Building Engagement & Retention for Salesken AI
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Building Engagement & Retention for Salesken AI

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Now, let’s dive into the project.



Understand & Define

Core Value Prop of Salesken β†’

Amplify every sales conversation with AI-driven insights, ensuring every rep delivers winning pitches, and equipping sales leaders with actionable analytics for continuous team improvement.

β†’ How do users experience the core value prop of the product?

For Salesken β†’

Engaging in sales calls armed with real-time insights, benefiting from on-the-spot coaching, and analyzing post-call data to constantly refine and perfect their approach.

ICP Deep dive



Sales Rep

Sales Manager

Sales Leader

Sales Head

Typical Job title

Agent, SDR, BDR

Inside Sales Manager, SDR Head , AE

Sales Director

VP Sales

User Segmentation

Power

Core

Power, Core

Casual ,Power

Decision making

Low

Moderate

High

High

Tech stack adoption

Medium

High

Medium to High

Low to Medium

Spend Authority on Tech Tools

Low

Medium

High

High

Professional Goals

β‡’ Increase lead conversion rates.

β‡’ Meet or exceed monthly and quarterly sales targets.
β‡’ Continuously learn about new products/services to effectively pitch to potential clients.
β‡’ Enhance communication and negotiation skills.

β‡’ Ensure the team meets overall sales targets.
β‡’ Provide training and resources for sales reps to improve their performance.
β‡’ Analyze sales data to identify trends and areas of improvement.
β‡’ Collaborate with other departments to streamline the sales process.

β‡’ Strategic planning for sales growth.

β‡’ Ensure cross-team collaboration and smooth inter-departmental processes.

β‡’ Monitor market trends and adjust strategies accordingly.

β‡’ Mentor and guide sales managers.

β‡’ Drive overall sales strategy for the organization.
β‡’ Establish and maintain key business relationships.
β‡’ Ensure the sales department aligns with the company's broader goals and vision.
β‡’ Drive innovation and adoption of new methodologies in the sales process.

Consumption Pattern

β‡’ Prefers short, easily digestible content like clips, highlights, or brief tutorials.

β‡’ Watches native videos for product demos, competitor analysis, and quick sales tips. Might indulge in generic humor content during breaks.

β‡’ Consumes longer-form content that offers in-depth insights, such as documentaries about successful sales strategies or biographies of top salespeople.
β‡’ Focuses on channels offering managerial tips, team-building exercises, and advanced sales strategies. Occasionally views motivational content.

β‡’ Leans towards strategic content that covers market trends, competitor analysis, and global sales strategies.

β‡’ Consumes content from industry experts, thought leaders, and channels focusing on market trends and innovations.

β‡’ Engages with top-tier content that delves into business strategy, organizational growth, and industry shifts.

β‡’ Primarily focuses on channels that discuss macro-level industry shifts, interviews with industry giants, and global market analysis.

Upskilling

Enrolls in (sdr)entry-level courses that enhance selling techniques and product knowledge.

Invests in comprehensive courses that cover sales analytics, team management, and advanced negotiation skills.

Prefers executive-level courses that touch on leadership, strategic planning, and cross-departmental collaboration.

Chooses high-level executive courses, often from reputed institutions, focusing on business strategy, innovation, and global market dynamics.


User Wise Segmentation:

For this assignment, I will segment the ideal users in typical midsize or enterprise organizations into Casual, Core, and Power users.

For Salesken:

  • Casual users are represented by the Sales Head role (like VP Sales). Although they have a high decision-making capability and spending authority on tech tools, their tech stack adoption is generally low to medium. Their main tasks revolve around overseeing the entire sales operation and making high-level decisions.
  • Core users encompass the Sales Manager role, such as Inside Sales Managers, SDR Heads, and AEs. With a moderate decision-making ability and medium spending authority on tech tools, they are often deeply involved in day-to-day sales management. Their tech adoption is high, indicating frequent use of tools and platforms to manage their teams.
  • Power users are mainly the Sales Reps (Agents, SDRs, BDRs) and Sales Leaders (Sales Directors). Sales Reps are at the front lines, often using Salesken extensively to manage their leads and prospects. Their decision-making capability might be low, but they are core to the sales operation. On the other hand, Sales Leaders, like Sales Directors, are strategic users who not only use Salesken for day-to-day operations but also make crucial decisions, making them both core and power users.


