16: Would You Like Fries With That: Upselling Fractional - Jessye Kass Karlin
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Jessye Kass Karlin, founder of Riverwalker Talent, built a nonprofit recruitment and fractional HR practice on a simple habit: once she's under the hood of a search, she asks if the client wants more support. One recruitment contract turned into a three-year fractional partnership that eventually rebuilt 20% of an organization's team.
Jessye and Cindy dig into the contract language she uses to head off scope creep before it starts, including built-in communication agreements and response-time commitments, and the sliding-scale pricing model that lets her serve smaller-budget nonprofits without discounting her own expertise. She's also candid about the boundary-setting she didn't have in her first two years, when she answered client emails at midnight, and what shifted once she treated boundaries as contract terms instead of personal willpower.
Key Takeaways
- A single recruitment search can become a longer fractional partnership - Jessye's approach is to offer the expanded scope once she understands the organization's real needs, not to lead with it.
- Boundaries work better written into the contract than held as a personal intention - Jessye's contracts spell out response times, business hours, and communication norms up front.
- Scope creep is rarely intentional. Offering a client two or three priced options for added work, instead of a flat yes or no, makes the trade-offs visible and keeps the relationship collaborative.
- Reframing a pricing conversation as "can we collaborate on a solution" instead of "you'll need to pay more" changes how clients receive it.
Guest Bio
Jessye Kass Karlin is the founder of Riverwalker Talent, a nonprofit recruitment and fractional HR firm. She spent 15 years in direct nonprofit service, including as an executive director, before building her firm from a solo recruiting practice into a team of consultants.
Resources + Links
Riverwalker Talent
Connect with Jessye
Website | LinkedIn
Fracture is for nonprofit professionals who refuse to choose between doing good work and having a good life. Hosted by Cindy Wagman, founder of the Nonprofit Fractionals Network, it's real talk on building a fractional consulting business that actually pays - and still matters.
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