One-to-one sales coaching with Jenny Cartwright

Private coaching for anyone who sells by phone. Jenny listens to your calls, rewrites what is not working and keeps you accountable week to week, on Zoom anywhere in Australia or worldwide or in person in Sydney.

Single session
A$350
Block of four
A$1,200
Where
Zoom, or in person in Sydney
Your coach
Jenny Cartwright herself

Quick answer

What does a sales coach do?

A sales coach works one-to-one with you to improve how you sell, listening to your calls and fixing what is losing the sale. With Jenny Cartwright, coaching includes call reviews, rewritten scripts, objection role play and weekly accountability, on Zoom or in Sydney, at A$350 a session or four for A$1,200.

Who one-to-one sales coaching is for

Coaching suits anyone whose income depends on how well they handle a sales conversation, especially on the phone:

  • New salespeople who want a proven structure from day one, so good habits form before bad ones set in.
  • Experienced reps in a slump, who know how to sell but have lost their rhythm, or their nerve, on the phone.
  • Business owners who have to sell, often with no sales training, and would rather spend less time dreading calls and more time talking to buyers.
  • Sales managers who want to sharpen their own calls, or get clear on what a good call sounds like before they coach their team.
  • Appointment setters and telemarketers working on one specific skill, such as openings or objections.

If several people in your team need the same help, in-house telesales training for your team is designed for groups. Coaching is for the individual.

What is the difference between sales training and sales coaching?

Training teaches a group a method. Coaching makes that method work for one person, on their own calls, with their own habits and blind spots.

Training compared with coaching
CompareSales trainingSales coaching
WhoA team or groupOne person
FocusA shared method and scriptsYour own calls and gaps
Format1 to 3 days, or 2 to 3 hour sessionsA series of sessions, often weekly
Best whenA team needs one consistent approachYou want personal feedback and accountability

The two work well together. Owen Matheson combined a workshop with coaching before taking on commission-based selling. Here is what happened next, in his words:

I can't honestly thank you enough Jenny Cartwright. You really walk your talk. I had always been employed in salaried business development roles and had been quite successful. After your workshop and coaching and being equipped with such invaluable tools, I had to throw myself in the deep end and have a go at commission-based selling to really test my mettle. As you know, you were the first person I called when I cracked a $78,000 dollar sale over the phone. In the last 8 weeks I have pulled in over 200k in revenue for my clients of which all sales were closed over the phone. I have to thank you for that.

Owen MathesonConnectwork Pty Ltd

What happens in a coaching session

Each session is built around your real work rather than a generic lesson. A session might include:

  • A call review. You bring a recorded call, or make one, and Jenny pinpoints the moment it started to slip.
  • Script work. Jenny rewrites your opening, your questions or your close in words that sound like you.
  • Objection role play. You practise answers to the objections you hear most until they come out calmly.
  • A plan for the week. You leave with a few specific actions, such as a number of calls or one new opening to test.
  • Accountability. The next session starts with what happened, so you keep going when it would be easier to stop.

Scripts get special attention. A good script sounds like a conversation, not a reading. Jenny helps you write one that guides you without making you sound robotic, then you practise it until it sounds like you on a good day.

You walk out knowing exactly what to say on your next call, so you make it sooner. That is where the real change starts: the quiet confidence of someone who has a plan and has already rehearsed it.

Can a sales coach listen to my calls?

Yes, and it is often the most useful part of coaching. It is hard to hear your own habits while you are on a call: the rushed opening, the question you forgot to ask, the moment you offered a discount before the customer asked for one.

Jenny reviews real or recorded calls with you, then shows you what to keep, what to change and the exact words to try next. Because she spent years making around 100 calls a day herself, her feedback is practical rather than theoretical.

If objections are your sticking point, Jenny's guide on how to handle objections on the phone is a good warm-up before your first session.

Sales coaching on Zoom or in person in Sydney

Coaching runs on Zoom anywhere in Australia or worldwide, or in person in Sydney. Sales coaching on Zoom suits phone sales particularly well, because you are coached in the same setting you sell in: at your desk, with your headset and your call list.