Role

Typical Job Title

User Segmentation

Decision Making

Tech Stack Adoption

Spend Authority on Tools

Sales Head

VP Sales

Casual, Power

High

Low to Medium

High

Sales Manager

Inside Sales Manager, SDR Head, AE

Core

Moderate

High

Medium

Sales Leader

Sales Director

Power, Core

High

Medium to High

High

Sales Rep

Agent, SDR, BDR

Power

Low

Medium

Low


Natural Frequency of Salesken Product


User Category

Role

Use-case

Usage Frequency

Casual Users

Sales Head

Monitor the overall team performance metrics regionally or zonally and gain a holistic view of our entire sales team.

Weekly Once

Core Users

Sales Manager

Dive deep into individual representative performance, set targets, and identify training opportunities.

Daily

Power Users

Sales Director

Analyze detailed sales data, strategize sales approaches, and collaborate with team members on daily basis

Weekly Twice

Power Users

Sales Rep

Making calls to assigned leads using the Salesken platform, receiving cues during live calls, and utilizing real-time feedback to enhance sales pitches, track leads, and efficiently close deals.

Daily


Action makes a user an active user


User CategoryRoleAction Threshold in a Week

Casual Users

Sales Head

Spend a minimum of 60-90 minutes reviewing reports: revenue, conversation metrics, funnel metrics, team performance (won vs. loss).

Core Users

Sales Manager

Engage at least twice with the following reports: team performance, call connects & duration, follow-up analysis, user-wise productivity, day-wise productivity.

Power Users

Sales Director

Regularly access reports such as region sales team insights, comparative team analysis, leads pipeline, customer objections, revenue/funnel opportunity overview, and signal improvements.



Sales Rep

Achieve a minimum of 15 calls and 20 cues per week. Stay updated with follow-up dashboard.
(Dive into everyday work routine)

The Best engagement framework for Salesken's product is at the organizational level


Engagement Framework

Key Tracking Metric

Selected

Rationale

Frequency

Number of sales calls on the platform

Primary

The greater the number of sales calls on the platform, the more they experience the core value proposition. With an increased number of calls, better reports, insights, and sales real time winning cues will be available.

Depth

Size of the team

Secondary

The size of the team is directly proportional to the value derived from the product through various salesken reports. In short, the Salesken System provides intelligent input for user actions, segment-wise, across all sales representatives.

Breadth





Engagement Campaigns

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Here are the combinations of each User Category with each Role. Among all, I have chosen six categories based on the ideal minimum usage required, authority, and benchmarks for the best retention journey.

image.png

Engagement Campaign 1 β†’

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Tactic 1 : "Personal Onboarding for Decision-Maker Product Users”

In the early stages of growing our product, doing the onboarding process personally especially decision makers in our case sales head’s , It is a great way to meet and talk to our users. They'll be getting premium training and become better at using our product, plus feel the exclusivity of the personal treatment, thus value our product more.

An example of this tactic performed almost faultlessly is Superhuman, who still onboard every single user personally, even though their user base is in thousands.

Although it's a high-touch and time-consuming process, we'll be able to get invaluable insights about our users and their experience with our product.


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Tactic 2: ”Utilize Case Transition to establish a weekly habit of using it.”

Accelerate habit formation by adding new use cases to our product.

Products with infrequent use cases (e.g. yearly or montly) are in danger of being forgotten about when the next chance to use them happens. Such companies end up re-acquiring users, which is expensive.

