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Tech In Chicago

Tech In Chicago takes you inside the Chicago tech world. Each week Colin Keeley is joined by Chicago’s top startup founders and venture capitalists to talk about the amazing companies being built right here. Visit TechInChicago.co for more information.
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Now displaying: 2016
Dec 31, 2016

Greg Tepas is the Founder and CEO of CarAdvise, a startup that makes car maintenance easy and transparent. CarAdvise acts as a personal auto repair concierge and advisor for car owners. They provide an unbiased opinion on proposed work and estimated cost to save car owners from the traditional mistrust and stress associated with car repairs. 

In This Episode You Will Learn:

  • Why Greg decided to build CarAdvise
  • How commercial car fleets typically handle repairs
  • How to begin building a two sided marketplace
  • How CarAdvise makes money
  • How the product has evolved
  • Impact of self driving cars on the car repair industry
  • Why you should be talking to everyone about your startup

Favorite Books:

Sponsored By:

  • Propllr: a Chicago public relations firm that helps startups and innovators build credibility and awareness for their companies, people, products and services.
Dec 7, 2016

Jeff Judge is the Founder and CEO of Bright, a startup that helps SaaS companies quickly understand their core metrics, and gives them the tools to grow faster. Bright just graduated from the 2016 Techstars class here in Chicago. Before founding Bright, Jeff cofounded and led Signal (acquired) and he was an early engineer at Orbitz. 

In This Episode You Will Learn:

  • Why Jeff founded Bright after selling Signal
  • What kind of optimizations Bright can deliver
  • What setting up Bright entails
  • Why he applied to Techstars as an experienced founder
  • What he got out of the Techstars accelerator
  • Why he is a big fan of having a distributed team
  • The tools Jeff finds helpful to make a distributed team work
  • Why he would have raised money earlier 
  • Why he’d like to see Chicago tech be more collaborative
  • The motivation behind starting the Bright conference
  • How to plan a successful conference in just two weeks
  • What goes into making the perfect pitch
  • The importance of having the right support structure in enterprise selling
  • The value of submitting imperfect creations

Selected Links From The Episode:

Favorite Books:

Dec 3, 2016

Rob Royer is the Founder and CEO of Interior Define, a startup that builds furniture on demand and will customize everything, including the size, shape, color, fabric, filling, and frame.

Rob was one of the early employees at Bonobos and took much of what he learned over to Interior Define, which he launched in 2014. Shopping for a big purchase like a couch online without sitting on it beforehand kind of seems crazy so we talk a lot about how they have gotten people over that hesitation. We actually recorded this episode sitting on one of their sofas in their Lincoln Park guideshop. 

In This Episode You Will Learn:

  • How Rob got involved with Bonobos
  • What he learned at Bonobos and brought to Interior Define
  • How he got into the furniture industry
  • The importance of partnerships in the lifestyle space
  • Why they added customization options
  • How they got PR in their early days
  • How do they convince someone to spend thousands of dollars on a sofa they haven’t seen in person
  • The importance of having a guide shop as an online brand
  • What their most effective marketing channels are today
  • How they picked the location of their guide shop
  • The benefits of having the office directly above the guide shop
  • How to sell a big potential hire from a larger company on working at a startup
  • Future products that Rob’s excited about 

Selected Links From The Episode:

Favorite Books:

Nov 22, 2016
Mia Saini & Laura Lisowski are Co-Founders of Oars + Alps, a new e-commerce startup selling men’s skincare products that target an "athleisure guy on the go". Their first products are a face moisturizer, a deodorant, and a face wash in stick form. 

Mia Saini is a graduate of MIT and Harvard Business School and a former reporter for Bloomberg TV. Early last year, Mia quit her job at Bloomberg and her Co-Founder Laura Lisowski quit her job at Facebook to start building Oars + Alps out of 1871.

