Plan Your 1-on-1 Session

Taking time to carefully plan out your 1-on-1 Session offering can ensure you’re putting the right amount of effort into your offering — and attracting the right people.

In this article:

New to 1-on-1 Sessions? Read How 1-on-1 Sessions Work for an overview of this new offering.

Find Your Session Idea

As a teacher, you can host up to 3 different types of sessions from your Cal.com page on Skillshare. Each of your sessions should offer just one type of coaching, such as:

  • Portfolio feedback
  • Personalized, creative instruction
  • Business coaching
  • Professional/career development

You may want to get even more specific, depending on the type of coaching you're offering and who your target audience is. For example, if you plan to offer business coaching, you might be interested in providing advice specifically around career transitions, building a personal brand, or creating a brand website.

Getting specific helps. In an initial analysis of all 1-on-1 Sessions booked in 2023, we found that more than two-thirds (69%) of booked sessions were focused on a specific topic, such as personalized art instruction, portfolio reviews, or career-related advice.

To help you decide what you can offer in a 1-on-1 Session, start with your why: why you want to offer this type of coaching to others. Consider the following questions:

  • What questions do you often get from students or clients? Is there a level of instruction or guidance that feels harder to provide through your current classes or in bigger group settings? Consider in which classes or scenarios you often get requests for detailed feedback or guidance — these could be perfect topics to tackle in a personalized video call.
  • Are there areas that you’ve personally struggled with and learned to navigate in your own professional or creative career?
  • Can you recall any personal experiences that make you excited and qualified to help others?

Develop Your Session’s Value Proposition

In addition to ensuring your 1-on-1 Session focuses on just one type of coaching, take time to establish a clear value proposition for it. You’ll want to articulate:

  • The value of the session in a larger context. Articulate why the topic you’re focused on is important and relevant. How has focusing on these areas helped you progress in your own career journey? How can they help others overcome their obstacles?
  • Who the session is for. Who are you trying to target with this particular session? Where is your target user on their creative or career journey? Can you identify what challenges or obstacles they might be running into?
  • How your audience will benefit. What will a participant gain from their time with you? In addition to specific skills, solutions or feedback, perhaps you’re offering takeaways such as confidence building, goal setting, or motivation.

A clear value proposition can help clarify your offering’s value with potential participants. It’s also enormously helpful for articulating the value of what you offer when marketing your session on other channels; review our other marketing strategies in Promote Your 1-on-1 Session.

In developing your session offering, think about what outcome or transformation you’d like to help someone achieve, and the value they’d hope to get from paying a premium rate for your time.

DKNG-1-on-1-sessions-hero.jpg

DKNG Studios offers three distinct 1-on-1 Sessions from their booking page: personalized instruction, creative business consultation, and portfolio review. What’s relevant is that they clearly summarized the value proposition for each session — what they are offering, their intended audience, and how that audience will benefit — in the first paragraph. Further down the listing, they also include specific notes on what each participant can expect as a bulleted list. A dedicated page on their website helps to promote their 1-on-1 Sessions to a wider audience.

 

Finalize the Details

Your 1-on-1 Sessions are hosted in Cal.com, and it’s important to think carefully about how you’re framing each offering so it showcases its value and your expertise in the best way possible.

Title

Give your session a succinct title that clearly identifies what you’ll be offering, and who your target audience is. A few tips when composing your title:

  • Ensure the topic, as well as elements of your value proposition, such as who the session is for, is mentioned clearly in your title. For example, instead of “Portfolio Review,” try “Portfolio Review for Illustrators”
  • Avoid redundancies such as adding your name or “1-on-1 Session” to the title — save that precious real estate for other relevant keywords!

Here are a few stand-out examples:

Length

Most teachers opt for 45- or 60-minute sessions, although you’re welcome to experiment with shorter or longer sessions too. Consider what you’re planning to offer, the amount of time you feel is needed to have a meaningful interaction, as well as your personal availability and preference.

Price

To set the price of your Skillshare 1-on-1 Sessions, aim for what feels most appropriate to you based on:

  • Your hourly earning expectations
  • The length of your sessions
  • What you think your target audience will be willing to pay in relationship to what you’re offering
  • Your qualifications and the demand for your time

Here are some broad price ranges that we are currently seeing in the market:

  • 30-minute sessions: $50 to $150
  • 45-minute sessions: $75 to $225
  • 60-minute sessions: $100 to $300

We recommend considering prices at the lower to middle side of these ranges, based on participant feedback so far. That said, each teacher and audience are different, so we encourage you to explore what feels right to you.

Description

The description is what potential participants read when they click through from your profile to your 1-on-1 Session page on Cal.com. To optimize how users view your session in Cal.com’s interface — and encourage them to sign up — we recommend structuring your description as follows:

  • Start your description with a short paragraph that provides a broad overview of your session’s value proposition. You'll want to clearly state what you’re offering, who your target audience is, and how they will benefit. This paragraph appears first in the listing for your session on Cal.com, and will get cut off if it’s too long — try to keep it under 50 words.
  • After that initial paragraph, add details on what specific topics you’re available to cover in the session, as well as what participants can expect. Styling this part of the description as a bulleted list makes it easier to read; 3-5 bullets is sufficient.

Looking for examples? These teachers’ descriptions successfully sell their respective offerings and explain clearly what participants can expect.

Participant Questions

When creating your session, you’ll have the option to add questions that you’d like participants to answer about themselves when registering so that you’re prepared ahead of time. These questions can be multiple choice, ‘check all that apply’, or long form.

Here are some recommendations for formulating these questions:

  • We recommend asking no more than 4 questions to ensure a streamlined experience for participants.
  • Asking for examples of previous work before a session can really help you offer tailored feedback — something almost all participants indicated they were looking for in post-survey feedback. If not a link to an online portfolio or website, you can ask participants to share a link to their Instagram account or, if applicable, more niche platforms (i.e. Spoonflower).
  • Try to include at least one open-ended question to prompt participants to share exactly what pain points or issues you’d like them to address.

Add New Session Types

If you decide that you’d like to offer another type of 1-on-1 Session, please notify us as soon as you’ve added the new event to your Cal.com account so we can set up the automated workflows on our end.