The solution to this problem is adding more use cases around our product to stay top of mind of users.

For example, a user sending yearly customer satisfaction surveys using SurveyMonkey is likely to forget about the product next time she needs to run a survey and may choose a competitor. To stay top of mind, SurveyMonkey transitions users to weekly/monthly customer research surveys which helps build a habit.


Adding new use cases is not cheap. Often requires creating a whole new product or a lot of user education. But for the long-term growth of products with infrequent use cases, adding another use case is very often necessary.

Other examples from companies that solved this challenge successfully:

  • Zillow - main use case: buying home (yearly+ frequency) β†’ new use case: Zestimate score (monthly frequency)
  • Credit Karma - main use case: tax filing (yearly frequency) β†’ new use case: credit monitoring (monthly frequency)

Considering the creation of an extension similar to HubSpot's extension, the trigger occurs when users engage in manual sales activities in their email. This Gmail plugin aims to streamline and simplify these tasks for greater convenience.

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Engagement Campaign 2 β†’

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Tactic: Playbooks


Helping our prospects understand how to make the most out of our salesken product by creating playbooks containing specific tactics for using our product.

Salesken product is meant to be used by different teams within a company, so will a create a separate playbook for each of them.


This type of content works well not only for lead gen but also in later stages of the funnel, helping users get more value from the product and retain better.


Good examples are Clearbit's playbooks for sales and marketing:

https://clearbit.com/books/data-driven-sales

https://clearbit.com/books/data-driven-marketing


Tactic: Personal Campaign Review

Help users especially decision makers make the most of our product by offering them personal workflow/customized report reviews or want to know best sales practices. Have a person e.g. from your CS team analyze a customer's campaign and record a quick video pinpointing the improvements they can make to improve the performance of their sales target.


Better results mean satisfied users, and satisfied users mean higher retention. They'll appreciate the personal touch from our team as well.

image.png

Tactic: Expert Marketplace

Help users get more value out of our product by matching them with vetted experts. In other cases, reduce the barrier to entry for users with not enough skills or time.

Create a directory of verified industry solution expert/ freelancers/consultants who will help our users get up to speed with our product, make them use it more efficiently, or even do all the work themselves.

Let users either browse through the directory or create a request and let experts apply.


Some expert marketplace examples:

https://experts.shopify.com/

https://experts.webflow.com/

https://www.livechat.com/marketplace/experts/

https://www.thinkific.com/experts/

https://bubble.io/agencies

https://www.mural.co/playmakers

https://www.squarespace.com/designer/home


Retention

Bird's eye view

Obviously, this data is based on assumptions. Ideally, at the organizational level, having healthy usage among all stakeholders better accordingly i have mapped casual, core, and power users.

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Based on my understanding , Current retention rates at the organizational level, in terms of months:

image.png

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However, it's common to see a monthly retention drop of around:

  • Power users: 2-5%
  • Core users: 5-10%
  • Casual users: 10-20%


Microscopic View

β†’ Best Retention (ICP’s) - To understand which ICPs drive the best retention

Industry

Min Reps

Problem Diagnosed

Solution

Improvement

Edtech

50 RMs

Preventable losses at 2x of sales

Full stack – telephony, analytics, cueing

Increased top line by 20% in 3 months

Banking

50 RMs

30% calls mis-sold on customer intent

Full stack – telephony, analytics, cueing

50% rise in closure rates

Consumer Internet

50 reps

0.25% manual QA and low CSAT scores

QA Automation

Increased QA to 25%, 20% improvement in CSAT

SaaS

15 reps

AM’s were not consultative during demos

Zoom, analytics

Improved conversion by 15% within a month


β†’ Best Retention Channel - To understand what channels drive the best retention

Channel

6 Months

12 Months

18 Months

24 Months

30 Months

SEO

75%

70%

65%

60%

55%

Google Ads

65%

60%

55%

50%

45%

LinkedIn Ads

60%

55%

50%

45%

40%

ABM

80%

75%

70%

65%

60%

Outbound - Cold Calling

50%

45%

40%

35%

30%

Email Marketing

65%

60%

55%

50%

45%


Churn

β†’ Top Reasons for Churn (Voluntary / Involuntary)

Voluntary Churn:


Reason for Churn

Description

Limited Adoption

Some customers may not fully utilize Salesken's features and capabilities, leading to dissatisfaction and eventual churn.