In-person sessions in Sydney suit people who learn best face to face. Zoom makes sales coaching available across Australia, from Perth to Hobart, and because so much of the work is listening to calls, it suits a screen well.

Distance is no barrier. Jenny has coached clients well beyond Sydney, including a client in Fiji who wrote:

I was fortunate enough to be trained by Jenny one on one via Skype from Fiji. Jenny's style of coaching was tailored to my individual needs and it really worked. Positive constructive support coupled with knowledge really helped me to succeed in my telesales appointment setting.

Jim SmithFiji Marketing Solutions

How much does one-to-one sales coaching cost?

One-to-one sales coaching with Jenny costs A$350 per session, or A$1,200 for a block of four, which saves A$200 on booking sessions one at a time.

Most people start with a block of four. Four sessions give you time to try new words on real calls, report back and fine-tune them, so the change sticks instead of fading after one good conversation.

What happens after that depends on your goal. Some people want help with one skill, such as openings. Others keep coaching going for months as a steady source of accountability.

Book a free 15 minute chat with Jenny to see whether coaching is right for you.

Book a free chat

Accountability that keeps you calling

Knowing what to do is rarely the problem. Doing it every day, especially after a run of rejections, is harder. Weekly coaching gives you someone who expects to hear how your calls went, so you keep picking up the phone on the days you would rather not.

Jenny Cartwright helped me get to where I am today. I had a vision, an idea, I had the passion and the belief, but it stopped there. Without Jenny my business would not be live today. Her passion and know how kept me focused. Whenever I came across a hurdle she had the answers. Her sharp business acumen helped me resolve issues that on my own would not have known how. Jenny held me accountable from week to week and before I knew it I had launched my successful online business. I very highly recommend Jenny Cartwright to anyone that wants results. I have learnt how to leverage not only my money but my education as well. I would not be where I am today if it was not for her. Gratitude will never be a big enough word.

Maryanne KouroucheHair Beauty Glamour

For people who struggle with call reluctance, that steady support can matter as much as any script. Jenny's article on how to overcome call reluctance explains where the fear comes from and what to do about it.

How to start telesales coaching with Jenny

  1. Have a free 15 minute chat

    Tell Jenny what you sell, who you call and what you want to change.

  2. Choose a session or a block

    Start with one session at A$350, or four for A$1,200.

  3. Bring a call to your first session

    A real or recorded call gives Jenny the fastest view of what to work on.

  4. Practise between sessions

    Use the new words on real calls and bring back what happened, good and bad.

Want to keep learning between sessions? Jenny's online telesales training and courses and her book Don't Get Hung Up! make good companions to coaching.

What clients say

Read more client results

7 testimonials

  • My sales team has been coached for a 3 month term so far by Jenny Cartwright. There is a noticeable improvement in the structure in which the sales staff are approaching their customers on the phone, increasing staff confidence and customer satisfaction. We would recommend Jenny Cartwright to any company who wishes to use training and coaching to make a difference in the sales area.

    Edward HeneberyManaging Director, Acorn Australia
  • Our three day telemarketing coaching with Jenny Cartwright during July last year proved to be a significant turning point in our photography business. Our business has increased 107 percent in turnover during the last twelve months. Jenny's ability to demystify the art and science of how to correctly conduct a telemarketing campaign gave us significant and immediate improvements to our sales programs. Instead of calling customers without tested scripts and definite objectives as we had been doing, Jenny immediately implemented proper telemarketing scripts and gave us concrete and logical step by step procedures that allowed us to improve our confidence in calling customers and so increase our calls to sales ratio by 67 percent. We have found her support materials such as DVDs and workbooks to be clear and very practical. As well, with the new telemarketing tracking system that we introduced, we could immediately see on a day by day basis how our program was going. Jenny is very generous with her knowledge and kept giving us further feedback after the training. We really appreciated that she kept coaching us after the initial training to ensure that we stayed on track. Jenny is a true professional in sales and is Australia's foremost expert in telemarketing. We can recommend her telemarketing training programmes without reservation to any organisation that needs to immediately improve the sales and telemarketing function in their business.