In This Episode You Will Learn:

  • The difference between men's and women's skin care
  • How they decided to start with these products
  • Where the name comes from
  • How they met on a party boat in Thailand
  • The benefits of being an outsider in the industry
  • How they choose ingredients
  • Why you have to set the price before making product decisions
  • What men are doing wrong in their grooming
  • How they plan to cut through the noise and get the word out
  • How they position their brand
  • Another startup brand they look up to
  • The value of content and influencer marketing
  • How they landed features in Esquire and Bloomberg within months of launching and how you can to

Selected Links From The Episode:

Sponsored By:

  • Propllr: a Chicago public relations firm that helps startups and innovators build credibility and awareness for their companies, people, products and services.
Nov 10, 2016

Zach Kaplan is the Founder and CEO of Inventables, which makes software and hardware for 3D carving. Their flagship products Easel, Carvey, and X-Carve are used by a new wave of makers to make everything from circuit boards to skate boards. Zach was named a “modern Leonardo” by the Museum of Science and Industry and a 40 under 40 by Crain’s Chicago Business. Inventables has the stated goal of putting a 3D carver in every classroom by the end of the decade.

In This Episode You Will Learn:

  • The differences between carving and 3D printing
  • What can you make with a 3D carver
  • Who is buying and using these carvers
  • How they prepared to raise $600k on Kickstarter
  • How they plan to get a 3D carver in every school by the end of the decade
  • Why they decided to make their very expensive software free
  • How they plan to make money while giving away software
  • What the future of 3D printing and carving is
  • What will be the result of having all these carvers available

Favorite Book:

Multipliers: How the Best Leaders Make Everyone Smarter by Liz Wiseman

Nov 3, 2016
Amanda Lannert is the CEO of Jellyvision, which makes ALEX, an interactive decision-support tool that talks you through traditionally boring and confusing human resource decisions like picking health insurance and makes them fun and engaging. The Jellyvision of today has one of the more interesting founding stories, which Amanda describes in the beginning of this episode. It was born from the ashes of You Don't Know Jack. 

Amanda was named CEO of the Year at the Moxie Awards in 2014 and 2015. Under Amanda’s leadership, Jellyvision has doubled its revenue three out of the last four years.

In This Episode You Will Learn:

  • How Jellyvision got into the B2B space
  • The value of a liberal arts background in tech
  • How Jellyvision got its first customers
  • Keys to selling to big businesses
  • How their product evolved and what eventually led to growth
  • How important humor is to their brand
  • Whether their diversity is intentional or accidental
  • How they are trying to improve diversity
  • How they attempt to identity redact interviews
  • How to build a strong culture across team members of different generations
  • The impact of remote workers on their culture
  • How Jellyvision caters to introverts in an extroverted office
  • Amanda’s favorite interview questions
  • How they ended up with a room dedicated to a massage chair
  • Why Amanda would like to see more audacious dreams from Chicagoans
  • How to find mentors
  • What is the best bang for your buck networking

Selected Links From The Episode:

A Few of Amanda's Favorite Books:

Oct 27, 2016

Eddie Lou is the CEO and Co-Founder of Shiftgig, a mobile, two-sided labor marketplace connecting large venues in the service and hospitality industries with locally available and previously vetted hourly workers. Shiftgig is one of the leaders in the gig economy, acting as a technology bridge connecting millions of workers with millions of shifts. 

Shiftgig has raised $35M in venture funding from many local VCs including Chicago Ventures, Pritzker Group Venture Capital, and Corazon Capital. 

Before founding Shiftgig, Eddie was a general partner with OCA Ventures, where he invested in software, consumer internet, and business services companies. 

In This Episode You Will Learn:

  • Why Eddie started Shiftgig after being a venture capitalist for many years
  • Who are the people working in the gig economy
  • What have been their most interesting gigs
  • How they got their first customers
  • How they pivoted away from their social network idea
  • How they dealt with a business model that wasn't working and struggling to raise capital
  • Eddie’s keys to building a two-sided marketplace
  • What he’s learned as a VC that has benefited him as an entrepreneur
  • Why he would like more series B investors in Chicago
  • Why he would like to see more risk taking from executives
  • Why Shiftgig acquired BookedOut
  • What's the future of the gig economy
  • What's next for Shiftgig
  • Why you shouldn't be afraid to talk about your idea
  • What's the best way to reach out and cultivate potential mentors

A Few of Eddie's Favorite Books:

Oct 20, 2016

Dan Wagner is the Founder and CEO of Civis Analytics, a startup that helps companies, non-profits, and campaigns leverage their data to develop smarter strategy, make better decisions, and build stronger, data-driven organizations. 