Cost Sensitivity

Customers might churn if they perceive Salesken's pricing as too high, especially if they do not see sufficient value to justify the cost.

Competitive Alternatives

The availability of alternative AI products offering similar or better features at a lower cost could prompt customers to switch.

Lack of Understanding

Insufficient onboarding, training, or support may lead customers to not fully grasp the value of Salesken's product.

Customer Support Issues

Poor customer support, slow response times, or unresolved problems can frustrate customers and drive them to seek alternative solutions.


Involuntary churn:


Reason for Churn

Description

Technical Issues

Frequent technical glitches, downtime, or performance issues with the AI product can lead to involuntary churn as customers seek more reliable solutions.

Data Security Concerns

Customers Churning if they have concerns about the security of their data and the AI product's ability to protect sensitive information.

Management Changes

A change in leadership or management at the customer's organization may lead to a shift in technology preferences and, consequently, churn.

Incompatibility with New Systems


(No Native Integration)

If the salesken product is not compatible with new systems or software adopted by the customer, it could result in involuntary churn.

Mergers or Acquisitions

Customers may be acquired by another company using a different AI product, resulting in churn due to a change in their technology stack.


β†’ Tracking Negative Action Metrics

Negative Actions

Subpoints or Metrics to Track

Cancellation or Churn

- Customer subscription cancellations


- Discontinuation of product usage

Complaints

- Recorded customer complaints


- Types of complaints (e.g., functionality, billing)

Support Tickets

- Number of support tickets


- Resolution times for support requests

Downtime and Outages

- Instances of service downtime


- Frequency and duration of outages

Negative Feedback

- Negative comments on social media


- Negative reviews on review sites


- Mention of product-related issues

Reduced Usage

- Decreased login frequency


- Reduced feature utilization


- Declining user engagement

Late Payments or Billing Issues

- Instances of late payments


- Billing disputes and failed transactions

Unopened Communications

- Not booking, attending, or responding to CSM/Solution Experts' calls.


- Unopened emails, notifications, or messages


- Lack of response to communication efforts

Feature Requests

- Customer requests for new features


- Consistent feature requests

Contract Violations

- Monitoring contract terms (suddenly inbetween)


- Instances of contract violations

Negative Customer Surveys

- Low satisfaction scores in surveys (CSAT)

High Churn-Risk Indicators

- Customer behaviors indicating high churn risk


- Attributes associated with churn-prone customers

Uninstallation's or Deactivations

- Instances of product uninstallations or deactivations

Competitor Engagement

- Customer engagement with competitors


- Exploration of alternative solutions

Removing Integration with Platform


Exporting all Data out from the System


Inactive Accounts or Users



Resurrection Campaigns

I have identified 12 tactics to re-engage churned users with our product. These 12 tactics are divided into 7 proactive strategies and 5 reactive approaches.

Proactive tactics involve identifying potential churned users and persuading them not to leave.

On the other hand, reactive tactics target users who have already churned.

Proactive - Resurrection Campaigns

➑️ Downgrade Trial to a Forever Free Plan:

  • Segment/Audience: Users who have completed their trial but haven't converted.
  • Purpose: Retain users and encourage them to stay engaged with the product.
  • Frequency: Once after the trial ends.
  • Timing: Immediate action upon trial completion.
  • Success Metric: Percentage of users who remain on the forever free plan and continue using the product.
  • Why it will work: This tactic offers a low-risk option for users who may be unsure about committing to a paid plan, allowing them to continue using the product with limited features. It keeps users engaged and provides opportunities for future upselling.


