177: When Former Teachers Get Sales Careers, Ashley Philipps, Author

177: When Former Teachers Get Sales Careers, Ashley Philipps, Author

Ashley Philipps is the author of the new book, The Teacher's Guide to Changing Careers. Being a former teacher myself, I am always up for hearing about others who left the admirable profession of teaching due to the lack of pay, and who got into sales roles.

Ashley's book showcases other careers, but she did go into B2B sales and we talk about that on this episode.

You will also hear my tip for those in the job market - what is the best way to approach someone who is well connected, instead of saying, "Hey if you know of anyone hiring...." What do you say instead?

Ashley's book will certainly help teachers who feel like they are underappreciated, underpaid, and who are interested in continuing to be a teacher as a professional seller.

The good news about the B2B sales profession is that IT is also an admirable profession - a helping profession. Even with new AI tools, complex sales won't happen without empathetic, communicative, collaborative sellers like many former teachers can be.

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Jaksot(217)

216: Thoughts on AI, Tamar Gill, eCore

216: Thoughts on AI, Tamar Gill, eCore

Tamar is the founder of eCore Services, a company she's bootstrapped and is celebrating six years in business with a team of 150 remote workers around the world. I've gotten to know Tamar this year, a...

3 Heinä 30min

215: Joanne Black, Sales Decades Project Honoree Celebrates 30 Years Running Her Business

215: Joanne Black, Sales Decades Project Honoree Celebrates 30 Years Running Her Business

Joanne Black is a 2026 Sales Decades Project Honoree. #SalesDecadesProject  She celebrates 30 years running "No More Cold Calling" consulting, training, and coaching business. Joanne is open to connec...

11 Kesä 27min

214: Celebrating a Career in Sales and Leadership; Maria Boulden, Advisor, Board Member, Ex DuPont, Ex Gartner

214: Celebrating a Career in Sales and Leadership; Maria Boulden, Advisor, Board Member, Ex DuPont, Ex Gartner

Maria Boulden got a degree in Chemical Engineering because she learned that a Chemical Engineer would be the highest paying engineering job possible. She was a rising star at Drexel University and lan...

15 Maalis 33min

213: Know Your Why in Moving up the Corporate Ladder, Lynn Hidy, Author

213: Know Your Why in Moving up the Corporate Ladder, Lynn Hidy, Author

Lynn Hidy has been helping inside sales teams and sales leaders for years. Her new book,  "Mastering Inside Sales Leadership: Your Get-It-Done Leadership Success Guide"  is available January 8th.  Lyn...

11 Joulu 202532min

212: What Does Good Outbound Look Like? with Shay Keeler, VP Sales, Common Room

212: What Does Good Outbound Look Like? with Shay Keeler, VP Sales, Common Room

Episode 212 here, with a great sales leader named Shay Keeler, VP of Sales at Common Room. Shay spent 4-1/2 years at Outreach, starting as an Account Exec and getting promotions throughout her stay th...

26 Marras 202521min

211: Have You Built Your WIN Room? Ideas for Inspiration in Your Sales Role, Jaime Diglio, The WIN Room

211: Have You Built Your WIN Room? Ideas for Inspiration in Your Sales Role, Jaime Diglio, The WIN Room

Jaime Diglio and I have a lot in common when it comes to our beliefs for success in sales.  Mindset is where it's at - first and formost. Jaime created a program that takes you from your "WAR" room in...

6 Marras 202541min

210: New Book, Women and Power, Dr. Jane Sojka, Sales Professor, U of Cincinnati

210: New Book, Women and Power, Dr. Jane Sojka, Sales Professor, U of Cincinnati

It is an amazing new book: "Women and Power: Your Guidebook to Risk, Resilience, and Confidence" by U of Cincinnati sales and marketing professor Dr. Jane Sojka released in August, 2025. It's all abo...

31 Elo 202521min

209: Forget Stereotypes about Sales and Consider the Career: Kelley Hippler, Chief Revenue Officer, Briefly

209: Forget Stereotypes about Sales and Consider the Career: Kelley Hippler, Chief Revenue Officer, Briefly

Kelley and I had a great conversation about her sales career - some of the highlights below:  As a seasoned Chief Revenue Officer with over 20 years of global commercial leadership experience, Kelley ...

20 Elo 202529min

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