    Julie de PaolaPhotography by Julie
  • I have benefited from Jenny Cartwright's coaching for one year so far. I commend coaching by Jenny Cartwright in particular because of her vast knowledge and experience. She has a unique ability to keep focussed and on track and is willing to encourage by sharing your delight when results are achieved.

    Frank DyballManager, Beachhouse Holiday Apartments, Port Macquarie
  • This telemarketing job is a lot easier since I started your coaching.

    Michael BarcaLiquid Learning
  • I was fortunate enough to be trained by Jenny one on one via Skype from Fiji. Jenny's style of coaching was tailored to my individual needs and it really worked. Positive constructive support coupled with knowledge really helped me to succeed in my telesales appointment setting.

    Jim SmithFiji Marketing Solutions
  • Jenny Cartwright helped me get to where I am today. I had a vision, an idea, I had the passion and the belief, but it stopped there. Without Jenny my business would not be live today. Her passion and know how kept me focused. Whenever I came across a hurdle she had the answers. Her sharp business acumen helped me resolve issues that on my own would not have known how. Jenny held me accountable from week to week and before I knew it I had launched my successful online business. I very highly recommend Jenny Cartwright to anyone that wants results. I have learnt how to leverage not only my money but my education as well. I would not be where I am today if it was not for her. Gratitude will never be a big enough word.

    Maryanne KouroucheHair Beauty Glamour
  • I can't honestly thank you enough Jenny Cartwright. You really walk your talk. I had always been employed in salaried business development roles and had been quite successful. After your workshop and coaching and being equipped with such invaluable tools, I had to throw myself in the deep end and have a go at commission-based selling to really test my mettle. As you know, you were the first person I called when I cracked a $78,000 dollar sale over the phone. In the last 8 weeks I have pulled in over 200k in revenue for my clients of which all sales were closed over the phone. I have to thank you for that.

    Owen MathesonConnectwork Pty Ltd

Frequently asked questions

How many coaching sessions will I need?

It depends on what you want to change. A single session suits one specific problem, such as rewriting an opening. Most people start with a block of four, which gives enough time to test new words on real calls and refine them. People who want ongoing accountability often keep going after that.

Is sales coaching worth it for a small business owner?

If you are the person who has to sell, your calls decide a large part of your income. Coaching gives you a structure and words that suit your business, so you spend less time putting calls off and more time talking to buyers. Weigh A$350 a session against the value of one new client.

Can a sales coach help me get over my fear of cold calling?

Yes. Call reluctance is partly a skill problem and partly a mindset problem, and both can be coached. Jenny works on what you say in the first few seconds, how you handle rejection and the daily habits that get you dialling. Weekly accountability helps too, because the calls are easier to make when someone will ask how they went.

Do I need to be in sales full time to get coaching?

No. Jenny coaches full-time salespeople, and also business owners and managers who have to sell alongside everything else they do. Coaching is shaped around your calls, whether you make a handful a week or a hundred a day, so the advice fits the time you actually have.

What should I prepare before my first coaching session?

Bring a recent call if you can, recorded or ready to make, plus your current script or opening and a list of the objections you hear most. Have a goal in mind, such as more appointments or easier follow-up calls. The more real material Jenny has, the faster she can get to what matters.

Can a sales manager benefit from one-to-one coaching?

Yes. Coaching can help a manager in two ways: by sharpening their own calls, and by giving them a clear model of a good call before they coach others. If the whole team needs the same skills, in-house training with follow-up coaching is usually the more practical choice.

Can team members book coaching after an in-house program?

Yes. Jenny offers follow-up coaching weekly or fortnightly after in-house programs, and individuals from a trained team can also book their own one-to-one sessions. It is a practical way to give extra support to a new starter or to someone who needs more help with a particular skill.

Free 15 minute chat

Talk to Jenny about your calls

A free 15 minute chat is the quickest way to find the right format, timing and investment for your team.