billion Dollar Unicorns with Roman Stanek, Founder of GoodData . April 16 - Billion Dollar Unicorns with Fred Luddy, Founder of ServiceNow . April 9 - Billion Dollar Unicorns with Gaurav Dhillon, Founder of Informatica and SnapLogic . April 2 - Spanning The Globe . March 12 - Billion Dollar Unicorns with Rob Hull, Founder of Adaptive Insights . March 5 - Billion Dollar Unicorns with Ratmir Timashev, CEO of Veeam . February 26 - Billion Dollar Unicorns with Scott Sandell, NEA . February 19 - Bootstrapping A Billion Dollar Unicorn With A Paycheck . February 12 - Billion Dollar Unicorns with Ross Mason, Founder of Mulesoft . February 5 - Billion Dollar Unicorns with Chris Gladwin, Founder of Cleversafe . January 29 - Billion Dollar Unicorns With Vineet Jain, CEO of Egnyte . January 22 - Billion Dollar Unicorns with Warren Weiss, Foundation Capital . January 15 - Billion Dollar Unicorns with Aaron Skonnard, CEO of Pluralsight . January 8 - Kicking Off 2015 With Great Energy . December 18 - Carnival In The Cloud With David Hornik, August Capital . December 11 - Carnival In The Cloud With Ann Winblad, Hummer Winblad Venture Partners . December 4 - Bootstrapping With A Paycheck With Shomit Ghose, Onset Ventures . November 20 - Interesting Trends . November 13 - Bootstrapping With A Paycheck with J.T. O’Donnell, Careerealism Media & CareerHMO . November 6 - Carnival In The Cloud with Eric Benhamou, Benhamou Global Ventures . October 30 - Three Revenue Generating Companies . October 23 - Carnival In The Cloud with Jason Lemkin, Storm Ventures . October 16 - Carnival In The Cloud in India with Sharad Sharma and Ravi Gururaj . October 9 - Carnival in the Cloud with Naren Gupta, Nexus Venture Partners . October 2 - Carnival In The Cloud with Brian Jacobs, Emergence Capital . September 25 - From E-Commerce to Web 3.0 with Tod Francis, Shasta Ventures . September 18 - From eCommerce to Web 3.0 with Jason Stoffer, Partner, Maveron . September 11 - Lots Of Uncut Diamonds . September 4 - From eCommerce To Web 3.0 With Gus Tai, Trinity Ventures . August 28 - Interesting Businesses Amidst End Of Summer Blues . August 14 - Be Careful About Funding Assumptions . August 7 - You Can’t Have The Cake And Eat It Too . July 31 - Does Your Idea Scale? . July 17 - Avoid Pipe Dreams, Look for Pragmatic Solutions . July 10 - Beware of Free Loaders! . June 26 - USA Qualifies in 2014 World Cup Soccer . June 19 - Please Articulate Your Investment Thesis . June 12 - Celebrating Freshdesk’s $31M Series D Funding . May 29 - Get A Diagnostic On Fundability . May 22 - Homework Is Key . May 8 - Discussion On UltraLight Startups . May 1 - Women, Children and Entrepreneurship . April 10 - Chisel Your Raw Ideas To Find a Viable Positioning . April 24 - Series A Pitch Needs Clarity On Hard Numbers . March 27 - Bootstrapping Using a Paycheck Trend . March 20 - Spotlight on Penn Students . March 6 - You’re Never Too Old To Startup . February 27 - Confidentiality is Overrated . February 20 - In The Wake of WhatsApp . February 6 - First Time, From Barbados . January 30 - Value Proposition Needs To Be Laser Sharp . January 23 - All Emerging Market Ventures . January 16 - Investors Fund Businesses, Not Concepts . January 9 - Startup Mentoring Takes Patience . December 19 - Final One For 2013 . December 12 - Spotlight on Kae Capital, India . December 5 - Seed India Book Launch . November 14 - Do Your Competitive Analysis . October 31 - Book Launch – Feminine Feminism . October 24 - Bootstrapping Strategies . October 10 - Try To Minimize Capital Risk . October 3 - Devil Lies In The Details . September 26 - Launch Of A New Book . September 19 - SMB Focused Offerings . September 12 - Peer Validation Is Irrelevant . September 5 - Mentoring Networks Do Not Work . August 29 - Window Into Pakistan . August 22 - All Indian Affair . July 25 - Equity Financing From Customers . July 18 - Awake in Australia . July 11 - A Romp Through Some Global Entrepreneurship Hubs . June 20 - Three Indians . June 6 - Fashion Apps . May 30 - Rackspace Cloud - 1M/1M Startup Challenge Finals . May 23 - Turning Dreams Into Cash . May 16 - Calculate Your TAM Accurately . May 9 - Promising Portfolio From India . May 2 - Tech Recruitment in Bulgaria; Custom Fashion in India; Incubator-in-a-Box . April 25 - IT For Cleantech IN, Cleantech OUT . April 18 - From Singapore To Israel . April 11 - India’s Startup Industry Has A Major Gap – Product Marketing . April 4 - Don’t Waste Your Time . March 28 - Positioning And Focus Create Fast Sales Cycles . January 17 - Winners Of The Second New Year Challenge 2013 Final . November 15 - Democratization Of Startup Financing . November 8 - Never Too Old To Startup . Kolkata MUST Clinch This Time . October 26 - Emerging Kerala . October 18 - Carbon Trading In Bulgaria . October 11 - Don’t Wait For Someone To Fund Your Alpha . October 4 - Kolkata 1M/1M Pitch-Fest . September 13 - Five 1M/1M Ambassadors Win Scholarships . September 6 - OrangeScape Launches KiSSFLOW . August 30 - Hybrid Business Models . August 23 - Attention, FinTech Entrepreneurs! . August 2 - The Free Rider Problem . July 26 - Date First, Don’t Rush Into A Marriage . July 19 - Winners Of A&N Media-Elance Contest With Kings College, London . July 12 - Spotlight On Western Massachusetts . July 5 - The Challenge Of Navigating Long Sales Cycles . June 21 - Spotlight On Colorado . June 19 - Winners Of The A&N Media-Elance Contest With London School Of Economics SU Entrepreneurs & European Student Startups . June 14 - Winners Of The A&N Media-Elance Contest With Imperial College, London . June 7 - Winners Of Second BlueSnap-Elance Finals . June 4 - Winners Of First BlueSnap-Elance Finals . May 31 - Go, Kolkata! . May 22 - Winners Of TechHub-A&N Media Battle Of The Startups Contest In London Win 1M/1M Scholarships . May 10 - BlueSnap-Elance Contest Applications Deadline This Weekend . May 3 - Some Wonderful Opportunities With Corporate Partners . April 26 - A Rare Women-Only Session . April 19 - Tyranny Of The TAM . April 12 - More From Indian Entrepreneurs . April 3 - Rendezvous In Bangalore . March 15 - Spotlight On 3 Day Startup Tel-Aviv . March 12 - Winners Of Microsoft Israel Scholarships . March 1 - Strategy Gaps Need To Be Plugged . February 23 - Microsoft Israel To Offer 1M/1M Scholarships . February 16 - What’s Happening In Turkey? . February 9 - Are You Fundable? . February 2 - YCombinator vs. 1M/1M . January 26th - Spotlight On Jacksonville, Florida . January 19 - Are Media Sites Fundable? . January 12-13 - Spotlight On IIT Kharagpur, India . October 13 - FREE Is Not A Business Model . September 29 - From Poland To Argentina . September 22 - How Do You Catalyze A Region’s Entrepreneurship? . September 15 - Do Your Homework First . September 8 - A View Into Israeli Start-ups . September 1 - Fall Call To Action . August 25 - How To Use Twitter For Lead Generation . August 11 - Menlo Park And The Silicon Valley Renaissance . August 4 - How Do You Bootstrap Freemium Ventures? . July 28 - Investors And Incubators Need To Look At Pre-Incubation . July 21 - Crowd Sourced Funding Exchanges - An Emerging Trend . June 30 - Continued International Participation . June 23 - New Assessment Tool For Entrepreneurs . June 16 - Exciting Companies Lined Up For Microsoft Startup Grant Finals . June 9 - Silicon Valley . June 2 - 1M/1M And Incubators - What We Have Learned . May 26 - Twitter, LinkedIn - Why Not Affiliates? . May 19, Making Money From Blogs . May 12 - Two Really Cool Companies . May 5 - Ownership Matters . April 28 - Guerrilla P.R. & SEO Most Profitable Customer Acquisition Strategies . April 21- Incubators Are Reaching Out To 1M/1M . April 17 - High-Octane Energy In Pune . April 16 - 1M/1M Partners With Indian Angel Network Incubator . April 9 - 1M/1M Announces Partnership With TiE Chennai . April 6 - 1M/1M Announces Important Partnership With MAD Incubator, Malaysia . March 31 - Microsoft’s $100,000 India Startup Challenge Grant . March 24 - 75th Session Spotlights The Midwest . March 17 - Spotlight On Latin And Central America . March 10 - Spotlight On India . March 3 - Spotlight On The Northwest . February 24 - VCs, Angels, Incubators, Accelerators – What Are You Doing With Your Rejects? . February 17 - Indian Company Plugs Gap In Google’s Enterprise Solution . February 10 - When Keywords Are Competitive . February 3 - Indian Entrepreneurs Are Maturing . January 27 - Non-Dilutive Financing Through Revenue Sharing . January 20 - Personalization Remains An Open Problem . January 13 - Top 10 Online Advertising Trends For The Decade . January 6 - Top 10 Vertical and Social Web Trends For The Decade . December 16 - Top 10 Tech Trends To Watch . December 9 - Where Should You Raise Money? . December 2 - Niche Marketplace Businesses Can Be Interesting . November 18 - Not Coming To The Rescue Of Victory . November 11 - African Tech Entrepreneurs Emerging . November 4 - Premium Lounge Sneak Preview . October 28 – Convert Potential Competitors To Partners . October 21 - Bootstrapping Comes In Many Flavors . October 14 - Professional Investors Do Not Invest In $20 Million Markets . October 7 - Try To Get At Least $2M Pre-Money In Seed Round Valuation . September 30 - Investors Don't Fund Broad Ideas . September 23 - Do Not Spray And Pray . September 16 – 5 Cloud Computing Opportunities for Entrepreneurs . September 9 - Open Opportunities In Cloud Computing And Rural BPO . September 2 - Find High Velocity Channels . August 26 - 85%-90% Of Search Traffic Comes From Organic Search . August 19 - Niche E-Commerce Is Great For Bootstrapping . August 5 - Paying Customers =>Validation =>Valuation . July 29 - Startups In Malaysia . July 22 - Bootstrap Using Services . July 15 - A Market Of Late Adopters . July 8 - The EJ Methodology . July 1 - Get Your Pricing Model Validated . June 24 – Three Startups That Can Hit One Million Dollars . June 17 – Online Education Startups . June 10 – Efficient Targeting . June 3 – Defining Market Segments . May 27 – Is The Venture Worth Your Time? . May 20 – Validation, Validation, Validation . May 6 – Defining Value Proposition . April 29 – Finding The Right Direction . April 22 – The Original Runners . April 15 – Small Is OK; The Goal Is Profitability . April 8 – A Focus On E-Commerce . April 1 – Bootstrapping Tips . March 25 – A Mixed Bag Of Advice