➑️ Incentivized User Interview:

  • Segment/Audience: Users who have completed their trial.
  • Purpose: Gather feedback and potentially convert users to paid plans.
  • Frequency: Offered once at the end of the trial.
  • Timing: After the trial period ends.
  • Success Metric: Number of users who agree to participate in interviews and subsequent conversion rates.
  • Why it will work: Offering an incentive for user interviews not only encourages users to provide valuable feedback but also provides a chance to showcase the product's value, potentially leading to conversions.


➑️ Account Pause:

  • Segment/Audience: Users considering canceling their subscription.
  • Purpose: Retain users for future use by offering an alternative to cancellation.
  • Frequency: Available upon user request.
  • Timing: When users express intent to cancel.
  • Success Metric: Percentage of users who choose to pause their accounts instead of canceling.
  • Why it will work: Users appreciate the flexibility of pausing their accounts rather than losing access completely. This tactic respects user needs and encourages them to return when they need the product again.
  • For Examples:

image.png

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➑️ Reactivation Email:

  • Segment/Audience: Users who completed their trial but didn't convert.
  • Purpose: Re-engage users and encourage them to upgrade.
  • Frequency: Sent once after the trial ends and periodically afterward.
  • Timing: Initially after the trial ends, and then periodically.
  • Success Metric: Conversion rate of users who return and upgrade.
  • Why it will work: Reactivation emails remind users of the value of the product and prompt them to reconsider their decision. Periodic follow-ups keep the product in their minds, increasing the likelihood of conversion over time.
  • For an example: Uber does this:

image.png

➑️  Offer a Trial Extension:

  • Segment/Audience: Users who completed their trial but didn't convert.
  • Purpose: Provide additional time for users to explore the product and convert.
  • Frequency: Offered once after the trial ends and on-demand.
  • Timing: Initially after the trial ends and on-demand upon user request.
  • Success Metric: Percentage of users who extend their trial and subsequently convert.
  • Why it will work: Offering a trial extension addresses the common need for more time to evaluate the product thoroughly. Users appreciate the flexibility, and it increases their chances of discovering value and converting.

image.png

➑️  Reiterate Product Benefits During Onboarding:

  • Segment/Audience: New users during onboarding.
  • Purpose: Emphasize product benefits to increase user activation.
  • Frequency: Part of the initial onboarding process.
  • Timing: During the user's first interaction with the product.
  • Success Metric: Increased activation and user retention.
  • Why it will work: Onboarding is a critical time for setting user expectations. Reiterating product benefits helps users understand the value they can expect, motivating them to actively use the product.


➑️  Tactic: Intent Data for Churn Prevention

  • Segment/Audience: Users at risk of churning, particularly those researching competitors.
  • Purpose: Identify and prevent churn by proactively reaching out to dissatisfied users.
  • Frequency: Real-time alerts when churn signals are detected.
  • Timing: Immediate outreach upon detecting churn risk.
  • Success Metric: Reduced churn rate and improved customer satisfaction.
  • Why it will work: Users researching competitors may be dissatisfied with the current product. Timely intervention and addressing their concerns can help retain them and ensure they get the expected value from our solution – help them with setup or offer extra training.


➑️  Tactic: Reward Reminders

  • Segment/Audience: Existing users.
  • Purpose: Remind users of the value they derive from the product.
  • Frequency: Periodic reminders showcasing value.
  • Timing: Sent at intervals to reinforce value.
  • Success Metric: Increased user retention and satisfaction.
  • Why it will work: Reminding users of tangible benefits and results they've achieved with the product reinforces their motivation to continue using it. This aligns with the habit loop's "reward" step, especially in products with delayed rewards.