Before founding Civis Analytics, Dan Wagner was the Chief Analytics Officer on President Obama's 2012 campaign, overseeing a 54-person team of analysts, engineers and organizers that provided analytics and technologies for voter contact, digital, paid media, fundraising and communication. After a discussion with Eric Schmidt, Executive Chairman of Alphabet Inc., on election night, Dan decided to keep his team together and start a company. 

In This Episode You Will Learn:

  • How Civis Analytics started with great people and no set idea
  • How President Obama built an empowered meritocracy in his 2012 reelection campaign
  • The differences between building a company and a campaign
  • How Civis Analytics got their first customers
  • What you need to do excellent data science
  • Why the government is getting involved in fighting cancer 
  • The timeline for making progress on the cancer moonshot
  • Why they decided to build an innovative data science company in Chicago
  • Why Dan would like to see more risky financing in Chicago
  • The three things you need to ask yourself before starting a company

Selected Links From The Episode:

A Few of Dan's Favorite Books:

Oct 13, 2016

Tracey Wiedmeyer is the CTO and a Co-Founder of InContext Solutions, the leader in scalable virtual reality (VR) shopping and retail solutions. InContext Solutions lets manufacturers and retailers simulate real in-store shopping situations to ideate, evaluate and activate all types of merchandising, display, layout and other in-store shopping experiences within a VR store environment before implementing them in the real world. Just last month, they closed their Series E round of funding, bringing their total funding to $42.5M. 

In This Episode You Will Learn:

  • Why Tracey and his co-founders started InContext Solutions
  • How he raised their seed capital from his family over Christmas
  • How similarly do people behave in virtual reality vs the real world
  • How InContext Solutions recreates stores
  • How they landed their first customers
  • How they try to lure tech talent away from quant trading
  • What he’d like to see big companies improve on
  • Why you have to focus on ROI and business cases when selling to large enterprises
  • Whether we are in a simulation or not
  • Where the future of virtual reality is heading in 5-10 years
  • What the future of retail may look like
  • How they landed a partnership with Intel
  • How a partnership with a big company can benefit a startup

Favorite Books:

Best Sources to Learn More About Virtual Reality:

Oct 6, 2016

Mark Lawrence is the CEO and Co-Founder of SpotHero, an on-demand parking app and website that makes drivers’ lives easier by helping them find and reserve a parking for up to 50% off. Mark along with his co-founders started the company after managing to rack up thousands of dollars in parking tickets. SpotHero is now one of Chicago's bigger consumer startup success stories. They raised $20 million in Series B funding last year, are in 15 cities, and have a team of 120 now. 

In This Episode You Will Learn:

  • Why he and his co-founders started SpotHero
  • How the product has evolved from the initial idea
  • How they got their first customers
  • What was going through his head when competitors were raising massive rounds
  • Keys to growing a marketplace business
  • How SpotHero approaches launching in a new city
  • Why "If it's not a fuck yes, it's a fuck no" when hiring
  • The benefits of meditation and floatation tanks
  • Keys to keeping the culture as company grows

Selected Links From The Episode:

Favorite Books:

Sponsored By:

  • Propllr: a Chicago public relations firm that helps startups and innovators build credibility and awareness for their companies, people, products and services.
Sep 28, 2016

Canh Tran is the CEO and Co-Founder of Rippleshot, a startup that detects payment card data breaches. They take a big-data machine learning approach, more common in search, genetics and advertising, and apply it in a novel way for the payment processing industry to help banks, merchants and processors proactively monitor suspicious fraudulent activity and implement smarter fraud risk management strategies when card compromises do occur. It is a massive industry with a lot of room for improvement. 

