Early writing
24 essays and posts from 2013 to 2020, written while Jake was freelancing and building his first companies, and kept as they were first published.
The companies, prices and plans they mention have changed since. For his current thinking, read his recent writing.
2020
4- Why decision fatigue is so important for entrepreneurs
My February 2020 essay on decision fatigue as a founder: why I held off big decisions when exhausted, and how cutting commitments and checklists helped.
Feb 4, 2020
- How Understanding My Unique Ability Changed My Life
My February 2020 essay on Dan Sullivan's Unique Ability process: what it showed about my strengths, and how I rebuilt my role at Lead Cookie around it.
Feb 11, 2020
- Why outbound was getting harder: my forecast and advice
My April 2020 view of cold email and LinkedIn outreach: why results were falling, where outbound was heading, and options for outbound agencies.
Apr 14, 2020
- Stop overthinking it... take action.
My May 2020 essay from early in the pandemic: when a business decision feels unclear, you lack facts, and taking action, not overthinking, gets them.
May 12, 2020
2019
13- Zero to $60k in 90 days: Launch plan for my new venture
My January 2019 plan for launching Content Allies: a $60k collected-revenue target for the quarter, three marketing channels and a March pre-sale offer.
Jan 7, 2019
- Building a business on someone else's platform
My January 2019 essay on the flaw in Lead Cookie: built on LinkedIn and technically against its terms, and three risk questions to ask before you build.
Jan 9, 2019
- Before starting a business, ask why you are building it
My January 2019 essay on the question my mentor asked when I started Lead Cookie: if the business succeeds, why build it? And my answer for Content Allies.
Jan 14, 2019
- Creating a viral lead magnet: my Lead Cookie playbook
My January 2019 Lead Cookie playbook: make a lead magnet the best resource on its topic, publish it free on the blog, and offer an eBook copy for sign-ups.
Jan 18, 2019
- Shutting down my startup: seven lessons from Content Allies
My February 2019 account of shutting down the first Content Allies, a content support service run at a loss, and the seven lessons I took from it.
Feb 5, 2019
- Our weekly company habit that changed everything
How my team ran Workshop in 2019: a weekly 60-minute meeting with a shared board of problems, a facilitator and action steps, an idea from Chet Holmes.
Feb 11, 2019
- Lessons from 6 months of advising with Alex McClafferty
My February 2019 essay on six months of advisory calls with Alex McClafferty, co-founder of WP Curve, as I started Lead Cookie: hiring, process, mindset.
Feb 19, 2019
- The #1 mistake when starting a productized service
My April 2019 essay on the mistake I made at Outbound Creative and Lead Cookie, delivering the service myself, and why I argued for hiring from day one.
Apr 2, 2019
- You choose what business you build
My May 2019 essay on an adviser's reminder that I was in the driver's seat: Lead Cookie's growth at all costs, and a 20-hour-week limit for Content Allies.
May 14, 2019
- The Content Snowball: how to become a content machine
My 2019 essay on the Content Snowball: from one weak first post in 2011 to weekly articles, a podcast and a daily post, built one habit at a time.
Jul 11, 2019
- The Value of Coaching Your Team
My 2019 essay on coaching my leadership team at Lead Cookie and Content Allies: how three people grew into their roles, and the weekly one-on-ones I ran.
Aug 6, 2019
- The 15-year overnight success behind Lead Cookie
My 2019 correction of my six-month Lead Cookie headline: the 15 years of ventures, consulting and mistakes behind it, and the case for the long view.
Aug 13, 2019
- The magic of a money-back guarantee
My 2019 essay on the 30-day, any-reason money-back guarantee at Lead Cookie and Content Allies: how often clients took it and how it changed sales calls.
Nov 5, 2019
2018
1- Stealing business ideas: how I modeled Lead Cookie
My 2018 essay on building Lead Cookie from borrowed frameworks and competitor research, with a five-step framework for stealing a business idea.
Mar 2, 2018
2015
1- Lessons learned from a year of evolution
My September 2015 essay: why my freelance marketing director role failed, how I handled it, and how an outreach service got paying clients in about a week.
Sep 4, 2015
2014
3- Why everyone needs to learn marketing
My 2014 essay: marketing is storytelling, not tactics, and everyone markets themselves. A Nashville coffee shop shows how a story lets you charge more.
Apr 10, 2014
- Why creatives should think twice before hiring
My 2014 essay on the Nashville video company I started at 19, why I left it, and why I told creatives not to hire employees but to raise their rates.
Sep 14, 2014
- Direct outreach: why relevance wins new clients
My 2014 essay on direct outreach for freelancers: why relevance separates it from spam, with a designer's hand-delivered letters and my association emails.
Nov 16, 2014
2013
2- The Courage to Try
My 2013 essay on trying: a recording studio, show promotion, design for artists and artist management all failed before video production worked.
Jan 30, 2013
- Accepting Failure
My December 2013 essay on closing Telehealth PT despite prospects and signed letters of intent: no passion for what I built, and accepting that I failed.
Dec 2, 2013