Examples:

  • Loom shows how much time users saved by replacing meetings with Looms
  • Automation tools (e.g. Zapier) should show the estimated time users saved thanks to their processes being automated
  • Tools that save money should display the amount of money users saved thanks to them

For the reward to be most effective, the results you're showing must be in line with users' end goal of using our product (e.g. if users use Zapier to save time, it wouldn't make sense for Zapier to display how many tasks it automated for them because it's not what users came for).

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Reactive - Resurrection Campaigns

➑️  Behavioral Emails:

  • Segment/Audience: All users based on their in-app behavior.
  • Purpose: Encourage specific actions based on user behavior.
  • Frequency: Sent based on user actions (e.g., incomplete tasks, milestones reached).
  • Timing: Triggered by user behavior or milestones.
  • Success Metric: Increased user engagement and conversion of desired actions.
  • Why it will work: Behavioral emails are highly relevant to user actions, increasing the likelihood of response. They provide personalized guidance, motivating users to complete actions and engage more deeply with the product.

image.png

➑️  Reactivate Old Trial Users:

  • Segment/Audience: Users who went through a trial but didn't upgrade.
  • Purpose: Re-engage past trial users and encourage them to return.
  • Frequency: Periodic ad campaigns targeting this audience.
  • Timing: Ongoing campaigns to re-engage these users.
  • Success Metric: Conversion rate of reactivated users.
  • Why it will work: Create a custom audience of users who went through a trial of your product but didn't upgrade. Show them ads announcing new features to encourage them to come back and give your product another shot. This audience should be more cost-effective to re-acquire than acquiring a cold user.


➑️  Tactic: Offboarding Flow

  • Segment/Audience: Users in the process of canceling their accounts.
  • Purpose: Retain users by offering alternatives and collecting feedback.
  • Frequency: Occurs during the account cancellation process.
  • Timing: When users initiate the account cancellation process.
  • Success Metric: Percentage of users who choose alternatives and provide feedback.
  • Why it will work: Offboarding flow appeals to loss aversion bias by reminding users of the value they'll lose upon cancellation. It offers alternatives that address common reasons for churn, making them more likely to reconsider.

Add offboarding to our cancellation process to save some of the churning users and collect qualitative feedback from the rest.

This is one of the few cases where adding (a little) friction is actually a good thing.

Users signed up to our product for a reason - remind them of the value they’ll lose (data, history, etc.) if they cancel their account (loss aversion bias).

Then, ask what's the reason they're leaving. Based on their answer, we can offer them a salvage offer and try to retain them.

Some example offers we can make to make them stay:

  • Downgrade to a lower pricing plan - if price is the reason
  • Let them pause their account - if price is the reason
  • Offer extra training to help them get more value out of the product - if they didn't get the value they expected

Even if we fail to make them stay, such offboarding flow will let you collect some valuable feedback that will help you make the experience better for other users.

Tools to create customized offboarding flows and offers: brightback.com & churnkey.co Best one is something like the one shown in the UD session from week 3.

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➑️  Tactic: Churn Risk Detection

  • Segment/Audience: Users/accounts showing signs of churn risk.
  • Purpose: Proactively identify and prevent churn.
  • Frequency: Real-time alerts when churn risk signs are detected.
  • Timing: Immediate outreach upon detecting churn risk.
  • Success Metric: Reduced churn rate and increased customer satisfaction.
  • Why it will work: Identifying churn risk indicators allows for early intervention. Addressing user concerns and ensuring they receive expected value can help retain them and prevent churn.


Set up a notification system that will alert us of users who e.g.:

  • have a downward product usage trend
  • submitted one or two negative NPS scores
  • start researching your competitors on G2 (premium plan allows this)

What can we do to retain them? Reach out as soon as possible and learn why they're unsatisfied with our product. Then do what needs to be done so that they get the value they expected when choosing our solution - help them with setup or offer extra training.

Thank you,

Abhinash

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