In This Episode You Will Learn:

  • How Rippleshot catches data breaches
  • Why banks need outside help
  • Where the name comes from
  • What they are looking for in breaches
  • The ingeneious ways credit cards are stolen
  • How safe is our future when we pay with wearables
  • How they got their first customers by starting small
  • Why criminals target smaller banks
  • The differences between Silicon Valley, Chicago, and St Louis
  • What Canh would like to see chicago tech improve on
  • The differences between 1871 and Catapult
  • The benefits of growing up abroad
  • The impact a handwritten thank you letter
  • What the future of fraud loss looks like
  • What gets Canh up in the morning

Selected Links From The Episode:

Favorite Book:

Sep 22, 2016

Raaja Nemani is a Co-Founder and CEO of Bucketfeet, a footwear startup that collaborates with a global community of artists to design limited-edition shoes.

The idea began in Argentina when Aaron Firestein gave Raaja a pair of hand-designed canvas sneakers inspired by the city blocks of Buenos Aires. On the rest of Raaja's journey, these unique looking shoes sparked non-stop conversations across six continents with people of all races, religions, genders, and cultures. Upon returning home, he decided to start Bucketfeet with Aaron. 

In This Episode You Will Learn:

  • The founding story
  • What the first shoes looked like
  • Where the name Bucketfeet comes from
  • How they sold their first shoes
  • How a party at Brian Splay's house jump started sales
  • Why Bucketfeet walked away from a Nordstrom deal
  • What is next for Bucketfeet

Selected Links From The Episode:

Favorite Book:

Sep 15, 2016

Shaily Baranwal is the CEO and Founder of Elevate K-12 and Classblox. Elevate K-12 provides digital instruction and online resources to  millions of at-risk students across the US. Since launching in 2008, Elevate K-12 has provided over 1 million hours of online instruction and has averaged a 35 percent increase in student test scores. Shaily's latest product, Classblox, is for consumers and it offers on-demand, online classes taught by real teachers. Students take hour long virtual, interactive classes from vetted teachers in subjects like algebra, Spanish, and ACT prep. 

Shaily and her company’s mission is to help ensure that every student gets one-on-one, online instructional support, irrespective of geography, demography and ethnicity. 

In This Episode You Will Learn:

  • How Shaily started Elevate K-12 while still in school
  • What makes Elevate K-12 better than MOOCs
  • How they are able to provide personalized teaching for a reasonable price
  • Why Shaily started her company in Chicago
  • Why she hasn’t moved the company
  • Why she’s a big fan of distributed teams
  • How she was able to bootstrap for so many years
  • Why she decided to finally raise money
  • How she made her first sales
  • What she wished she knew when she got started
  • Why attitude and passion are everything when hiring
  • Why she likes to hire athletes

Selected Links From The Episode:

Favorite Books:

Sponsored By:

  • Propllr: a Chicago public relations firm that helps startups and innovators build credibility and awareness for their companies, people, products and services.
Sep 9, 2016

Kayne Grau is a Co-Founder and CEO of DRIVIN, a startup changing the way used-car dealers source their used-car inventory. Before founding DRIVIN, Kayne was the CTO at Cars.com.

Using proprietary technology and actionable local market data, DRIVIN sells, sources, acquires and delivers used-car inventory for used-car dealer partners across the country. DRIVIN helps dealers understand what’s selling locally and how to price effectively. DRIVIN has raised $17.5 million from investors including Brad Keywell, Eric Lefkofsky, Mitch Golub, and Columbus Nova Technology Partners.

