LTV with Kyle Racki For more info: https://bit.ly/2py685O We set out to redevelop our software to stave off growing competition with a better user interface. We knew it was a big undertaking, but nothing would have prepared us for the mammoth challenges it presented: burnt out developers, stressed support staff, and frustrated customers to name a few. Find out what Kyle had to say about whether the rebuild was worth it, and what he would do differently next time. Read Kyle’s full length Medium post on the trials and tribulations of rewriting Proposify 2.0: https://bit.ly/2RIszC0

Why You (Probably) Shouldn’t Rewrite Your SaaS Product - A Cautionary Tale | EP 02

A podcast straight from the trenches of a startup founder, with Kyle Racki of Proposify.

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Advice from the Bumpy Road of Entrepreneurship, with Josh Chingas | Ep 31 On this episode of LTV, Kyle retraces his adventures as a SaaS founder with Josh Chingas, host of the Niche the Niche podcast. They chat about the not-so-glamourous side of entrepreneurship, the highs and lows of starting a business, and the long and bumpy road on the journey to build Proposify. The original show can be found here: https://apple.co/35fVIet

Advice from the Bumpy Road of Entrepreneurship, with Josh Chingas | Ep 31

A podcast straight from the trenches of a startup, with co-founder and CEO of Proposify, Kyle Racki.   An Introvert's Approach to Sales: A Therapy Session, with Aggelos Mouzakitis | Ep 30   For entrepreneurs and founders, learning how to sell and close deals is as essential to the success of your business as the product or service itself.   In this episode of LTV, Kyle chats with Aggelos Mouzakitis about how to obtain a sales culture when you’re not a natural-born hustler, scaling a sales mentality to navigate enterprise deals, and Kyle’s unorthodox introduction to learning how to handle rejection and pitch with confidence.   The original show can be found here: https://bit.ly/2rUQLc2.

An Introvert's Approach to Sales: A Therapy Session, with Aggelos Mouzakitis | Ep 30

A shift up-market to sell to larger companies is high on the list for most founders growing a SaaS company. Pulling it off… well that’s easier said than done. On this episode of LTV Kyle chats with Collin Stewart, co-host of the Predictable Revenue podcast, about Proposify’s move up-market and all the changes to the product, pricing, and sales process that came along with it.   The original show can be found here: https://bit.ly/2OrGtZC.

Swimming Upstream: A Conversation about Moving Upmarket, with Collin Stewart | Ep 29

Part of growing a business means accepting that there will come a day where it’s impossible for you to run it on your own. Your role as a founder is to build repeatable systems into your company so that it CAN operate without you. Join Proposify CEO Kyle Racki for a conversation with Mandi Ellefson, host of the Hands-Off CEO podcast, about optimizing and innovating business systems. The original show can be found here: bit.ly/346aIej.

The Importance of Building Repeatable Systems into Your Business, with Mandi Ellefson | Ep 28

A podcast straight from the trenches of a startup, with co-founder and CEO of Proposify, Kyle Racki. 7 Surprising Sales Lessons I Recently Learned About Scaling to $10M ARR | EP 27 Scaling a business definitely isn’t for the weak—or those unwilling to abandon a failing process and start from scratch. On this episode of LTV, Kyle reflects on the eye-opening, thought-provoking, and sometimes counterintuitive lessons he’s learned overseeing the sales team at Proposify over the last six months.

Why You (Probably) Shouldn’t Rewrite Your SaaS Product - A Cautionary Tale | EP 02

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