In This Episode You Will Learn:

  • How inefficient the used car market is
  • The origins of DRIVIN
  • How Lightbank companies are started up
  • How involved Eric Lefkofsky and Brad Keywell are after coming up with an idea
  • What makes Eric and Brad's new startups repeatedly successful
  • Why DRIVIN went the B2B instead of B2C route
  • How they got their first customer
  • The best way to buy/sell used car as an individual
  • What can Chicago tech improve on? 
  • Impact of self driving cars on used car business

Selected Links From The Episode:

Favorite Books:

Aug 26, 2016

Constance Freedman is the Founder and Managing Partner of Moderne Venturesan early stage venture fund and accelerator investing in technology companies in real estate, mortgage, finance, insurance, and home services. These are multi-trillion dollar industries that make up well over 20% of the US GDP and are ripe for innovation.  Prior to launching Moderne Ventures, Constance was the head of Strategic Investments at the National Association of Realtors where she launched and managed its investment arm, Second Century Ventures (SCV), and founded its accelerator program, Reach. 

In 2014, Constance was recognized by Crain’s Business in its prestigious 40 under 40 award and was also named on Crain’s Chicago Top Tech 50.  In both 2014 and 2015, Constance was recognized on Swanepoel’s Power 200 Most Powerful Individuals in Residential Real Estate and in 2015, named in Inman’s Top 101 in Real Estate.

In This Episode You Will Learn:

  • The most exciting tech developments for Moderne Ventures
  • Why venture capital firms start accelerators
  • How important an accelerator is for the deal flow
  • What the decision making process looks like for the accelerator and investments
  • Where they find the best companies for their accelerator
  • How to break into venture capital
  • How to find the right limited partners (LPs)

Selected Links From The Episode:

Aug 19, 2016

Nick Moran is a co-founder and Managing Director of New Stack Ventures and Moran Capital Partners. He also started the very popular The Full Ratchet podcast, where he interviews venture capital and angel investing experts on successful startup fundraising and investing strategy. Nick asked me to interview him for his 100th episode and I thought the content was so good that I decided to repost it here. 

In This Episode You Will Learn:

  • How Nick got into venture capital
  • Why he started The Full Ratchet
  • His key takeaways after 100 episodes
  • Where he finds his deals
  • What an ideal startup looks like to him
  • What resources he recommends to investors and entrepreneurs
  • Nick's investment thesis and how he evaluates startups for investment
  • The best and worst things about the startup ecosystem in Chicago

Selected Links From The Episode:

Favorite Books: 

Aug 9, 2016

Philip Tadros is a true serial entrepreneur and restauranteur. He is the founder of Doejo, a digital agency, Dollop Coffee, a cafe and bakery, Bow Truss Coffee, a coffee roastery and cafe, The Budlong, a hot chicken restaurant chain, SPACE, a co-working space, and Aquanaut Brewing, a craft brewery. He opened his first coffee shop at 19 after dropping out of college and now runs the largest network of independently owned coffee shops in Chicago. 

Crain's recently ran a special report questioning some of Phil's business practices titled "One of Chicago's most connected entrepreneurs has made more than a few enemies". We dive into what really happened in the second half of this episode and what he's learned from the experience.

listen on iTunes listen on google play

In This Episode You Will Learn:

  • How Phil got his start as an entrepreneur after dropping out of college
  • The differences between the beer and coffee community
  • How he differentiates himself in the competitive food industry 
  • Phil's side of the story on the Crain's special report
  • What he’s learned from the experience
  • How he and his team handled the bad press

Selected Links From The Episode:

Favorite Books: 

Jul 20, 2016

Dima Elissa is the founder and CEO of VisMed3D, a startup providing 3D surgical patient replicas for state-of-the-art treatment and training of doctors. Based in Matter, the startup is on the cutting edge of personalized medicine. In addition to her startup, Dima devotes considerable time, energy, and guidance to other women entrepreneurs. 

listen on iTunes listen on google play

In This Episode You Will Learn:

  • How Dima decided to pursue 3D printing 
  • How Dima landed her first partnership with big healthcare
  • What the best bang for you buck networking is
  • The value in 3D printing for surgeons
  • What the future of medical 3D printing looks like
  • The value in snapchat for her company
  • What to watch out for as a first time founder

Selected Links From The Episode:

Favorite Books: 

Jul 13, 2016

Star Cunningham is the Founder and CEO of 4DHealthware, a startup that provides artificially intelligent "nudges", SMS and email messages, to patients with chronic conditions based on data collected via 250 wearable devices like bluetooth glucometers and activity trackers. Medicare now reimburses healthcare providers $40 per patient per month for every 20 minutes spent managing care outside a doctor’s office and 4DHealthware interactions count. Star has raised $770,000 to date and is on the verge of becoming the 12th African American woman ever to secure more than a million dollars in venture funding for her tech startup. Before founding, 4DHealthware, Star was at IBM for about 10 years. 

listen on iTunes listen on Google play

In This Episode You Will Learn:

  • Why Star decided to found a company after working in big business
  • How she landed the first partnerships in healthcare
  • The power of nudging people in the right direction
  • The future of wearables and artificial intelligence
  • How to get more diversity in tech
  • The importance of getting young black girls into tech
  • What she thinks about diversity quotas
  • When founders should start thinking about diversity

Selected Links From The Episode:

Favorite Book: 

Jul 6, 2016

John Roa is a serial tech entrepreneur and long time Chicagoan. He got his entrepreneurial start by creating a computer repair business at 14 and hasn't stopped since. Last year, he sold ÄKTA, his tech-consulting and design firm, to Salesforce.  Now John is planning to invest in other Chicago startups via Roa Ventures, a fund that focuses on "early-stage investments, projects and experiments". He has also created the non-profit, Digital Hope, and enjoys playing competitive poker and traveling extensively. 

listen on iTunes listen on google play

In This Episode You Will Learn:

  • How John got started as an entrepreneur
  • Why he started AKTA and where the name comes from
  • What John attributes the success of AKTA to
  • How John made the the decision to sell AKTA? 
  • If he would take venture capital if he could do it again
  • Problems he sees in taking venture capital
  • Why he's investing instead of starting another startup
  • John's criteria for his next startup
  • What draws John to travel? He has been to 50+ countries. 
  • How to build a brand as a new angel investor?
  • Similarities between poker and startups
  • What Chicago tech is good at & what we could improve on
  • Why John doesn’t believe in giving advice

Selected Links From The Episode:

Favorite Book: 

Jun 29, 2016

Stu Grubbs is a Co-Founder and CEO of Infiniscene, a startup building the easiest way to livestream video. They enable gamers, and now Facebook and Youtube streamers, to easily create beautiful live broadcasts in their web browser without any experience or expensive hardware. As Stu mentions during the show, a lot of Chicago startups are new tech solving old problems so it is awesome to to have a startup empowering live streamers being built here. It is definitely both a cutting edge problem and solution. 

listen on itunes listen on google play

In This Episode You Will Learn:

  • How difficult it is to setup a lifestream today
  • Why quality will always be the differentiator with content creators
  • How big e-sports is today? Hint: a lot bigger than you think
  • How e-gamers make more money on content then competition
  • What Infiniscene got out of Techstars
  • Why starting a company is the real way to see if you are good at something
  • How a landlords faith in him allowed Infiniscene to survive
  • What kept him going when he was penniless
  • How he ended up hiring his biggest critic
  • Whats the most exciting stuff he saw at E3
  • How live streaming may work in virtual reality
  • How they have developed culture early in the company
  • The importance of one-on-one's for culture
  • Why they founded Infiniscene in Chicago
  • Why every call should be a video call on a distributed team
  • Why he looks for cultural fit first when hiring

Selected Links From The Episode:

Favorite Books: 

Jun 22, 2016

David Rabie is the Founder and CEO of Tovala, the creator of a smart oven that cooks perfectly made meals by baking, boiling and steaming them in under 30 minutes. The meals can either be delivered prepackaged from Tovala or be made using a crowdsourced recipe. Last winter, Tovala graduated from Y-Combinator and a few months ago Tovala launched a successful Kickstarter campaign that raised $255,603 with over 1,000 backers. Before starting Tovala, David was an MBA at Chicago Booth, and he worked for the co-founder and CEO of Veggie Grill and ran Groovy Spoon – a bi-coastal chain of frozen yogurt stores. He also spent time working at Google and Foundation Capital. 

listen on iTunes listen on google play

In This Episode You Will Learn:

  • Why he decided to pair food delivery with a smart oven
  • How they came up with the name Tovala
  • How David found his first engineer
  • How they decided on the price of the oven and the food
  • How they prepared for their successful Kickstarter campaign
  • What they got out of Y-Combinator? 
  • Why they decided to come back to Chicago after Y-Combinator?
  • Why he wishes he had found a co-founder earlier
  • How to test for cultural fit and avoid mishires
  • The importance of establishing connections with VCs before you need money

Selected Links From The Episode:

Favorite Books: 

Jun 10, 2016

Landon Shoop, along with his wife Jennifer Shoop, started Fizz, a team management tool that makes developing employees easy. At his old job, Landon became frustrated while preparing for another yearly performance review and he decided there must be something better. Together they developed a HR tech platform that allows for real-time employee/employer feedback. Landon and Jennifer haven't raised any outside money yet, but they already have some impressive traction. It was great to talk product with promising entrepreneurs just getting started. 

listen on itunes listen on stitcher

In This Episode You Will Learn:

  • How to decide whether your idea is worth pursuing
  • How to sell your product
  • Why they decided to build upon Slack
  • How they came up with the name? Hint: Focus is your scarcest resource
  • How they approach work/life balance as a husband/wife founding team

Selected Links From The Episode:

Favorite Books: 

Jun 3, 2016

Michael Slaby is the Founder and Head of Mission of Timshel, a startup that has developed a platform called The Groundwork to give organizations and brands more powerful digital tools to analyze all the data they are producing, help them organize supporters, get their message out, and raise money. According to Federal Election Commission records, Hillary Clinton has spent almost $500,000 on Timshel’s services since announcing her candidacy last year. Before starting Timshel, Michael was the CTO of Obama for America in 2008 and Obama’s Chief Integration Officer in 2012,  overseeing the campaign's integration of technology, digital strategy, and analytics. 

listen on iTunes listen on stitcher

In This Episode You Will Learn:

  • How an "argument of violent agreement" got Michael into politics
  • The differences between the 2008 election and 2012 election
  • What the team took from the 2012 campaign to Timshel
  • How Timshel balances being a for profit company and having a social mission
  • How Timshel is helping Hillary Clinton's campaign
  • Why they started a podcast
  • Why we need to improve the availability of early stage capital here in Chicago (None of Timshel's investors are from here)
  • Why Michael thinks Chicago has a bright future in impact analytics
  • How entrepreneurs can balance the line between optimism and insanity

Selected Links From The Episode:

Favorite Books: 

  • East of Eden by John Steinbeck (where the name Timshel comes from)
  • This Is Water by David Foster Wallace (given to every new employee) 
  • Shantaram by Gregory David Roberts
May 23, 2016

Jason Kunesh is a co-founder and CEO of Public Good Software, a startup aiming to make donating to non-profits as easy as ordering something on Amazon. Before starting PGS, Jason was the Director of UX for Obama's 2012 reelection campaign and part of the founding team at The Point, which later became Groupon. Jason is also a member of the adjunct faculty at the Starter School, owner of the best Fu Manchu in Chicago, a mentor at Impact Engine, and an advisor to the American Design and Master-Craft Initiative and UX for Good.

listen on iTunes Listen on google play

In This Episode You Will Learn:

  • How he got involved in the Obama campaign?
  • What it is like demoing your product for the president?
  • What the team learned on the Obama campaign and then applied at Public Good?
  • Why charities for animals outperform charities for the homeless?
  • Why non-profits are scared of innovation?
  • How he got into tech? 
  • Why you should be public about your failures?
  • Why Chicago is the best place to start a non-profit focused company?
  • What we need to to do to take Chicago tech to the next level?
  • How startups are like bands?
  • How to get a team to work together? Hint: Encourage transparency/dialogue/dissent
  • Why you really have to understand your motivations as a founder?

Selected Links From The Episode:

Favorite Books: 

 

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